(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

• ChemBase ID: 2002
• Molecular Formular: C30H42O2
• Molecular Mass: 434.65328
• Monoisotopic Mass: 434.31848058
• SMILES: C/C(=C\C=C\C(=C/C=C/C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)\C)/CO
• Canonical SMILES: OC/C(=C/C=C/C(=C\C=C\C=C(/C=C/C=C(/C=C/C1=C(C)C[C@H](CC1(C)C)O)\C)\C)/C)/C
• 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
• InChIKey: FNAJVVMDXCOSFY-VFGOXHQXSA-N

NAMES AND DATABASE IDS

Names

• 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
• IUPAC Traditional 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
• Synonyms: (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

Database IDs

• PubChem SID: 160965457; 46506703
• PubChem CID: 5287502

CALCULATED PROPERTIES

JChem

• Acid pKa: 16.759045
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.90296
• LogD (pH = 7.4): 5.90296
• Log P: 5.90296
• Molar Refractivity: 149.4313 cm^3
• Polarizability: 54.451874 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.84
• LOG S: -5.44
• Solubility (Water): 1.57e-03 g/l

DETAILS

DrugBank - DB02253

Drug information: experimental