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2H-1-Benzopyran-6-ol, 3,4-dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-, [2R-[2R*(4R*,8R*)]]-

PubChem CID: 586537

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Compound Synonyms delta-Tocopherol, dl-, UNII-ZL0RFA4E5N, ZL0RFA4E5N, 5488-58-4, 6-Chromanol, 2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-, 2H-1-Benzopyran-6-ol,3,4-dihydro-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-, 2H-1-benzopyran-6-ol, 3,4-dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-, [2R-[2R*(4R*,8R*)]]-, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-, (2R-(2R*(4R*,8R*)))-, 2,8-Dimethyl-2-(4,8,12-trimethyltridecyl)chroman-6-ol, DL-delta-tocopherol, 3,4-Dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol, SCHEMBL2908170, .DELTA.-TOCOPHEROL, DL-, DTXSID90859221, GZIFEOYASATJEH-UHFFFAOYSA-N, (+/-)-.DELTA.-TOCOPHEROL, 2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol, AKOS030241335, LS-15217, J816.832F, Q27295661, 2,8-di-methyl-2-(4,8,12-trimethyl tridecyl)-6-chromanol, 2,8-Dimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol #, 2,8-Dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-ol
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 29.5
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CCCCC2C1
Np Classifier Class Prenyl quinone meroterpenoids
Deep Smiles CCCCCCC)CCccO6)cC)ccc6)O))))))))))))CCCCCCCCC)C)))))C
Heavy Atom Count 29.0
Classyfire Class Prenol lipids
Description Widespread occurrence in vegetable oils including soya and sunflower oils. It is used as antioxidant food additive. Member of Vitamin E group. Added to fats and oils to prevent rancidity. The naturally occurring tocopherol is a single stereoisomer, synthetic forms are a mixture of all eight possible isomers 1 IU of tocopherol is defined as ? milligrams of RRR-alpha-tocopherol (formerly named d-alpha-tocopherol or sometimes ddd-alpha-tocopherol). 1 IU is also defined as 1 milligram of an equal mix of the eight stereoisomers, which is a racemic mixture called all-rac-alpha-tocopheryl acetate. This mix of stereoisomers is often called dl-alpha-tocopheryl acetate, even though it is more precisely dl,dl,dl-alpha-tocopheryl acetate). However, 1 IU of this racemic mixture is not now considered equivalent to 1 IU of natural (RRR) ?-tocopherol, and the Institute of Medicine and the USDA now convert IU's of the racemic mixture to milligrams of equivalent RRR using 1 IU racemic mixture = 0.45 "milligrams ?-tocopherol"., A cataract is a condition of clouding of the tissue of the lens of the eye. They increase the risk of disability and blindness in aging adults. Antioxidants are being studied to determine whether they can help prevent or delay cataract growth. Observational studies have found that lens clarity, which is used to diagnose cataracts, was better in regular users of vitamin E supplements and in persons with higher blood levels of vitamin E. A study of middle aged male smokers, however, did not demonstrate any effect from vitamin E supplements on the incidence of cataract formation. The effects of smoking, a major risk factor for developing cataracts, may have overridden any potential benefit from the vitamin E, but the conflicting results also indicate a need for further studies before researchers can confidently recommend extra vitamin E for the prevention of cataracts. It is important to note that the term "cataract" may be used in common parlance for an opacity involving any tissue of the eye, for example a corneal scar. Thus a character in theater or on television who is blind from cataracts might have white instead of clear corneas, covering over the iris and pupil. Since the lens is behind the pupil, real cataracts are difficult to see without special instrumentation, so people with cataracts have rather normally appearing eyes. -- Wikipedia, Abetalipoproteinemia is a rare inherited disorder of fat metabolism that results in poor absorption of dietary fat and vitamin E. The vitamin E deficiency associated with this disease causes problems such as poor transmission of nerve impulses, muscle weakness, and degeneration of the retina that can cause blindness. Individuals with abetalipoproteinemia may be prescribed special vitamin E supplements by a physician to treat this disorder. -- Wikipedia, Alpha-tocopherol is traditionally recognized as the most active form of vitamin E in humans, and is a powerful biological antioxidant. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha tocopherol. It increases naturally to about 150% of normal in the maternal circulation during human pregnancies. 1 IU of vitamin E is defined as the biological equivalent of 0.667 milligrams of d-alpha-tocopherol, or of 1 milligram of dl-alpha-tocopherol acetate. The other isomers are slowly being recognized as research begins to elucidate their additional roles in the human body. Many naturopathic and orthomolecular medicine advocates suggest that vitamin E supplements contain at least 20% by weight of the other natural vitamin E isomers. Commercially available blends of natural vitamin E include "mixed tocopherols" and "high gamma tocopherol" formulasand is also selenium, Coenzyme Q10, and ample vitamin C have been shown to be essential cofactors of natural tocopherols. -- Wikipedia, Alzheimer's disease is a wasting disease of the brain. An observational trial conducted by The Johns Hopkins University Bloomberg School of Public Health found that when vitamin E is taken daily in large doses (400-1000IU) in combination with vitamin C (500-1000mg) the onset of Alzheimer's was reduced between 64 and 78%. External Link - Johns Hopkins press release -- Wikipedia, Alzheimer's disease is a wasting disease of the brain. As oxidative stress may be involved in the pathogenesis of Alzheimer's, tocopherols have been tested as both a means of prevention and treatment. The results of these studies have been mixed, with some research suggesting that high levels of vitamin E in the diet may reduce the risk of Alzheimer's, while other studies found no such link. Studies on progression have also been contradictory, with the Alzheimer?s Disease Cooperative Study suggesting that vitamin E supplementation might be beneficial, but a later trial finding no clinical benefit. Due to this contradictory and confusing evidence, vitamin E or tocopherol supplements are not currently recommended for treating or preventing Alzheimer's disease., During feeding experiments with rats Herbert McLean Evans concluded in 1922 that besides vitamins B and C, an unknown vitamin existed. Although every other nutrition was present, the rats were not fertile. This condition could be changed by additional feeding with wheat germ. It took several years until 1936 when the substance was isolated from wheat germ and the formula C29H50O2 was determined. Evans also found that the compound reacted like an alcohol and concluded that one of the oxygen atoms was part of an OH (hydroxyl) group. As noted in the introduction, the vitamin was given its name by Evans from Greek words meaning "to bear young" with the addition of the -ol as an alcohol. The structure was determined shortly thereafter in 1938., Natural vitamin E exists in eight different forms or isomers, four tocopherols and four tocotrienols. All isomers have a chromanol ring, with a hydroxyl group which can donate a hydrogen atom to reduce free radicals and a hydrophobic side chain which allows for penetration into biological membranes. There is an alpha, beta, gamma and delta form of both the tocopherols and tocotrienols, determined by the number of methyl groups on the chromanol ring. Each form has its own biological activity, the measure of potency or functional use in the body. -- Wikipedia, Recent studies also show that vitamin E acts as an effective free radical scavenger and can lower the incidence of lung cancer in smokers. The effects are opposite to that of the clinical trials based on administering carotenoid to male smokers, that resulted in increased risk of lung cancer. Hence vitamin E is an effective antagonist to the oxidative stress that is imposed by high carotenoids in certain patients. -- Wikipedia, Synthetic vitamin E, usually marked as d,l-tocopherol or d,l tocopheryl acetate, with 50% d-alpha tocopherol moiety and 50% l-alpha-tocopherol moiety, as synthesized by an earlier process is now actually manufactured as all-racemic alpha tocopherol, with only about one alpha tocopherol molecule in 8 molecules as actual d-alpha tocpherol. The synthetic form is not as active as the natural alpha tocopherol form. The 1950's thalidomide disaster with numerous severe birth defects is a common example of d- vs l- epimer forms type problem with synthesized racemic mixtures. Information on any side effects of the synthetic vitamin E epimers is not readily available. Naturopathic and orthomolecular medicine advocates have long considered the synthetic vitamin E forms to be with little or no merit for cancer, circulatory and heart diseases. -- Wikipedia, There are three stereocenters in alpha-tocopherol, so this is a chiral molecule. The eight stereoisomers of alpha-tocopherol differ in the arrangement of groups around these stereocenters. In the image of RRR-alpha-tocopherol below, all three stereocenters are in the R form. However, if the middle of the three stereocenters were changed (so the hydrogen was now pointing down and the methyl group pointing up), this would become the structure of RSR-alpha-tocopherol. RSR-alpha-tocopherol and RRR-alpha-tocopherol are mirror-images of each other. These stereoisomers can also be named in an alternative older nomenclature, where the stereocenters are either in the d or l form., Tocopherol, or Vitamin E, is a fat-soluble vitamin in eight forms that is an important antioxidant. Vitamin E is often used in skin creams and lotions because it is believed to play a role in encouraging skin healing and reducing scarring after injuries such as burns. -- Wikipedia, Tocopherols (or TCP) are a class of chemical compounds of which many have vitamin E activity. It is a series of organic compounds consisting of various methylated phenols. Because the vitamin activity was first identified in 1936 from a dietary fertility factor in rats, it was given the name "tocopherol" from the Greek words ??????? [birth], and ????????, [to bear or carry] meaning in sum "to carry a pregnancy," with the ending "-ol" signifying its status as a chemical alcohol. d-Tocopherol is found in many foods, some of which are topping, salad dressing, cucumber, and margarine-like spread.
Scaffold Graph Node Level C1CCC2OCCCC2C1
Classyfire Subclass Quinone and hydroquinone lipids
Isotope Atom Count 0.0
Molecular Complexity 448.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
Prediction Hob 0.0
Class Prenol lipids
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 10.0
Superclass Lipids and lipid-like molecules
Subclass Quinone and hydroquinone lipids
Gsk 4 400 Rule False
Molecular Formula C27H46O2
Scaffold Graph Node Bond Level c1ccc2c(c1)CCCO2
Prediction Swissadme 0.0
Inchi Key GZIFEOYASATJEH-UHFFFAOYSA-N
Silicos It Class Poorly soluble
Fcsp3 0.7777777777777778
Logs -6.674
Rotatable Bond Count 12.0
State Liquid
Logd 6.446
Synonyms (+)-delta-tocopherol, (2R)-3,4-dihydro-2,8-Dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol, 3,4-Dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol, 9CI, 8-Methyltocol, Delta-tocopherol, E309, Vitamine e, δ-tocopherol, delta-tocopherol, tocopherol, delta
Substituent Name Tocopherol, Diterpenoid, 1-benzopyran, Benzopyran, Chromane, Nitrotoluene, M-cresol, Alkyl aryl ether, Benzenoid, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Aromatic heteropolycyclic compound
Esol Class Poorly soluble
Functional Groups cO, cOC
Compound Name 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-, [2R-[2R*(4R*,8R*)]]-
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 402.35
Formal Charge 0.0
Monoisotopic Mass 402.35
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 402.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -7.978714048275863
Inchi InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3
Smiles CC1=CC(=CC2=C1OC(CC2)(C)CCCC(C)CCCC(C)CCCC(C)C)O
Nring 2.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Meroterpenoids

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  • 125. Outgoing r'ship FOUND_IN to/from Crocus Sativus (Plant) Rel Props:Reference:
  • 126. Outgoing r'ship FOUND_IN to/from Cryptocarya Alba (Plant) Rel Props:Reference:
  • 127. Outgoing r'ship FOUND_IN to/from Cucumis Sativus (Plant) Rel Props:Reference:
  • 128. Outgoing r'ship FOUND_IN to/from Datura Alba (Plant) Rel Props:Reference:
  • 129. Outgoing r'ship FOUND_IN to/from Daucus Sativus (Plant) Rel Props:Reference:
  • 130. Outgoing r'ship FOUND_IN to/from Delonix Regia (Plant) Rel Props:Reference:
  • 131. Outgoing r'ship FOUND_IN to/from Distemon Indicum (Plant) Rel Props:Reference:
  • 132. Outgoing r'ship FOUND_IN to/from Eclipta Alba (Plant) Rel Props:Reference:
  • 133. Outgoing r'ship FOUND_IN to/from Ehretia Acuminata (Plant) Rel Props:Reference:
  • 134. Outgoing r'ship FOUND_IN to/from Eria Alba (Plant) Rel Props:Reference:
  • 135. Outgoing r'ship FOUND_IN to/from Erigeron Annuus (Plant) Rel Props:Reference:
  • 136. Outgoing r'ship FOUND_IN to/from Erythrina Americana (Plant) Rel Props:Reference:
  • 137. Outgoing r'ship FOUND_IN to/from Eucalyptus Alba (Plant) Rel Props:Reference:
  • 138. Outgoing r'ship FOUND_IN to/from Eurya Acuminata (Plant) Rel Props:Reference:
  • 139. Outgoing r'ship FOUND_IN to/from Euryale Ferox (Plant) Rel Props:Reference:ISBN:9788185042145
  • 140. Outgoing r'ship FOUND_IN to/from Ficus Amplissima (Plant) Rel Props:Reference:
  • 141. Outgoing r'ship FOUND_IN to/from Ficus Arnottiana (Plant) Rel Props:Reference:
  • 142. Outgoing r'ship FOUND_IN to/from Ficus Asperrima (Plant) Rel Props:Reference:
  • 143. Outgoing r'ship FOUND_IN to/from Ficus Auriculata (Plant) Rel Props:Reference:
  • 144. Outgoing r'ship FOUND_IN to/from Ficus Benghalensis (Plant) Rel Props:Reference:
  • 145. Outgoing r'ship FOUND_IN to/from Ficus Benjamina (Plant) Rel Props:Reference:
  • 146. Outgoing r'ship FOUND_IN to/from Ficus Callosa (Plant) Rel Props:Reference:
  • 147. Outgoing r'ship FOUND_IN to/from Ficus Carica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 148. Outgoing r'ship FOUND_IN to/from Ficus Conraui (Plant) Rel Props:Reference:
  • 149. Outgoing r'ship FOUND_IN to/from Ficus Cordata (Plant) Rel Props:Reference:
  • 150. Outgoing r'ship FOUND_IN to/from Ficus Cordifolia (Plant) Rel Props:Reference:
  • 151. Outgoing r'ship FOUND_IN to/from Ficus Dalhousiae (Plant) Rel Props:Reference:
  • 152. Outgoing r'ship FOUND_IN to/from Ficus Drupacea (Plant) Rel Props:Reference:
  • 153. Outgoing r'ship FOUND_IN to/from Ficus Elastica (Plant) Rel Props:Reference:
  • 154. Outgoing r'ship FOUND_IN to/from Ficus Exasperata (Plant) Rel Props:Reference:
  • 155. Outgoing r'ship FOUND_IN to/from Ficus Fistulosa (Plant) Rel Props:Reference:
  • 156. Outgoing r'ship FOUND_IN to/from Ficus Formosana (Plant) Rel Props:Reference:
  • 157. Outgoing r'ship FOUND_IN to/from Ficus Fulva (Plant) Rel Props:Reference:
  • 158. Outgoing r'ship FOUND_IN to/from Ficus Gibbosa (Plant) Rel Props:Reference:
  • 159. Outgoing r'ship FOUND_IN to/from Ficus Glabella (Plant) Rel Props:Reference:
  • 160. Outgoing r'ship FOUND_IN to/from Ficus Glomerata (Plant) Rel Props:Reference:
  • 161. Outgoing r'ship FOUND_IN to/from Ficus Grossularioides (Plant) Rel Props:Reference:
  • 162. Outgoing r'ship FOUND_IN to/from Ficus Heterophylla (Plant) Rel Props:Reference:
  • 163. Outgoing r'ship FOUND_IN to/from Ficus Hirta (Plant) Rel Props:Reference:
  • 164. Outgoing r'ship FOUND_IN to/from Ficus Hispida (Plant) Rel Props:Reference:
  • 165. Outgoing r'ship FOUND_IN to/from Ficus Indica (Plant) Rel Props:Reference:
  • 166. Outgoing r'ship FOUND_IN to/from Ficus Infectoria (Plant) Rel Props:Reference:
  • 167. Outgoing r'ship FOUND_IN to/from Ficus Lacor (Plant) Rel Props:Reference:
  • 168. Outgoing r'ship FOUND_IN to/from Ficus Maxima (Plant) Rel Props:Reference:
  • 169. Outgoing r'ship FOUND_IN to/from Ficus Microcarpa (Plant) Rel Props:Reference:
  • 170. Outgoing r'ship FOUND_IN to/from Ficus Mollis (Plant) Rel Props:Reference:
  • 171. Outgoing r'ship FOUND_IN to/from Ficus Mucuso (Plant) Rel Props:Reference:
  • 172. Outgoing r'ship FOUND_IN to/from Ficus Neriifolia (Plant) Rel Props:Reference:
  • 173. Outgoing r'ship FOUND_IN to/from Ficus Nervosa (Plant) Rel Props:Reference:
  • 174. Outgoing r'ship FOUND_IN to/from Ficus Oppositifolia (Plant) Rel Props:Reference:
  • 175. Outgoing r'ship FOUND_IN to/from Ficus Palmata (Plant) Rel Props:Reference:
  • 176. Outgoing r'ship FOUND_IN to/from Ficus Pumila (Plant) Rel Props:Reference:
  • 177. Outgoing r'ship FOUND_IN to/from Ficus Racemosa (Plant) Rel Props:Reference:
  • 178. Outgoing r'ship FOUND_IN to/from Ficus Religiosa (Plant) Rel Props:Reference:
  • 179. Outgoing r'ship FOUND_IN to/from Ficus Retusa (Plant) Rel Props:Reference:
  • 180. Outgoing r'ship FOUND_IN to/from Ficus Roxburghii (Plant) Rel Props:Reference:
  • 181. Outgoing r'ship FOUND_IN to/from Ficus Ruficaulis (Plant) Rel Props:Reference:
  • 182. Outgoing r'ship FOUND_IN to/from Ficus Rumphii (Plant) Rel Props:Reference:
  • 183. Outgoing r'ship FOUND_IN to/from Ficus Sarmentosa (Plant) Rel Props:Reference:
  • 184. Outgoing r'ship FOUND_IN to/from Ficus Scandens (Plant) Rel Props:Reference:
  • 185. Outgoing r'ship FOUND_IN to/from Ficus Semicordata (Plant) Rel Props:Reference:
  • 186. Outgoing r'ship FOUND_IN to/from Ficus Septica (Plant) Rel Props:Reference:
  • 187. Outgoing r'ship FOUND_IN to/from Ficus Simplicissima (Plant) Rel Props:Reference:
  • 188. Outgoing r'ship FOUND_IN to/from Ficus Talboti (Plant) Rel Props:Reference:
  • 189. Outgoing r'ship FOUND_IN to/from Ficus Tinctoria (Plant) Rel Props:Reference:
  • 190. Outgoing r'ship FOUND_IN to/from Ficus Tomentosa (Plant) Rel Props:Reference:
  • 191. Outgoing r'ship FOUND_IN to/from Ficus Tsjahela (Plant) Rel Props:Reference:
  • 192. Outgoing r'ship FOUND_IN to/from Ficus Tsjakela (Plant) Rel Props:Reference:
  • 193. Outgoing r'ship FOUND_IN to/from Ficus Virens (Plant) Rel Props:Reference:
  • 194. Outgoing r'ship FOUND_IN to/from Foeniculum Vulgare (Plant) Rel Props:Source_db:fooddb_chem_all
  • 195. Outgoing r'ship FOUND_IN to/from Fraxinus Mandshurica (Plant) Rel Props:Reference:
  • 196. Outgoing r'ship FOUND_IN to/from Genipa Americana (Plant) Rel Props:Reference:
  • 197. Outgoing r'ship FOUND_IN to/from Glycine Falcata (Plant) Rel Props:Reference:
  • 198. Outgoing r'ship FOUND_IN to/from Glycine Labialis (Plant) Rel Props:Reference:
  • 199. Outgoing r'ship FOUND_IN to/from Glycine Max (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 200. Outgoing r'ship FOUND_IN to/from Glycine Pentaphylla (Plant) Rel Props:Reference:
  • 201. Outgoing r'ship FOUND_IN to/from Glycine Soja (Plant) Rel Props:Reference:
  • 202. Outgoing r'ship FOUND_IN to/from Glycine Tomentella (Plant) Rel Props:Reference:
  • 203. Outgoing r'ship FOUND_IN to/from Gnaphalium Indicum (Plant) Rel Props:Reference:
  • 204. Outgoing r'ship FOUND_IN to/from Gossypium Indicum (Plant) Rel Props:Reference:
  • 205. Outgoing r'ship FOUND_IN to/from Gymnosporia Acuminata (Plant) Rel Props:Reference:
  • 206. Outgoing r'ship FOUND_IN to/from Helianthus Annuus (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 207. Outgoing r'ship FOUND_IN to/from Helianthus Californicus (Plant) Rel Props:Reference:
  • 208. Outgoing r'ship FOUND_IN to/from Helianthus Canescens (Plant) Rel Props:Reference:
  • 209. Outgoing r'ship FOUND_IN to/from Helianthus Ciliaris (Plant) Rel Props:Reference:
  • 210. Outgoing r'ship FOUND_IN to/from Helianthus Divaricatus (Plant) Rel Props:Reference:
  • 211. Outgoing r'ship FOUND_IN to/from Helianthus Maximiliani (Plant) Rel Props:Reference:
  • 212. Outgoing r'ship FOUND_IN to/from Helianthus Mollis (Plant) Rel Props:Reference:
  • 213. Outgoing r'ship FOUND_IN to/from Helianthus Niveus (Plant) Rel Props:Reference:
  • 214. Outgoing r'ship FOUND_IN to/from Helianthus Pumilus (Plant) Rel Props:Reference:
  • 215. Outgoing r'ship FOUND_IN to/from Helianthus Strumosus (Plant) Rel Props:Reference:
  • 216. Outgoing r'ship FOUND_IN to/from Helianthus Tuberosus (Plant) Rel Props:Reference:
  • 217. Outgoing r'ship FOUND_IN to/from Heliophylum Indicum (Plant) Rel Props:Reference:
  • 218. Outgoing r'ship FOUND_IN to/from Heliotropium Indicum (Plant) Rel Props:Reference:
  • 219. Outgoing r'ship FOUND_IN to/from Hibiscus Sabdariffa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 220. Outgoing r'ship FOUND_IN to/from Hordeum Vulgare (Plant) Rel Props:Source_db:fooddb_chem_all
  • 221. Outgoing r'ship FOUND_IN to/from Ipomea Alba (Plant) Rel Props:Reference:
  • 222. Outgoing r'ship FOUND_IN to/from Ipomoea Alba (Plant) Rel Props:Reference:
  • 223. Outgoing r'ship FOUND_IN to/from Iris Sibirica (Plant) Rel Props:Reference:
  • 224. Outgoing r'ship FOUND_IN to/from Ixora Acuminata (Plant) Rel Props:Reference:
  • 225. Outgoing r'ship FOUND_IN to/from Juglans Cinerea (Plant) Rel Props:Reference:
  • 226. Outgoing r'ship FOUND_IN to/from Juglans Mandshurica (Plant) Rel Props:Reference:
  • 227. Outgoing r'ship FOUND_IN to/from Juglans Nigra (Plant) Rel Props:Reference:
  • 228. Outgoing r'ship FOUND_IN to/from Juglans Regia (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 229. Outgoing r'ship FOUND_IN to/from Juglans Sinensis (Plant) Rel Props:Reference:
  • 230. Outgoing r'ship FOUND_IN to/from Lathyrus Sativus (Plant) Rel Props:Reference:
  • 231. Outgoing r'ship FOUND_IN to/from Lawsonia Alba (Plant) Rel Props:Reference:
  • 232. Outgoing r'ship FOUND_IN to/from Licaria Armeniaca (Plant) Rel Props:Reference:
  • 233. Outgoing r'ship FOUND_IN to/from Limeum Indicum (Plant) Rel Props:Reference:
  • 234. Outgoing r'ship FOUND_IN to/from Limnanthemum Indicum (Plant) Rel Props:Reference:
  • 235. Outgoing r'ship FOUND_IN to/from Linum Album (Plant) Rel Props:Reference:
  • 236. Outgoing r'ship FOUND_IN to/from Linum Catharticum (Plant) Rel Props:Reference:
  • 237. Outgoing r'ship FOUND_IN to/from Linum Crispum (Plant) Rel Props:Reference:
  • 238. Outgoing r'ship FOUND_IN to/from Linum Perenne (Plant) Rel Props:Reference:
  • 239. Outgoing r'ship FOUND_IN to/from Linum Usitatissimum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 240. Outgoing r'ship FOUND_IN to/from Lippia Alba (Plant) Rel Props:Reference:
  • 241. Outgoing r'ship FOUND_IN to/from Litchi Chinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 242. Outgoing r'ship FOUND_IN to/from Magnolia Acuminata (Plant) Rel Props:Reference:
  • 243. Outgoing r'ship FOUND_IN to/from Mammea Americana (Plant) Rel Props:Reference:
  • 244. Outgoing r'ship FOUND_IN to/from Melanthium Indicum (Plant) Rel Props:Reference:
  • 245. Outgoing r'ship FOUND_IN to/from Melilotus Alba (Plant) Rel Props:Reference:
  • 246. Outgoing r'ship FOUND_IN to/from Melilotus Indicum (Plant) Rel Props:Reference:
  • 247. Outgoing r'ship FOUND_IN to/from Michelia Alba (Plant) Rel Props:Reference:
  • 248. Outgoing r'ship FOUND_IN to/from Moringa Oleifera (Plant) Rel Props:Source_db:fooddb_chem_all
  • 249. Outgoing r'ship FOUND_IN to/from Morus Alba (Plant) Rel Props:Reference:
  • 250. Outgoing r'ship FOUND_IN to/from Musa Acuminata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 251. Outgoing r'ship FOUND_IN to/from Musa Acuminate (Plant) Rel Props:Reference:
  • 252. Outgoing r'ship FOUND_IN to/from Musa Balbisiana (Plant) Rel Props:Reference:
  • 253. Outgoing r'ship FOUND_IN to/from Musa Glauca (Plant) Rel Props:Reference:
  • 254. Outgoing r'ship FOUND_IN to/from Musa Ornata (Plant) Rel Props:Reference:
  • 255. Outgoing r'ship FOUND_IN to/from Musa Paradisiaca (Plant) Rel Props:Reference:
  • 256. Outgoing r'ship FOUND_IN to/from Musa Rosacea (Plant) Rel Props:Reference:
  • 257. Outgoing r'ship FOUND_IN to/from Musa Sapientum (Plant) Rel Props:Reference:
  • 258. Outgoing r'ship FOUND_IN to/from Musa Superba (Plant) Rel Props:Reference:
  • 259. Outgoing r'ship FOUND_IN to/from Musa Textilis (Plant) Rel Props:Reference:
  • 260. Outgoing r'ship FOUND_IN to/from Nasturtium Indicum (Plant) Rel Props:Reference:
  • 261. Outgoing r'ship FOUND_IN to/from Neolitsea Cassia (Plant) Rel Props:Reference:
  • 262. Outgoing r'ship FOUND_IN to/from Nerium Indicum (Plant) Rel Props:Reference:
  • 263. Outgoing r'ship FOUND_IN to/from Nicotiana Acuminata (Plant) Rel Props:Reference:
  • 264. Outgoing r'ship FOUND_IN to/from Nymphaea Alba (Plant) Rel Props:Reference:
  • 265. Outgoing r'ship FOUND_IN to/from Nymphoides Indicum (Plant) Rel Props:Reference:
  • 266. Outgoing r'ship FOUND_IN to/from Origanum Vulgare (Plant) Rel Props:Source_db:fooddb_chem_all
  • 267. Outgoing r'ship FOUND_IN to/from Oroxylum Indicum (Plant) Rel Props:Reference:
  • 268. Outgoing r'ship FOUND_IN to/from Oryza Sativa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 269. Outgoing r'ship FOUND_IN to/from Papaver Album (Plant) Rel Props:Reference:
  • 270. Outgoing r'ship FOUND_IN to/from Papaver Argemone (Plant) Rel Props:Reference:
  • 271. Outgoing r'ship FOUND_IN to/from Papaver Bracteatum (Plant) Rel Props:Reference:
  • 272. Outgoing r'ship FOUND_IN to/from Papaver Caucasicum (Plant) Rel Props:Reference:
  • 273. Outgoing r'ship FOUND_IN to/from Papaver Commutatum (Plant) Rel Props:Reference:
  • 274. Outgoing r'ship FOUND_IN to/from Papaver Dubium (Plant) Rel Props:Reference:
  • 275. Outgoing r'ship FOUND_IN to/from Papaver Fugax (Plant) Rel Props:Reference:
  • 276. Outgoing r'ship FOUND_IN to/from Papaver Glaucum (Plant) Rel Props:Reference:
  • 277. Outgoing r'ship FOUND_IN to/from Papaver Hybrid (Plant) Rel Props:Reference:
  • 278. Outgoing r'ship FOUND_IN to/from Papaver Hybridum (Plant) Rel Props:Reference:
  • 279. Outgoing r'ship FOUND_IN to/from Papaver Nudicaule (Plant) Rel Props:Reference:
  • 280. Outgoing r'ship FOUND_IN to/from Papaver Orientale (Plant) Rel Props:Reference:
  • 281. Outgoing r'ship FOUND_IN to/from Papaver Persicum (Plant) Rel Props:Reference:
  • 282. Outgoing r'ship FOUND_IN to/from Papaver Pseudocanescens (Plant) Rel Props:Reference:
  • 283. Outgoing r'ship FOUND_IN to/from Papaver Radicatum (Plant) Rel Props:Reference:
  • 284. Outgoing r'ship FOUND_IN to/from Papaver Rhoeas (Plant) Rel Props:Reference:
  • 285. Outgoing r'ship FOUND_IN to/from Papaver Sommiferum (Plant) Rel Props:Reference:
  • 286. Outgoing r'ship FOUND_IN to/from Papaver Somniferum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 287. Outgoing r'ship FOUND_IN to/from Papaver Tatricum (Plant) Rel Props:Reference:
  • 288. Outgoing r'ship FOUND_IN to/from Pentanema Indicum (Plant) Rel Props:Reference:
  • 289. Outgoing r'ship FOUND_IN to/from Persea Americana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 290. Outgoing r'ship FOUND_IN to/from Persea Indica (Plant) Rel Props:Reference:
  • 291. Outgoing r'ship FOUND_IN to/from Persea Kusanoi (Plant) Rel Props:Reference:
  • 292. Outgoing r'ship FOUND_IN to/from Persea Macrantha (Plant) Rel Props:Reference:
  • 293. Outgoing r'ship FOUND_IN to/from Persea Mexicana (Plant) Rel Props:Reference:
  • 294. Outgoing r'ship FOUND_IN to/from Persea Obovatifolia (Plant) Rel Props:Reference:
  • 295. Outgoing r'ship FOUND_IN to/from Persicaria Sibirica (Plant) Rel Props:Reference:
  • 296. Outgoing r'ship FOUND_IN to/from Phyllocephalum Indicum (Plant) Rel Props:Reference:
  • 297. Outgoing r'ship FOUND_IN to/from Phytolacca Americana (Plant) Rel Props:Reference:
  • 298. Outgoing r'ship FOUND_IN to/from Pimpinella Acuminata (Plant) Rel Props:Reference:
  • 299. Outgoing r'ship FOUND_IN to/from Pinus Sibirica (Plant) Rel Props:Reference:
  • 300. Outgoing r'ship FOUND_IN to/from Plumeria Alba (Plant) Rel Props:Reference:
  • 301. Outgoing r'ship FOUND_IN to/from Poeciloneuron Indicum (Plant) Rel Props:Reference:
  • 302. Outgoing r'ship FOUND_IN to/from Polygala Sibirica (Plant) Rel Props:Reference:
  • 303. Outgoing r'ship FOUND_IN to/from Populus Alba (Plant) Rel Props:Reference:
  • 304. Outgoing r'ship FOUND_IN to/from Potentilla Alba (Plant) Rel Props:Reference:
  • 305. Outgoing r'ship FOUND_IN to/from Prunus Africana (Plant) Rel Props:Reference:
  • 306. Outgoing r'ship FOUND_IN to/from Prunus Armeniaca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 307. Outgoing r'ship FOUND_IN to/from Prunus Avium (Plant) Rel Props:Reference:
  • 308. Outgoing r'ship FOUND_IN to/from Prunus Cerasoides (Plant) Rel Props:Reference:
  • 309. Outgoing r'ship FOUND_IN to/from Prunus Cerasus (Plant) Rel Props:Reference:
  • 310. Outgoing r'ship FOUND_IN to/from Prunus Ceylanica (Plant) Rel Props:Reference:
  • 311. Outgoing r'ship FOUND_IN to/from Prunus Cornuta (Plant) Rel Props:Reference:
  • 312. Outgoing r'ship FOUND_IN to/from Prunus Davidiana (Plant) Rel Props:Reference:
  • 313. Outgoing r'ship FOUND_IN to/from Prunus Domestica (Plant) Rel Props:Reference:
  • 314. Outgoing r'ship FOUND_IN to/from Prunus Dulcis (Plant) Rel Props:Reference:
  • 315. Outgoing r'ship FOUND_IN to/from Prunus Humilis (Plant) Rel Props:Reference:
  • 316. Outgoing r'ship FOUND_IN to/from Prunus Jacquemontii (Plant) Rel Props:Reference:
  • 317. Outgoing r'ship FOUND_IN to/from Prunus Japonica (Plant) Rel Props:Reference:
  • 318. Outgoing r'ship FOUND_IN to/from Prunus Laurocerasus (Plant) Rel Props:Reference:
  • 319. Outgoing r'ship FOUND_IN to/from Prunus Lusitanica (Plant) Rel Props:Reference:
  • 320. Outgoing r'ship FOUND_IN to/from Prunus Mahaleb (Plant) Rel Props:Reference:
  • 321. Outgoing r'ship FOUND_IN to/from Prunus Mandshurica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 322. Outgoing r'ship FOUND_IN to/from Prunus Mume (Plant) Rel Props:Reference:
  • 323. Outgoing r'ship FOUND_IN to/from Prunus Persica (Plant) Rel Props:Reference:
  • 324. Outgoing r'ship FOUND_IN to/from Prunus Prostrata (Plant) Rel Props:Reference:
  • 325. Outgoing r'ship FOUND_IN to/from Prunus Pseudocerasus (Plant) Rel Props:Reference:
  • 326. Outgoing r'ship FOUND_IN to/from Prunus Puddum (Plant) Rel Props:Reference:
  • 327. Outgoing r'ship FOUND_IN to/from Prunus Puddun (Plant) Rel Props:Reference:
  • 328. Outgoing r'ship FOUND_IN to/from Prunus Salicina (Plant) Rel Props:Reference:
  • 329. Outgoing r'ship FOUND_IN to/from Prunus Serotina (Plant) Rel Props:Reference:
  • 330. Outgoing r'ship FOUND_IN to/from Prunus Serrulata (Plant) Rel Props:Reference:
  • 331. Outgoing r'ship FOUND_IN to/from Prunus Sibirica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 332. Outgoing r'ship FOUND_IN to/from Prunus Speciosa (Plant) Rel Props:Reference:
  • 333. Outgoing r'ship FOUND_IN to/from Prunus Tomentosa (Plant) Rel Props:Reference:
  • 334. Outgoing r'ship FOUND_IN to/from Prunus Venosa (Plant) Rel Props:Reference:
  • 335. Outgoing r'ship FOUND_IN to/from Prunus Verecunda (Plant) Rel Props:Reference:
  • 336. Outgoing r'ship FOUND_IN to/from Prunus Virginiana (Plant) Rel Props:Reference:
  • 337. Outgoing r'ship FOUND_IN to/from Prunus Yedoensis (Plant) Rel Props:Reference:
  • 338. Outgoing r'ship FOUND_IN to/from Prunus Zippeliana (Plant) Rel Props:Reference:
  • 339. Outgoing r'ship FOUND_IN to/from Punica Granatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 340. Outgoing r'ship FOUND_IN to/from Pycnandra Acuminata (Plant) Rel Props:Reference:
  • 341. Outgoing r'ship FOUND_IN to/from Raphanus Caudatus (Plant) Rel Props:Reference:
  • 342. Outgoing r'ship FOUND_IN to/from Raphanus Raphanistrum (Plant) Rel Props:Reference:
  • 343. Outgoing r'ship FOUND_IN to/from Raphanus Sativus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 344. Outgoing r'ship FOUND_IN to/from Rheedia Acuminata (Plant) Rel Props:Reference:
  • 345. Outgoing r'ship FOUND_IN to/from Roemeria Carica (Plant) Rel Props:Reference:
  • 346. Outgoing r'ship FOUND_IN to/from Rosa Alba (Plant) Rel Props:Reference:
  • 347. Outgoing r'ship FOUND_IN to/from Rosmarinus Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 348. Outgoing r'ship FOUND_IN to/from Roystonea Regia (Plant) Rel Props:Reference:
  • 349. Outgoing r'ship FOUND_IN to/from Salix Alba (Plant) Rel Props:Reference:
  • 350. Outgoing r'ship FOUND_IN to/from Sandoricum Indicum (Plant) Rel Props:Reference:
  • 351. Outgoing r'ship FOUND_IN to/from Sapium Indicum (Plant) Rel Props:Reference:
  • 352. Outgoing r'ship FOUND_IN to/from Secale Cereale (Plant) Rel Props:Source_db:fooddb_chem_all
  • 353. Outgoing r'ship FOUND_IN to/from Sesamum Indicum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 354. Outgoing r'ship FOUND_IN to/from Sesamum Laciniatum (Plant) Rel Props:Reference:
  • 355. Outgoing r'ship FOUND_IN to/from Sesamum Prostratum (Plant) Rel Props:Reference:
  • 356. Outgoing r'ship FOUND_IN to/from Seseli Indicum (Plant) Rel Props:Reference:
  • 357. Outgoing r'ship FOUND_IN to/from Sida Alba (Plant) Rel Props:Reference:
  • 358. Outgoing r'ship FOUND_IN to/from Sinapis Alba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 359. Outgoing r'ship FOUND_IN to/from Sinapis Arvensis (Plant) Rel Props:Reference:
  • 360. Outgoing r'ship FOUND_IN to/from Sinapis Juncea (Plant) Rel Props:Reference:
  • 361. Outgoing r'ship FOUND_IN to/from Sinapis Nigra (Plant) Rel Props:Reference:
  • 362. Outgoing r'ship FOUND_IN to/from Sinapis Semen (Plant) Rel Props:Reference:
  • 363. Outgoing r'ship FOUND_IN to/from Solanum Indicum (Plant) Rel Props:Reference:
  • 364. Outgoing r'ship FOUND_IN to/from Sonneratia Alba (Plant) Rel Props:Reference:
  • 365. Outgoing r'ship FOUND_IN to/from Tiaridium Indicum (Plant) Rel Props:Reference:
  • 366. Outgoing r'ship FOUND_IN to/from Tiliacora Acuminata (Plant) Rel Props:Reference:
  • 367. Outgoing r'ship FOUND_IN to/from Trichodesma Indicum (Plant) Rel Props:Reference:
  • 368. Outgoing r'ship FOUND_IN to/from Trichoscypha Acuminata (Plant) Rel Props:Reference:
  • 369. Outgoing r'ship FOUND_IN to/from Tricodesma Indicum (Plant) Rel Props:Reference:
  • 370. Outgoing r'ship FOUND_IN to/from Ulmus Americana (Plant) Rel Props:Reference:
  • 371. Outgoing r'ship FOUND_IN to/from Uvaria Acuminata (Plant) Rel Props:Reference:
  • 372. Outgoing r'ship FOUND_IN to/from Vaccinium Macrocarpon (Plant) Rel Props:Source_db:fooddb_chem_all
  • 373. Outgoing r'ship FOUND_IN to/from Victoria Regia (Plant) Rel Props:Reference:
  • 374. Outgoing r'ship FOUND_IN to/from Viola Mandshurica (Plant) Rel Props:Reference:
  • 375. Outgoing r'ship FOUND_IN to/from Waitzia Acuminata (Plant) Rel Props:Reference:
  • 376. Outgoing r'ship FOUND_IN to/from Waltheria Americana (Plant) Rel Props:Reference:
  • 377. Outgoing r'ship FOUND_IN to/from Xanthium Indicum (Plant) Rel Props:Reference:
  • 378. Outgoing r'ship FOUND_IN to/from Ximenia Americana (Plant) Rel Props:Reference:
  • 379. Outgoing r'ship FOUND_IN to/from Xylocarpus Granatum (Plant) Rel Props:Reference:
  • 380. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all