(11S,14R,15S)-14,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2,4,6,8-pentaene-5,14-diol

• ChemBase ID: 4526
• Molecular Formular: C19H22O2
• Molecular Mass: 282.37678
• Monoisotopic Mass: 282.16197994
• SMILES: C[C@]12CCc3c4ccc(O)cc4ccc3[C@@H]1CC[C@@]2(C)O
• Canonical SMILES: Oc1ccc2c(c1)ccc1c2CC[C@]2([C@H]1CC[C@@]2(C)O)C
• InChI: InChI=1S/C19H22O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h3-6,11,17,20-21H,7-10H2,1-2H3/t17-,18-,19+/m0/s1
• InChIKey: FQMQOMRDADWGJJ-GBESFXJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (11S,14R,15S)-14,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2,4,6,8-pentaene-5,14-diol
• IUPAC Traditional name: (11S,14R,15S)-14,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2,4,6,8-pentaene-5,14-diol
• Synonyms: 17-METHYL-17-ALPHA-DIHYDROEQUILENIN

Database IDs

• PubChem SID: 99443342; 160967958
• PubChem CID: 9549180

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.785355
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.016083
• LogD (pH = 7.4): 4.0143313
• Log P: 4.016105
• Molar Refractivity: 84.4961 cm^3
• Polarizability: 34.059166 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.54
• LOG S: -5.11
• Solubility (Water): 2.18e-03 g/l

DETAILS

DrugBank - DB06871

Drug information: experimental