(2Z,6S)-6-[(1R,2R,5S,7R,11S,14S,15S)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.02,7.011,15]heptadec-9-en-14-yl]-2-methylhept-2-enoic acid

• ChemBase ID: 305487
• Molecular Formular: C30H48O3
• Molecular Mass: 456.70032
• Monoisotopic Mass: 456.3603454
• SMILES: [C@H]12[C@]([C@@H]3C(=CC1)[C@@]1([C@](CC3)(C)[C@@H](CC1)[C@@H](C)CC/C=C(/C)\C(=O)O)C)(C)CC[C@@H](C2(C)C)O
• Canonical SMILES: C[C@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)CC/C=C(\C(=O)O)/C
• InChI: InChI=1S/C30H48O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10-11,19,21-22,24-25,31H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10-/t19-,21-,22-,24-,25-,28+,29-,30+/m0/s1
• InChIKey: UILQHUKSFUOOLH-MCGHDPRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,6S)-6-[(1R,2R,5S,7R,11S,14S,15S)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-9-en-14-yl]-2-methylhept-2-enoic acid
• IUPAC Traditional name: (2Z,6S)-6-[(1R,2R,5S,7R,11S,14S,15S)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-9-en-14-yl]-2-methylhept-2-enoic acid
• Synonyms: 3-Hydroxytirucalla-7,24-dien-26-oic acid; Masticadienolic acid

Database IDs

• CAS Number: 472-30-0

CALCULATED PROPERTIES

• Acid pKa: 4.8122935
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.1738615
• LogD (pH = 7.4): 4.4002166
• Log P: 6.942023
• Molar Refractivity: 136.5285 cm^3
• Polarizability: 53.725075 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Cryst.