(1r)-4-[(1e,3e,5e,7z,9e,11z,13e,15e)-17-Hydroxy-3,7,12,16-Tetramethylheptadeca-1,3,5,7,9,11,13,15-Octaen-1-Yl]-3,5,5-Trimethylcyclohex-3-En-1-Ol

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing 8 isoprene units.

Triterpenoids

Organic compounds

Lipids and lipid-like molecules

Prenol lipids

Triterpenoids

Calculated Property

kind Value Source
logP 6.84 ALOGPS
logS -5.4 ALOGPS
Water Solubility 1.57e-03 g/l ALOGPS
logP 5.9 ChemAxon
IUPAC Name (1R)-4-[(1E,3E,5E,7Z,9E,11Z,13E,15E)-17-hydroxy-3,7,12,16-tetramethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol ChemAxon
Traditional IUPAC Name (1R)-4-[(1E,3E,5E,7Z,9E,11Z,13E,15E)-17-hydroxy-3,7,12,16-tetramethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol ChemAxon
Molecular Weight 434.6533 ChemAxon
Monoisotopic Weight 434.318480588 ChemAxon
SMILES OCC(C)=CC=CC(C)=C/C=C/C=C(/C)C=CC=C(/C)C=CC1=C(C)C[C@@H](O)CC1(C)C ChemAxon
Molecular Formula C30H42O2 ChemAxon
InChI InChI=1S/C30H42O2/c1-23(12-8-9-13-24(2)15-11-17-26(4)22-31)14-10-16-25(3)18-19-29-27(5)20-28(32)21-30(29,6)7/h8-19,28,31-32H,20-22H2,1-7H3/b9-8+,14-10+,15-11+,19-18+,23-12-,24-13-,25-16+,26-17+/t28-/m1/s1 ChemAxon
InChIKey InChIKey=FNAJVVMDXCOSFY-VFGOXHQXSA-N ChemAxon
Polar Surface Area (PSA) 40.46 ChemAxon
Refractivity 149.43 ChemAxon
Polarizability 55.26 ChemAxon
Rotatable Bond Count 9 ChemAxon
H Bond Acceptor Count 2 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 16.76 ChemAxon
pKa (strongest basic) -1.1 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Apocarotenoid-15,15′-oxygenase : in Synechocystis sp. (strain PCC 6803 / Kazusa)