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Perillyl alcohol

PubChem CID: 10819

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Compound Synonyms PERILLYL ALCOHOL, 536-59-4, Perilla alcohol, Perillol, Isocarveol, p-Mentha-1,8-dien-7-ol, Hydrocumin alcohol, 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-, Dihydrocuminyl alcohol, Iso-carveol, 4-Isopropenylcyclohex-1-en-1-ylmethanol, 4-Isopropenyl-cyclohex-1-ene-1-methanol, Dihydrocuminic alcohol, (4-(Prop-1-en-2-yl)cyclohex-1-en-1-yl)methanol, 4-Isopropenyl-1-cyclohexene carbinol, (4-prop-1-en-2-ylcyclohexen-1-yl)methanol, FEMA No. 2664, 1-Hydroxymethyl-4-isopropenyl-1-cyclohexene, 4-(1-Methylethenyl)-1-cyclohexene-1-methanol, [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol, CHEBI:15420, 1,8-p-Menthadien-7-ol, Cyclohex-1-ene-1-methanol, 4-(1-methylethenyl)-, Para-mentha-1,8-dien-7-ol, Perillic alcohol, CHEMBL444711, 319R5C7293, Dl-perillyl alcohol, NSC 641066, EINECS 208-639-9, (+/-)-PERILLYL ALCOHOL, perill alcohol, 1-perillalcohol, CCRIS 8461, UNII-319R5C7293, dihydrocuminyl alcoholn, (-)-Perillyl alcohol?, Spectrum2_000838, Spectrum3_001974, (4-(prop-1-en-2-yl)cyclohex-1-enyl)methanol, BSPBio_003574, SCHEMBL296111, SPECTRUM1505297, SPBio_000795, DTXSID4052180, KBio3_002951, (-)-p-Mentha-1,8-diene-7-ol, HY-N7000, 4-Isopropenyl-1-cyclohexene-methanol, BDBM50252404, CCG-40267, s3853, 4-isopropenyl-cyclohex-1-enylmethanol, AKOS006227854, CS-W019441, FP70326, SB45076, SDCCGMLS-0066882.P001, NCGC00095297-01, NCGC00095297-02, NCGC00095297-03, AC-35110, SY110506, P-MENTHA-1,8-DIEN-7-OL [FHFI], (4-Isopropenyl-1-cyclohexen-1-yl)methanol, DB-065484, DB-071728, NS00013107, EN300-97783, 1-Hydroxymethyl-4-(1-methylvinyl)-cyclohexene, SR-05000002384, SR-05000002384-1, BRD-A13323580-001-03-0, BRD-A13323580-001-04-8, BRD-A13323580-001-05-5, Q15391928, (S)-[4-(1-Propen-2-yl)-1-cyclohexen-1-yl]methanol, Z1198147170, F9405E33-6136-4D27-A15E-C10CDC8C9AC4, (+/-)-1-CYCLOHEXENE-1-METHANOL, 4-(1-METHYLETHENYL)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Menthane monoterpenoids, Monocyclic monoterpenoids
Deep Smiles OCC=CCCCC6))C=C)C
Heavy Atom Count 11.0
Classyfire Class Prenol lipids
Description Perillyl alcohol is a monoterpene isolated from the essential oils of lavendin, peppermint, spearmint, cherries, celery seeds, and several other plants. In animal studies it has been shown to regress pancreatic, mammary, and liver tumors, to exhibit possible application as a chemopreventative agent for colon, skin, and lung cancer, and as a chemotherapeutic agent for neuroblastoma, and prostate and colon cancer.(PMID: 9855569) [HMDB]. p-Mentha-1,8-dien-7-ol is found in many foods, some of which are caraway, ginger, german camomile, and sweet bay.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Monoterpenoids
Isotope Atom Count 0.0
Molecular Complexity 179.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P11712, P33261, P16050, P02791, Q16678, P0DTD1, n.a.
Iupac Name (4-prop-1-en-2-ylcyclohexen-1-yl)methanol
Prediction Hob 1.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT792, NPT1604
Xlogp 2.1
Superclass Lipids and lipid-like molecules
Subclass Monoterpenoids
Gsk 4 400 Rule True
Molecular Formula C10H16O
Scaffold Graph Node Bond Level C1=CCCCC1
Prediction Swissadme 1.0
Inchi Key NDTYTMIUWGWIMO-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.6
Logs -2.071
Rotatable Bond Count 2.0
State Solid
Logd 2.34
Synonyms 1-Hydroxymethyl-4-isopropenyl-1-cyclohexene, 1-Hydroxymethyl-4-isopropenylcyclohexene, 1-Perillalcohol, 1,8-P-Menthadien-7-ol, 4-(1-Methylethenyl)-1-cyclohexene-1-methanol, 4-(1-Methylethenyl)-1-cyclohexene-1-methanol, 9CI, 4-Isopropenyl-1-cyclohexene carbinol, 4-Isopropenyl-cyclohex-1-ene-1-methanol, 4-Isopropenylcyclohex-1-en-1-ylmethanol, Dihydrocuminic alcohol, Dihydrocuminyl alcohol, Dihydrocuminyl alcoholn, Hydrocumin alcohol, Iso-carveol, NSC 641066, Para-mentha-1,8-dien-7-ol, Perill alcohol, Perilla alcohol, Perillic alcohol, Perillol, Perillyl alcohol, Isocarveol, p-Mentha-1,8-dien-7-ol, (-)-Perillyl alcohol, (S)-(-)-Perillyl alcohol, 1,8-p-Menthadien-7-ol, Cyclohex-1-ene-1-methanol, 4(1-methylethenyl), Perilla alcohol, (S)-isomer, Perilla alcohol, (R)-isomer, (-)-p-Mentha-1,8-dien-7-ol, (S)-Perillyl alcohol, dihydrocuminyl alcohol, isocarveol, perilla alcohol, perillyl alcohol, perillylalcohol
Esol Class Soluble
Functional Groups C=C(C)C, CC=C(C)C, CO
Compound Name Perillyl alcohol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 152.12
Formal Charge 0.0
Monoisotopic Mass 152.12
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 152.23
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -2.6489694
Inchi InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3
Smiles CC(=C)C1CCC(=CC1)CO
Nring 1.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Menthane monoterpenoids
Np Classifier Superclass Monoterpenoids

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  • 30. Outgoing r'ship FOUND_IN to/from Elsholtzia Ciliata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 36. Outgoing r'ship FOUND_IN to/from Hedychium Coronarium (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730060310
  • 37. Outgoing r'ship FOUND_IN to/from Ipomoea Batatas (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2013.809320
  • 38. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 39. Outgoing r'ship FOUND_IN to/from Lavandula Stoechas (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2019.1642800
  • 40. Outgoing r'ship FOUND_IN to/from Ligusticum Chuanxiong (Plant) Rel Props:Source_db:npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Limnophila Aromatica (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2015.1067650
  • 42. Outgoing r'ship FOUND_IN to/from Litsea Glutinosa (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2014.935068
  • 43. Outgoing r'ship FOUND_IN to/from Maclura Pomifera (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1763
  • 44. Outgoing r'ship FOUND_IN to/from Matricaria Chamomilla (Plant) Rel Props:Reference:ISBN:9770972795006
  • 45. Outgoing r'ship FOUND_IN to/from Mentha Longifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700997
  • 46. Outgoing r'ship FOUND_IN to/from Mentha Piperita (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2002.9699820
  • 47. Outgoing r'ship FOUND_IN to/from Mentha Pulegium (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2019.1642800
  • 48. Outgoing r'ship FOUND_IN to/from Mentha Spicata (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 49. Outgoing r'ship FOUND_IN to/from Mosla Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 50. Outgoing r'ship FOUND_IN to/from Perilla Frutescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 51. Outgoing r'ship FOUND_IN to/from Ribes Nigrum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700074
  • 52. Outgoing r'ship FOUND_IN to/from Rosa Davurica (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730050212
  • 53. Outgoing r'ship FOUND_IN to/from Satureja Hortensis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2002.9699754
  • 54. Outgoing r'ship FOUND_IN to/from Satureja Montana (Plant) Rel Props:Source_db:fooddb_chem_all
  • 55. Outgoing r'ship FOUND_IN to/from Scutellaria Barbata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 56. Outgoing r'ship FOUND_IN to/from Thymus Fedtschenkoi (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1036
  • 57. Outgoing r'ship FOUND_IN to/from Thymus Migricus (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1036
  • 58. Outgoing r'ship FOUND_IN to/from Torilis Leptophylla (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10662596
  • 59. Outgoing r'ship FOUND_IN to/from Zingiber Officinale (Plant) Rel Props:Source_db:fooddb_chem_all