(2R,10S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-14-carboxylic acid

• ChemBase ID: 206679
• Molecular Formular: C20H26O5
• Molecular Mass: 346.41744
• Monoisotopic Mass: 346.17802393
• SMILES: [C@]12([C@@](C(=O)O)(CCC1[C@H]1C([C@@]3(C(=CC(=O)C=C3)CC1)C)[C@H](C2)O)O)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1C2[C@@H](O)C[C@]2(C1CC[C@]2(O)C(=O)O)C)C
• InChI: InChI=1S/C20H26O5/c1-18-7-5-12(21)9-11(18)3-4-13-14-6-8-20(25,17(23)24)19(14,2)10-15(22)16(13)18/h5,7,9,13-16,22,25H,3-4,6,8,10H2,1-2H3,(H,23,24)/t13-,14?,15-,16?,18-,19-,20-/m0/s1
• InChIKey: MCKJPJYRCPANCC-XDDXVNIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,10S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-14-carboxylic acid
• IUPAC Traditional name: (2R,10S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-14-carboxylic acid

Database IDs

• PubChem SID: 164262589
• PubChem CID: 16401659

CALCULATED PROPERTIES

• Acid pKa: 4.0737133
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.32176048
• LogD (pH = 7.4): -1.3546644
• Log P: 1.7606125
• Molar Refractivity: 93.24 cm^3
• Polarizability: 36.027203 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds