4-[(5R,8S)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid

• ChemBase ID: 85863
• Molecular Formular: C24H38O4
• Molecular Mass: 390.55612
• Monoisotopic Mass: 390.2770097
• SMILES: O=C(CCC(C1C2(CCC3C(C2CC1)C[C@@H](C1=C[C@@H](CCC31C)O)O)C)C)O
• Canonical SMILES: OC(=O)CCC(C1CCC2C1(C)CCC1C2C[C@@H](C2=C[C@@H](CCC12C)O)O)C
• InChI: InChI=1S/C24H38O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h12,14-19,21,25-26H,4-11,13H2,1-3H3,(H,27,28)/t14?,15-,16?,17?,18?,19?,21+,23?,24?/m1/s1
• InChIKey: AJQRAPNIKHYNJX-WYEPJGGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(5R,8S)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid
• IUPAC Traditional name: 4-[(5R,8S)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid
• Synonyms: 4-(3,6-dihydroxy-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

Database IDs

• CAS Number: 106460-50-8
• MDL Number: MFCD00277696
• PubChem SID: 162072979
• PubChem CID: 2738135

CALCULATED PROPERTIES

• Acid pKa: 4.791043
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.7557535
• LogD (pH = 7.4): 0.98081374
• Log P: 3.541587
• Molar Refractivity: 109.8928 cm^3
• Polarizability: 43.52601 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true