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Phenylacetaldehyde

PubChem CID: 998

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Compound Synonyms phenylacetaldehyde, 2-phenylacetaldehyde, 122-78-1, Benzeneacetaldehyde, Hyacinthin, Phenylethanal, alpha-Tolualdehyde, 2-Phenylethanal, Phenylacetic aldehyde, Oxophenylethane, alpha-Toluic aldehyde, Acetaldehyde, phenyl-, Benzylcarboxaldehyde, 1-Oxo-2-phenylethane, Phenacetaldehyde, phenyl acetaldehyde, phenyl-Acetaldehyde, .alpha.-Tolualdehyde, Benzacetaldehyde, Phenylacetaldehyde (natural), alpha-Phenylacetaldehyde, Benzenacetaldehyde, .alpha.-Toluic aldehyde, FEMA No. 2974, UNII-U8J5PLW9MR, NSC 406309, U8J5PLW9MR, EINECS 204-574-5, alpha-Tolyaldehyde, Acetaldehyde, phenyl- (8CI), DTXSID3021483, CHEBI:16424, AI3-02175, NSC-406309, a-Tolyaldehyde, DTXCID501483, FEMA NO. 2874, CAS-122-78-1, benzeneethanal, a-Tolualdehyde, ?-Tolualdehyde, 2-phenylethanone, a-toluic aldehyde, Phenylacetoaldehyde, benzene acetaldehyde, a-Phenylacetaldehyde, MFCD00006993, 2-phenyl-acetaldehyde, bmse000427, NCIOpen2_003602, Phenylacetaldehyde, >=90%, SCHEMBL18972, PHENYLACETALDEHYDE [MI], PHENYLACETALDEHYDE [FCC], CHEMBL1233464, PHENYLACETALDEHYDE [FHFI], STR00412, Tox21_201582, Tox21_302945, NSC406309, s9357, AKOS000119316, CCG-266073, CS-W011205, DB02178, FP58018, HY-W010489, Phenylacetaldehyde, >=95%, FCC, FG, NCGC00249076-01, NCGC00256522-01, NCGC00259131-01, DB-041686, NS00013128, P0119, EN300-18996, C00601, D78329, 10.14272/DTUQWGWMVIHBKE-UHFFFAOYSA-N.1, A804962, Q424998, doi:10.14272/DTUQWGWMVIHBKE-UHFFFAOYSA-N.1, F2190-0653, Z104472146, D60A2590-0A65-4BA8-A05B-D8423408535C, InChI=1/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H, 204-574-5
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 17.1
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles O=CCcccccc6
Heavy Atom Count 9.0
Classyfire Class Benzene and substituted derivatives
Description Found in some essential oils, e.g. Citrus subspecies, Tagetes minuta (Mexican marigold) and in the mushroom Phallus impudicus (common stinkhorn). Flavouring ingredient Phenylacetaldehyde is one important oxidation-related aldehyde. Exposure to styrene gives phenylacetaldehyde as a secondary metabolite. Styrene has been implicated as reproductive toxicant, neurotoxicant, or carcinogen in vivo or in vitro. Phenylacetaldehyde could be formed by diverse thermal reactions during the cooking process together with C8 compounds is identified as a major aroma- active compound in cooked pine mushroom. Phenylacetaldehyde is readily oxidized to phenylacetic acid. Therefore will eventually be hydrolyzed and oxidized to yield phenylacetic acid that will be excreted primarily in the urine in conjugated form. (PMID: 16910727, 7818768, 15606130).
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Phenylacetaldehydes
Isotope Atom Count 0.0
Molecular Complexity 82.6
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P27338, P21397, P30838, P47895, P19801, Q16853, O75106, P48448, P43353, P31648, P10275, P19838
Iupac Name 2-phenylacetaldehyde
Prediction Hob 1.0
Class Benzene and substituted derivatives
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 1.8
Superclass Benzenoids
Subclass Phenylacetaldehydes
Gsk 4 400 Rule True
Molecular Formula C8H8O
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 0.0
Inchi Key DTUQWGWMVIHBKE-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.125
Logs -4.953
Rotatable Bond Count 2.0
State Solid
Logd 3.061
Synonyms .alpha.-toluic aldehyde, 1-oxo-2-Phenylethane, 2-Phenylacetaldehyde, 2-Phenylethanal, a-Phenylacetaldehyde, a-Tolualdehyde, a-Toluic aldehyde, alpha-Phenylacetaldehyde, alpha-Tolualdehyde, alpha-Toluic aldehyde, Benzacetaldehyde, Benzenacetaldehyde, Benzeneacetaldehyde, Benzeneacetaldehyde, 9CI, Benzylcarboxaldehyde, FEMA 2874, FEMA no. 2974, Oxophenylethane, Phenacetaldehyde, Phenyl-acetaldehyde, Phenylacetic aldehyde, Phenylethanal, α-phenylacetaldehyde, α-tolualdehyde, α-toluic aldehyde, Hyacinthin, Α-phenylacetaldehyde, Α-tolualdehyde, Α-toluic aldehyde, 2-phenylacetaldehyde, benzeneacetaldehyde, phen ylacetaldehyde, phenyl acetaldehyde, phenylacetaldeh yde, phenylacetaldehyde, phenylacetaldehyde b, phenylacetaldehydeb, phenylacetaldehyde⁄
Substituent Name Phenylacetaldehyde, Alpha-hydrogen aldehyde, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aldehyde, Aromatic homomonocyclic compound
Esol Class Soluble
Functional Groups CC=O
Compound Name Phenylacetaldehyde
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 120.058
Formal Charge 0.0
Monoisotopic Mass 120.058
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 120.15
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -2.067669533333333
Inchi InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2
Smiles C1=CC=C(C=C1)CC=O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Phenylacetaldehydes
Np Classifier Superclass Phenylpropanoids (C6-C3)

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  • 6. Outgoing r'ship FOUND_IN to/from Actaea Simplex (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 23. Outgoing r'ship FOUND_IN to/from Artemisia Capillaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 121. Outgoing r'ship FOUND_IN to/from Melilotus Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2010.10643826
  • 122. Outgoing r'ship FOUND_IN to/from Melissa Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2008.10643599
  • 123. Outgoing r'ship FOUND_IN to/from Mentha Aquatica (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2013.759360
  • 124. Outgoing r'ship FOUND_IN to/from Mentha Arvensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 125. Outgoing r'ship FOUND_IN to/from Mentha Canadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 126. Outgoing r'ship FOUND_IN to/from Mentha Longifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2006.12067123
  • 127. Outgoing r'ship FOUND_IN to/from Mentha Piperita (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1995.9698515
  • 128. Outgoing r'ship FOUND_IN to/from Mentha Spicata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 129. Outgoing r'ship FOUND_IN to/from Menyanthes Trifoliata (Plant) Rel Props:Reference:ISBN:9788172361150; ISBN:9788185042114
  • 130. Outgoing r'ship FOUND_IN to/from Michelia Alba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 131. Outgoing r'ship FOUND_IN to/from Mikania Cordata (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2001.9699596
  • 132. Outgoing r'ship FOUND_IN to/from Morina Longifolia (Plant) Rel Props:Reference:ISBN:9770972795006
  • 133. Outgoing r'ship FOUND_IN to/from Moringa Oleifera (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2013.813189
  • 134. Outgoing r'ship FOUND_IN to/from Muntingia Calabura (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1996.9700655
  • 135. Outgoing r'ship FOUND_IN to/from Murraya Koenigii (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700063
  • 136. Outgoing r'ship FOUND_IN to/from Murraya Paniculata (Plant) Rel Props:Reference:https://doi.org/10.1002/(sici)1099-1026(199801/02)13:1<59::aid-ffj693>3.0.co;2-l
  • 137. Outgoing r'ship FOUND_IN to/from Oldenlandia Diffusa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 138. Outgoing r'ship FOUND_IN to/from Onosma Echioides (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2009.9700213
  • 139. Outgoing r'ship FOUND_IN to/from Osmanthus Fragrans (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644128
  • 140. Outgoing r'ship FOUND_IN to/from Pachira Aquatica (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2019.1571950
  • 141. Outgoing r'ship FOUND_IN to/from Paederia Foetida (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730090106
  • 142. Outgoing r'ship FOUND_IN to/from Pandanus Odorifer (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1331
  • 143. Outgoing r'ship FOUND_IN to/from Passiflora Foetida (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2009.10643715
  • 144. Outgoing r'ship FOUND_IN to/from Pelargonium Reniforme (Plant) Rel Props:Reference:https://doi.org/10.1002/(sici)1099-1026(199805/06)13:3<209::aid-ffj731>3.0.co;2-u
  • 145. Outgoing r'ship FOUND_IN to/from Perilla Frutescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 146. Outgoing r'ship FOUND_IN to/from Persicaria Bistorta (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10662600
  • 147. Outgoing r'ship FOUND_IN to/from Persicaria Hydropiper (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1363
  • 148. Outgoing r'ship FOUND_IN to/from Petiveria Alliacea (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1051
  • 149. Outgoing r'ship FOUND_IN to/from Petroselinum Crispum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 150. Outgoing r'ship FOUND_IN to/from Phaseolus Vulgaris (Plant) Rel Props:Source_db:fooddb_chem_all
  • 151. Outgoing r'ship FOUND_IN to/from Pinellia Ternata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 152. Outgoing r'ship FOUND_IN to/from Plumeria Rubra (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730060407
  • 153. Outgoing r'ship FOUND_IN to/from Polianthes Tuberosa (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2016.1259590
  • 154. Outgoing r'ship FOUND_IN to/from Polygala Senega (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730100408
  • 155. Outgoing r'ship FOUND_IN to/from Portulaca Oleracea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 156. Outgoing r'ship FOUND_IN to/from Premna Serratifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700905
  • 157. Outgoing r'ship FOUND_IN to/from Prunus Armeniaca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 158. Outgoing r'ship FOUND_IN to/from Prunus Mahaleb (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1596
  • 159. Outgoing r'ship FOUND_IN to/from Pterocarpus Indicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 160. Outgoing r'ship FOUND_IN to/from Pulicaria Dysenterica (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2007.9699296
  • 161. Outgoing r'ship FOUND_IN to/from Rhus Coriaria (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730080408
  • 162. Outgoing r'ship FOUND_IN to/from Ribes Rubrum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2018.1547226
  • 163. Outgoing r'ship FOUND_IN to/from Rosmarinus Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700058
  • 164. Outgoing r'ship FOUND_IN to/from Ruta Chalepensis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700019
  • 165. Outgoing r'ship FOUND_IN to/from Salvia Coccinea (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730060408
  • 166. Outgoing r'ship FOUND_IN to/from Salvia Pratensis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700864
  • 167. Outgoing r'ship FOUND_IN to/from Salvia Sclarea (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2005.9698858
  • 168. Outgoing r'ship FOUND_IN to/from Salvia Virgata (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2014.958560
  • 169. Outgoing r'ship FOUND_IN to/from Sambucus Nigra (Plant) Rel Props:Source_db:fooddb_chem_all
  • 170. Outgoing r'ship FOUND_IN to/from Scorzonera Hispanica (Plant) Rel Props:Reference:ISBN:9788172363093
  • 171. Outgoing r'ship FOUND_IN to/from Scutellaria Barbata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 172. Outgoing r'ship FOUND_IN to/from Senna Alata (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2005.9698946
  • 173. Outgoing r'ship FOUND_IN to/from Sinapis Alba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 174. Outgoing r'ship FOUND_IN to/from Solanum Lycopersicum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 175. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 176. Outgoing r'ship FOUND_IN to/from Sphagneticola Trilobata (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1993.9698255
  • 177. Outgoing r'ship FOUND_IN to/from Spinacia Oleracea (Plant) Rel Props:Reference:https://doi.org/10.1002/1099-1026(200009/10)15:5<329::aid-ffj920>3.0.co;2-o
  • 178. Outgoing r'ship FOUND_IN to/from Stachys Sylvatica (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1275
  • 179. Outgoing r'ship FOUND_IN to/from Styrax Benzoin (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1230
  • 180. Outgoing r'ship FOUND_IN to/from Styrax Tonkinensis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1230
  • 181. Outgoing r'ship FOUND_IN to/from Tamarindus Indica (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 182. Outgoing r'ship FOUND_IN to/from Tanacetum Parthenium (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2019.1632228
  • 183. Outgoing r'ship FOUND_IN to/from Taxus Baccata (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2010.9700371
  • 184. Outgoing r'ship FOUND_IN to/from Terminalia Chebula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 185. Outgoing r'ship FOUND_IN to/from Teucrium Chamaedrys (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2009.9700133
  • 186. Outgoing r'ship FOUND_IN to/from Teucrium Quadrifarium (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2016.1141067
  • 187. Outgoing r'ship FOUND_IN to/from Teucrium Scordium (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2010.9700303
  • 188. Outgoing r'ship FOUND_IN to/from Tilia Cordata (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730010204
  • 189. Outgoing r'ship FOUND_IN to/from Vaccinium Myrtillus (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all
  • 190. Outgoing r'ship FOUND_IN to/from Vallisneria Spiralis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1588
  • 191. Outgoing r'ship FOUND_IN to/from Viscum Album (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1996.9701029
  • 192. Outgoing r'ship FOUND_IN to/from Vitis Vinifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 193. Outgoing r'ship FOUND_IN to/from Zanthoxylum Acanthopodium (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700075
  • 194. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 195. Outgoing r'ship FOUND_IN to/from Zingiber Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 196. Outgoing r'ship FOUND_IN to/from Ziziphus Jujuba (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1996.9700625
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