Compound: PERILLYL ALCOHOL
SMILES: OCC1=CCC(C(=C)C)CC1
InChIKey: NDTYTMIUWGWIMO-UHFFFAOYSA-N
Synonyms: PERILLYL ALCOHOL, 536-59-4, Perillol, p-Mentha-1,8-dien-7-ol, Hydrocumin alcohol, 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-, Iso-carveol, Dihydrocuminic alcohol, Dihydrocuminyl alcohol, 4-(1-Methylethenyl)-1-cyclohexene-1-methanol, 4-Isopropenyl-1-cyclohexene carbinol, FEMA No. 2664, 4-Isopropenylcyclohex-1-en-1-ylmethanol, 4-Isopropenyl-cyclohex-1-ene-1-methanol, 1-Hydroxymethyl-4-isopropenyl-1-cyclohexene, Dl-perillyl alcohol, NSC 641066, CHEBI:15420, 319R5C7293, DTXSID4052180, NSC-641066, RefChem:928854, cyclohex-1-ene-1-methanol, 4(1-methylethenyl), DTXCID4030750, 208-639-9, Isocarveol, Neo-100, Neo100, (4-(Prop-1-en-2-yl)cyclohex-1-en-1-yl)methanol, (4-prop-1-en-2-ylcyclohexen-1-yl)methanol, [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol, 1,8-p-Menthadien-7-ol, Cyclohex-1-ene-1-methanol, 4-(1-methylethenyl)-, Para-mentha-1,8-dien-7-ol, Perillic alcohol, CHEMBL444711, EINECS 208-639-9, (+/-)-PERILLYL ALCOHOL, perill alcohol, 1-perillalcohol, CCRIS 8461, UNII-319R5C7293, MFCD00001567, dihydrocuminyl alcoholn, (4-isopropenylcyclohexen-1-yl)methanol, (-)-Perillyl alcohol?, Spectrum2_000838, Spectrum3_001974, BSPBio_003574, SCHEMBL296111, SPECTRUM1505297, SPBio_000795, orb1304334, SCHEMBL4621874, SCHEMBL4621885, SCHEMBL28655484, KBio3_002951, (-)-p-Mentha-1,8-diene-7-ol, HY-N7000, 4-Isopropenyl-1-cyclohexene-methanol, BDBM50252404, CCG-40267, EBC-04329, s3853, 4-isopropenyl-cyclohex-1-enylmethanol, AKOS006227854, CS-W019441, FP70326, SB45076, SDCCGMLS-0066882.P001, NCGC00095297-01, NCGC00095297-02, NCGC00095297-03, AC-35110, 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, 4-(1-METHYLETHENYL)CYCLOHEXENE-1-METHANOL, F448711, SR-05000002384, SR-05000002384-1, BRD-A13323580-001-03-0, BRD-A13323580-001-04-8, BRD-A13323580-001-05-5, Q15391928, Z1198147170, F9405E33-6136-4D27-A15E-C10CDC8C9AC4, (+/-)-1-CYCLOHEXENE-1-METHANOL, 4-(1-METHYLETHENYL)-, 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-;4-Isopropenylcyclohex-1-en-1-ylmethanol;p-Mentha-1,8-dien-7-ol;Perillyl alcohol;FEMA No. 2664
Theoretical properties:
molecular_formula: C10H16O
molecular_weight: 152.23 g/mol
exact_mass: 152.120115130 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 2
heavy_atom_count: 11
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 244 °C
density: 0.956-0.963
solubility: Slightly soluble in water; soluble in alcohols and oils
Descriptions:
pubchem: Perillyl alcohol is a limonene monoterpenoid consists of a cyclohexene ring substituted by a hydroxymethyl and a prop-1-en-2-yl group at positions 1 and 4 respectively. It is a constituent of a variety of essential oils including lavender. It has a role as a volatile oil component and a plant metabolite.
chebi: A limonene monoterpenoid consists of a cyclohexene ring substituted by a hydroxymethyl  and a prop-1-en-2-yl group at positions 1 and 4 respectively. It is a constituent of a variety of essential oils including lavender.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Perillyl alcohol and its precursor limonene are naturally occurring monocyclic terpenes derived from the mevalonate pathway in plants. Perillyl alcohol can be found in the essential oils of various plants, such as lavender, lemongrass, sage, and peppermint. It has a number of manufacturing, household, and medical applications. For example, perillyl alcohol may be used as an ingredient in cleaning products and cosmetics. 
Perillyl alcohol has shown some antitumor activity in laboratory and animal studies.
Perillyl Alcohol decrease production of proangiogenic growth factors VEGF and interleukin-8 (IL-8) in vitro.
Mammals possess enzymes (P450, liver) to convert limonene to perillyl alcohol. Limonene is formed from geranyl pyrophosphate in the mevalonate pathway. Conversion of limonene to perillyl alcohol is done via hydroxylation by enzymes that belong to the superfamily of cytochrome P450 proteins. Perillyl alcohol can be further converted to perillaldehyde (perillyl aldehyde) and perillic acid.
The name comes from the herb perilla.