Coumarin
PubChem CID: 323
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| Compound Synonyms | coumarin, 91-64-5, 2H-Chromen-2-one, 2H-1-Benzopyran-2-one, cumarin, 1,2-Benzopyrone, chromen-2-one, Rattex, Coumarinic anhydride, Tonka bean camphor, Coumarine, cis-o-Coumarinic acid lactone, Coumarinic lactone, o-Hydroxycinnamic acid lactone, Benzo-alpha-pyrone, o-Hydroxycinnamic lactone, 2-Oxo-1,2-benzopyran, Kumarin, Benzo-a-pyrone, 2H-Benzo(b)pyran-2-one, 5,6-Benzo-2-pyrone, 2H-1-Benzopyran, 2-oxo-, Kumarin [Czech], o-Hydroxyzimtsaure-lacton, 5,6-Benzo-alpha-pyrone, 2H-Benzo[b]pyran-2-one, Coumarinum, 1-Benzopyran-2-one, NCI C07103, 103802-83-1, Caswell No. 259C, o-Coumaric acid lactone, NSC 8774, CCRIS 181, cis-o-Coumaric acid anhydride, chromenone, EPA Pesticide Chemical Code 127301, DTXSID7020348, CHEBI:28794, BRN 0383644, HSDB 1623, 2-oxo-2H-1-benzopyran, o-Hydroxyzimtsaure-lacton [German], AI3-00753, UNII-A4VZ22K1WT, NSC-8774, EINECS 202-086-7, A4VZ22K1WT, Nci-c07103, MFCD00006850, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, delta-lactone, 3-(2-Hydroxyphenyl)-2-propenoic delta-lactone, Benzo-.alpha.-pyrone, Cinnamic acid, o-hydroxy-, delta-lactone, Coumarin (prohibited), NSC8774, o-hydroxycinnamic acid delta-lactone, CHEMBL6466, 2-Propenoic acid, 3-(2-hydroxyphenyl)-delta-lactone, DTXCID50348, MLS000028741, EC 202-086-7, 5-17-10-00143 (Beilstein Handbook Reference), NCGC00091502-01, Coumarin, >=98%, SMR000059040, COUMARIN (IARC), COUMARIN [IARC], COUMARIN (MART.), COUMARIN [MART.], 2h-chromene-2-one, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, d-lactone, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, .delta.-lactone, benzopyranone, coumarinac lactone, CAS-91-64-5, Coumarin [NF], COU, 2H-Benzopyran-2-one, SR-01000721887, chromen-one, a coumarin, coumarin-, d-lactone, Venalot mono, Coumarin Phenolic, Rattex Rodenticide, benzopyrylium olate, Coumarin (DCF), Coumarin1513, 1, 2-Benzopyrone, a 1,2-benzopyrone, Coumarin (Standard), Venalot mono (TN), Spectrum_001336, ST023509, COUMARIN [HSDB], Opera_ID_268, 2H-Chromen-2-one #, 3-(2-hydroxyphenyl)-, COUMARIN [MI], 2H-1-benzopyran-2-on, Spectrum2_000303, Spectrum3_001772, Spectrum4_001818, Spectrum5_000555, COUMARINUM [HPUS], bmse000077, COUMARIN [WHO-DD], Epitope ID:114082, SCHEMBL6252, WLN: T66 BOVJ, BSPBio_003263, KBioGR_002460, KBioSS_001816, MLS001148422, MLS002454395, {2H-Benzo[b]pyran-2-one}, BIDD:ER0667, SPECTRUM1400208, SPBio_000266, Cinnamic acid, .delta.-lactone, Coumarin, >=99% (HPLC), BDBM12342, HY-N0709R, KBio2_001816, KBio2_004384, KBio2_006952, KBio3_002764, GLXC-19130, HMS1923M11, HMS2091E19, HMS2232H18, HMS3369L08, HMS3652B05, HMS3885D09, Pharmakon1600-01400208, HY-N0709, Tox21_111141, Tox21_202427, Tox21_300057, CCG-38580, NSC755852, s4170, STK066167, COUMARIN (PROHIBITED) [FHFI], AKOS000120175, Tox21_111141_1, 2H-chromen-2-one (ACD/Name 4.0), CR-0048, CS-8148, DB04665, FC20572, NSC-755852, SDCCGMLS-0066912.P001, USEPA/OPP Pesticide Code: 127301, NCGC00091502-02, NCGC00091502-03, NCGC00091502-04, NCGC00091502-05, NCGC00091502-06, NCGC00091502-07, NCGC00091502-08, NCGC00091502-09, NCGC00091502-11, NCGC00091502-12, NCGC00091502-16, NCGC00254092-01, NCGC00259976-01, Coumarin 1000 microg/mL in Acetonitrile, NCI60_041938, SBI-0061760.P002, DB-057267, DB-261057, Cinnamic acid, o-hydroxy-, .delta.-lactone, Coumarin, Vetec(TM) reagent grade, >=99%, NS00002381, SW220278-1, EN300-18115, BIM-0061760.0001, C05851, D07751, D81844, AB00375898_11, AB00375898_12, AP-123/40186862, Coumarin, primary pharmaceutical reference standard, Q111812, CU-01000013121-2, SR-01000721887-2, SR-01000721887-3, BRD-K23913458-001-02-5, BRD-K23913458-001-13-2, BRD-K23913458-001-19-9, BRD-K23913458-001-20-7, Coumarin, certified reference material, TraceCERT(R), Z57169486, Coumarin, European Pharmacopoeia (EP) Reference Standard, F3096-1712, 2H-1-Benzopyran-2-one, 1,2-Benzopyrone, 5,6-Benzo-2-pyrone, COUMARIN (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC], COUMARIN (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC], D3E956C4-9541-4F57-9435-7D915C38E19E, InChI=1/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6, 202-086-7, 2h-1-benzopyran-2-one, coumarin, 2h-chromen-2-one, coumarin, coumarin (2h-1-benzopyran-2-one) (chromen-2-one), 2h-1-benzopyran-2-one coumarin 2h-chromen-2-one coumarin coumarin (2h-1-benzopyran-2-one) (chromen-2-one) |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 26.3 |
| Hydrogen Bond Donor Count | 0.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1CCC2CCCCC2C1 |
| Np Classifier Class | Simple coumarins |
| Deep Smiles | O=ccccco6)cccc6 |
| Heavy Atom Count | 11.0 |
| Classyfire Class | Coumarins and derivatives |
| Description | Coumarin, also known as 1,2-benzopyrone or benzo-alpha-pyrone, belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Coumarin is slightly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Coumarin is a sweet, green, and new mown hay tasting compound and can be found in a number of food items such as malus (crab apple), sunburst squash (pattypan squash), european cranberry, and star anise, which makes coumarin a potential biomarker for the consumption of these food products. Coumarin can be found primarily in saliva. Coumarin is formally rated as an unfounded non-carcinogenic (IARC 3) potentially toxic compound. Coumarin was first synthesized in 1868. It is used in the pharmaceutical industry as a precursor reagent in the synthesis of a number of synthetic anticoagulant pharmaceuticals similar to dicoumarol, the notable ones being warfarin (brand name Coumadin) and some even more potent rodenticides that work by the same anticoagulant mechanism. 4-hydroxycoumarins are a type of vitamin K antagonist. Pharmaceutical (modified) coumarins were all developed from the study of sweet clover disease, see warfarin for this history. However, unmodified coumarin itself, as it occurs in plants, has no effect on the vitamin K coagulation system, or on the action of warfarin-type drugs . |
| Scaffold Graph Node Level | OC1CCC2CCCCC2O1 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 196.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | Q16696, P11509, P02768, P21396, P19643, P07477, P17538, P08170, P06700, P47199, P04406, P20852, P35354, P22513, O43570, Q9D6N1, Q9ULX7, Q99N23, Q16790, P43166, P23280, Q9Y2D0, P35218, P22748, P07451, P00918, P00915, O14980, P15121, Q00796, Q43570, P02545, Q9NUW8, P00811, Q13951, n.a., P03372, Q9UNA4, P04150, P10828, P10275, Q96RI1, O94782, P56817, Q8N1Q1, P25094, Q16236, Q9R1A7, O94956, Q9NPD5, Q9Y6L6, Q9NR56, P54803, O95342, Q4QEW7, P0DTD1, Q07820 |
| Iupac Name | chromen-2-one |
| Prediction Hob | 0.0 |
| Class | Coumarins and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Target Id | NPT1224, NPT949, NPT954, NPT948, NPT955, NPT1063, NPT1144, NPT1143, NPT1062, NPT1146, NPT947, NPT233, NPT483, NPT50, NPT57 |
| Xlogp | 1.4 |
| Superclass | Phenylpropanoids and polyketides |
| Gsk 4 400 Rule | True |
| Molecular Formula | C9H6O2 |
| Scaffold Graph Node Bond Level | O=c1ccc2ccccc2o1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | ZYGHJZDHTFUPRJ-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.0 |
| Logs | -2.019 |
| Rotatable Bond Count | 0.0 |
| State | Solid |
| Logd | 1.506 |
| Synonyms | 1,2-Benzopyrone, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, D-lactone, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, delta-lactone, 2H-1-Benzopyran-2-one, 2H-Benzo[b]pyran-2-one, 5,6-Benzo-2-pyrone, Benzo-a-pyrone, Benzo-alpha-pyrone, cis-O-Coumarinic acid lactone, Coumarine, Coumarinic anhydride, Cumarin, O-Hydroxycinnamic acid delta-lactone, O-Hydroxycinnamic acid lactone, Rattex, Tonka bean camphor, Venalot mono, 2-Propenoate, 3-(2-hydroxyphenyl)-, D-lactone, 2-Propenoate, 3-(2-hydroxyphenyl)-, delta-lactone, 2-Propenoate, 3-(2-hydroxyphenyl)-, δ-lactone, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, δ-lactone, Benzo-α-pyrone, cis-O-Coumarinate lactone, O-Hydroxycinnamate delta-lactone, O-Hydroxycinnamate δ-lactone, O-Hydroxycinnamic acid δ-lactone, O-Hydroxycinnamate lactone, 5,6-Benzo-alpha-pyrone, 1, 2-Benzopyrone, 2-oxo-1,2-Benzopyran, 2-oxo-2H-1-Benzopyran, 2H-Chromen-2-one, 2H-Chromen-2-one (acd/name 4.0), Kumarin, O-Hydroxycinnamic lactone, O-Hydroxyzimtsaure-lacton, {2h-benzo[b]pyran-2-one}, benzo-1,2-pyrone, coumarin, coumarins, cumarin, pygmaeoherin (coumarin) |
| Esol Class | Soluble |
| Functional Groups | c=O, coc |
| Compound Name | Coumarin |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 146.037 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 146.037 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 146.14 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -1.5574262727272727 |
| Inchi | InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H |
| Smiles | C1=CC=C2C(=C1)C=CC(=O)O2 |
| Nring | 2.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Coumarins and derivatives |
| Np Classifier Superclass | Coumarins |
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FOUND_INto/from Dipteryx Odorata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 92. Outgoing r'ship
FOUND_INto/from Dolichandrone Crispa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 93. Outgoing r'ship
FOUND_INto/from Dorema Ammoniacum (Plant) Rel Props:Reference:ISBN:9780387706375 - 94. Outgoing r'ship
FOUND_INto/from Elaeis Guineensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 95. Outgoing r'ship
FOUND_INto/from Eremostachys Moluccelloides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 96. Outgoing r'ship
FOUND_INto/from Eryngium Foetidum (Plant) Rel Props:Reference:ISBN:9780387706375 - 97. Outgoing r'ship
FOUND_INto/from Erythrina Stricta (Plant) Rel Props:Reference:ISBN:9788172360481 - 98. Outgoing r'ship
FOUND_INto/from Eucalyptus Decorticans (Plant) Rel Props:Source_db:npass_chem_all - 99. Outgoing r'ship
FOUND_INto/from Eupatorium Cannabinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 100. Outgoing r'ship
FOUND_INto/from Euphorbia Characias (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 101. Outgoing r'ship
FOUND_INto/from Euphorbia Lathyris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 102. Outgoing r'ship
FOUND_INto/from Euphorbia Royleana (Plant) Rel Props:Reference:ISBN:9788172362300 - 103. Outgoing r'ship
FOUND_INto/from Euphorbia Tirucalli (Plant) Rel Props:Reference:ISBN:9788172362300 - 104. Outgoing r'ship
FOUND_INto/from Euryops Rupestris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 105. Outgoing r'ship
FOUND_INto/from Fagopyrum Esculentum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 106. Outgoing r'ship
FOUND_INto/from Feronia Limonia (Plant) Rel Props:Reference:ISBN:9788172362300 - 107. Outgoing r'ship
FOUND_INto/from Ferula Alliacea (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 108. Outgoing r'ship
FOUND_INto/from Ferula Jaeschkeana (Plant) Rel Props:Reference:ISBN:9788172362300 - 109. Outgoing r'ship
FOUND_INto/from Ficus Carica (Plant) Rel Props:Reference:ISBN:9788187748090 - 110. Outgoing r'ship
FOUND_INto/from Ficus Racemosa (Plant) Rel Props:Reference:ISBN:9770972795006 - 111. Outgoing r'ship
FOUND_INto/from Flueggea Suffruticosa (Plant) Rel Props:Reference:ISBN:9780387706375 - 112. Outgoing r'ship
FOUND_INto/from Gerbera Lanuginosa (Plant) Rel Props:Reference:ISBN:9788172362300 - 113. Outgoing r'ship
FOUND_INto/from Gliricidia Sepium (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2015.1008231 - 114. Outgoing r'ship
FOUND_INto/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 115. Outgoing r'ship
FOUND_INto/from Glycyrrhiza Inflata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 116. Outgoing r'ship
FOUND_INto/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 117. Outgoing r'ship
FOUND_INto/from Gnidia Glauca (Plant) Rel Props:Reference:ISBN:9788172360481 - 118. Outgoing r'ship
FOUND_INto/from Gordonia Obtusa (Plant) Rel Props:Reference:ISBN:9780387706375 - 119. Outgoing r'ship
FOUND_INto/from Guarea Trichilioides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 120. Outgoing r'ship
FOUND_INto/from Haldina Cordifolia (Plant) Rel Props:Source_db:npass_chem_all - 121. Outgoing r'ship
FOUND_INto/from Halocarpus Biformis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 122. Outgoing r'ship
FOUND_INto/from Hansenia Forbesii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 123. Outgoing r'ship
FOUND_INto/from Hansenia Weberbaueriana (Plant) Rel Props:Source_db:cmaup_ingredients - 124. Outgoing r'ship
FOUND_INto/from Helichrysum Davenportii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 125. Outgoing r'ship
FOUND_INto/from Heliotropium Amplexicaule (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 126. Outgoing r'ship
FOUND_INto/from Heracleum Canescens (Plant) Rel Props:Reference:ISBN:9788172360481 - 127. Outgoing r'ship
FOUND_INto/from Heracleum Pinnatum (Plant) Rel Props:Reference:ISBN:9788172362300 - 128. Outgoing r'ship
FOUND_INto/from Heracleum Thomsonii (Plant) Rel Props:Reference:ISBN:9788172362300 - 129. Outgoing r'ship
FOUND_INto/from Heracleum Wallichii (Plant) Rel Props:Reference:ISBN:9788172360481 - 130. Outgoing r'ship
FOUND_INto/from Herniaria Glabra (Plant) Rel Props:Reference:ISBN:9780387706375 - 131. Outgoing r'ship
FOUND_INto/from Herniaria Hirsuta (Plant) Rel Props:Reference:ISBN:9788172360481 - 132. Outgoing r'ship
FOUND_INto/from Heuchera Cylindrica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 133. Outgoing r'ship
FOUND_INto/from Hierochloe Odorata (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730060108 - 134. Outgoing r'ship
FOUND_INto/from Holarrhena Febrifuga (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 135. Outgoing r'ship
FOUND_INto/from Holboellia Fargesi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 136. Outgoing r'ship
FOUND_INto/from Hydrangea Macrophylla (Plant) Rel Props:Reference:ISBN:9788172362300 - 137. Outgoing r'ship
FOUND_INto/from Hydrocotyle Leucocephala (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 138. Outgoing r'ship
FOUND_INto/from Hymenocallis Speciosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 139. Outgoing r'ship
FOUND_INto/from Hymenodictyon Orixense (Plant) Rel Props:Reference:ISBN:9789327275590 - 140. Outgoing r'ship
FOUND_INto/from Hyoscyamus Niger (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 141. Outgoing r'ship
FOUND_INto/from Hypericum Carinatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 142. Outgoing r'ship
FOUND_INto/from Hypericum Japonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 143. Outgoing r'ship
FOUND_INto/from Iberis Amara (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 144. Outgoing r'ship
FOUND_INto/from Impatiens Siculifer (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 145. Outgoing r'ship
FOUND_INto/from Indigofera Tinctoria (Plant) Rel Props:Reference:ISBN:9788172362300 - 146. Outgoing r'ship
FOUND_INto/from Iochroma Australe (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 147. Outgoing r'ship
FOUND_INto/from Isodon Gesneroides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 148. Outgoing r'ship
FOUND_INto/from Laetia Corymbulosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 149. Outgoing r'ship
FOUND_INto/from Lavandula Angustifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2017.1377122 - 150. Outgoing r'ship
FOUND_INto/from Lavandula Intermedia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2017.1377122 - 151. Outgoing r'ship
FOUND_INto/from Lavandula Stoechas (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2017.1377122 - 152. Outgoing r'ship
FOUND_INto/from Lawsonia Inermis (Plant) Rel Props:Reference:ISBN:9789327275590 - 153. Outgoing r'ship
FOUND_INto/from Leonotis Nepetifolia (Plant) Rel Props:Reference:ISBN:9788171360536 - 154. Outgoing r'ship
FOUND_INto/from Ligularia Pleurocaulis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 155. Outgoing r'ship
FOUND_INto/from Limnophila Rugosa (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2011.10643947 - 156. Outgoing r'ship
FOUND_INto/from Limonia Acidissima (Plant) Rel Props:Reference:ISBN:9770972795006 - 157. Outgoing r'ship
FOUND_INto/from Litsea Konishii (Plant) Rel Props:Source_db:npass_chem_all - 158. Outgoing r'ship
FOUND_INto/from Litsea Verticillata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 159. Outgoing r'ship
FOUND_INto/from Lomatia Silaifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 160. Outgoing r'ship
FOUND_INto/from Lonchocarpus Salvadorensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 161. Outgoing r'ship
FOUND_INto/from Lychnophora Columnaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 162. Outgoing r'ship
FOUND_INto/from Lycopersicon Esculentum (Plant) Rel Props:Reference:ISBN:9780896038776 - 163. Outgoing r'ship
FOUND_INto/from Magnolia Champaca (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1991.9700493 - 164. Outgoing r'ship
FOUND_INto/from Magnolia Grandiflora (Plant) Rel Props:Reference:ISBN:9788172362461 - 165. Outgoing r'ship
FOUND_INto/from Mallotus Philippensis (Plant) Rel Props:Reference:ISBN:9789327275590 - 166. Outgoing r'ship
FOUND_INto/from Matricaria Chamomilla (Plant) Rel Props:Reference:ISBN:9780896038776 - 167. Outgoing r'ship
FOUND_INto/from Maytenus Hookeri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 168. Outgoing r'ship
FOUND_INto/from Melilotus Albus (Plant) Rel Props:Reference:ISBN:9788172361266 - 169. Outgoing r'ship
FOUND_INto/from Melilotus Indicus (Plant) Rel Props:Reference:ISBN:9788172363178 - 170. Outgoing r'ship
FOUND_INto/from Melilotus Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 171. Outgoing r'ship
FOUND_INto/from Melissa Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2008.10643599 - 172. Outgoing r'ship
FOUND_INto/from Micromelum Integerrimum (Plant) Rel Props:Reference:ISBN:9780387706375 - 173. Outgoing r'ship
FOUND_INto/from Micromelum Pubescens (Plant) Rel Props:Reference:ISBN:9788185042084 - 174. Outgoing r'ship
FOUND_INto/from Mucuna Pruriens (Plant) Rel Props:Reference:ISBN:9780387706375 - 175. Outgoing r'ship
FOUND_INto/from Murraya Koenigii (Plant) Rel Props:Reference:ISBN:9789327275590 - 176. Outgoing r'ship
FOUND_INto/from Murraya Paniculata (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/25973490 - 177. Outgoing r'ship
FOUND_INto/from Mussaenda Parviflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 178. Outgoing r'ship
FOUND_INto/from Nama Johnstonii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 179. Outgoing r'ship
FOUND_INto/from Naringi Crenulata (Plant) Rel Props:Reference:ISBN:9788185042084 - 180. Outgoing r'ship
FOUND_INto/from Nepeta Multifida (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 181. Outgoing r'ship
FOUND_INto/from Nierembergia Hippomanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 182. Outgoing r'ship
FOUND_INto/from Nigella Sativa (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1773 - 183. Outgoing r'ship
FOUND_INto/from Ocimum Tenuiflorum (Plant) Rel Props:Reference:ISBN:9770972795006 - 184. Outgoing r'ship
FOUND_INto/from Ophioglossum Petiolatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 185. Outgoing r'ship
FOUND_INto/from Osmanthus Heterophyllus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 186. Outgoing r'ship
FOUND_INto/from Ostericum Grosseserratum (Plant) Rel Props:Source_db:npass_chem_all - 187. Outgoing r'ship
FOUND_INto/from Oyedaea Verbesinoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 188. Outgoing r'ship
FOUND_INto/from Panax Papyrifer (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 189. Outgoing r'ship
FOUND_INto/from Pastinaca Sativa (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/10989843 - 190. Outgoing r'ship
FOUND_INto/from Periploca Calophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 191. Outgoing r'ship
FOUND_INto/from Petrorhagia Dubia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 192. Outgoing r'ship
FOUND_INto/from Petroselinum Crispum (Plant) Rel Props:Reference:ISBN:9788172361266 - 193. Outgoing r'ship
FOUND_INto/from Peucedanum Praeruptorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 194. Outgoing r'ship
FOUND_INto/from Picea Abies (Plant) Rel Props:Reference:ISBN:9788172362461 - 195. Outgoing r'ship
FOUND_INto/from Pilocarpus Spicatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 196. Outgoing r'ship
FOUND_INto/from Pimpinella Anisum (Plant) Rel Props:Reference:ISBN:9780387706375 - 197. Outgoing r'ship
FOUND_INto/from Pimpinella Saxifraga (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/14948452 - 198. Outgoing r'ship
FOUND_INto/from Piper Sanctum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 199. Outgoing r'ship
FOUND_INto/from Plectranthus Purpuratus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 200. Outgoing r'ship
FOUND_INto/from Pluchea Suaveolens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 201. Outgoing r'ship
FOUND_INto/from Polygala Senega (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730100408 - 202. Outgoing r'ship
FOUND_INto/from Polygonum Mite (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 203. Outgoing r'ship
FOUND_INto/from Populus Tomentosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 204. Outgoing r'ship
FOUND_INto/from Prangos Pabularia (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11867097 - 205. Outgoing r'ship
FOUND_INto/from Premna Herbacea (Plant) Rel Props:Reference:ISBN:9788172361150 - 206. Outgoing r'ship
FOUND_INto/from Prumnopitys Ferruginoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 207. Outgoing r'ship
FOUND_INto/from Prunus Lusitanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 208. Outgoing r'ship
FOUND_INto/from Prunus Mahaleb (Plant) Rel Props:Reference:ISBN:9788172361266 - 209. Outgoing r'ship
FOUND_INto/from Pterocarpus Santalinus (Plant) Rel Props:Reference:ISBN:9789327275590 - 210. Outgoing r'ship
FOUND_INto/from Pyrola Calliantha (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 211. Outgoing r'ship
FOUND_INto/from Rabdosia Loxothyrsa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 212. Outgoing r'ship
FOUND_INto/from Ranunculus Acris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 213. Outgoing r'ship
FOUND_INto/from Rhododendron Formosanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 214. Outgoing r'ship
FOUND_INto/from Robinia Pseudoacacia (Plant) Rel Props:Reference:ISBN:9788185042114 - 215. Outgoing r'ship
FOUND_INto/from Rumex Acetosella (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 216. Outgoing r'ship
FOUND_INto/from Ruta Chalepensis (Plant) Rel Props:Reference:ISBN:9788185042114 - 217. Outgoing r'ship
FOUND_INto/from Ruta Graveolens (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/18379886 - 218. Outgoing r'ship
FOUND_INto/from Salvia Nemorosa (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3389 - 219. Outgoing r'ship
FOUND_INto/from Salvia Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3389 - 220. Outgoing r'ship
FOUND_INto/from Salvia Pratensis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3389 - 221. Outgoing r'ship
FOUND_INto/from Salvia Sclarea (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3389 - 222. Outgoing r'ship
FOUND_INto/from Selinum Vaginatum (Plant) Rel Props:Reference:ISBN:9780387706375 - 223. Outgoing r'ship
FOUND_INto/from Senecio Rupestris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 224. Outgoing r'ship
FOUND_INto/from Seseli Diffusum (Plant) Rel Props:Reference:ISBN:9788172363093 - 225. Outgoing r'ship
FOUND_INto/from Setaria Italica (Plant) Rel Props:Reference:ISBN:9788172363093 - 226. Outgoing r'ship
FOUND_INto/from Simarouba Amara (Plant) Rel Props:Reference:ISBN:9789327275590 - 227. Outgoing r'ship
FOUND_INto/from Sisymbrium Irio (Plant) Rel Props:Reference:ISBN:9780387706375 - 228. Outgoing r'ship
FOUND_INto/from Solanum Aculeatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 229. Outgoing r'ship
FOUND_INto/from Solanum Berthaultii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 230. Outgoing r'ship
FOUND_INto/from Sophora Davidii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 231. Outgoing r'ship
FOUND_INto/from Sophora Tometosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 232. Outgoing r'ship
FOUND_INto/from Stellaria Media (Plant) Rel Props:Reference:ISBN:9780387706375 - 233. Outgoing r'ship
FOUND_INto/from Stevia Connata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 234. Outgoing r'ship
FOUND_INto/from Tephrosia Pumila (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 235. Outgoing r'ship
FOUND_INto/from Tephrosia Vogelii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 236. Outgoing r'ship
FOUND_INto/from Thaminophyllum Multiflorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 237. Outgoing r'ship
FOUND_INto/from Toddalia Asiatica (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/22537907 - 238. Outgoing r'ship
FOUND_INto/from Toona Ciliata (Plant) Rel Props:Reference:ISBN:9780387706375 - 239. Outgoing r'ship
FOUND_INto/from Torilis Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 240. Outgoing r'ship
FOUND_INto/from Trichomanes Reniforme (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 241. Outgoing r'ship
FOUND_INto/from Trifolium Pratense (Plant) Rel Props:Reference:ISBN:9788185042084 - 242. Outgoing r'ship
FOUND_INto/from Trifolium Repens (Plant) Rel Props:Reference:ISBN:9788185042084 - 243. Outgoing r'ship
FOUND_INto/from Triphasia Trifolia (Plant) Rel Props:Reference:ISBN:9780387706375 - 244. Outgoing r'ship
FOUND_INto/from Vepris Louisii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 245. Outgoing r'ship
FOUND_INto/from Viburnum Prunifolium (Plant) Rel Props:Reference:ISBN:9780387706375 - 246. Outgoing r'ship
FOUND_INto/from Vicia Benghalensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 247. Outgoing r'ship
FOUND_INto/from Virola Sebifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 248. Outgoing r'ship
FOUND_INto/from Vitis Silvestris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 249. Outgoing r'ship
FOUND_INto/from Walsura Tubulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all