(4R)-4-[(2R,5R,10S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-yl]pentanoic acid

• ChemBase ID: 183715
• Molecular Formular: C24H38O3
• Molecular Mass: 374.55672
• Monoisotopic Mass: 374.28209508
• SMILES: [C@@]12(C([C@H]3C([C@@]4(C(=CC3)C[C@@H](CC4)O)C)CC2)CC[C@@H]1[C@@H](CCC(=O)O)C)C
• Canonical SMILES: O[C@@H]1CC[C@]2(C(=CC[C@@H]3C2CC[C@]2(C3CC[C@@H]2[C@@H](CCC(=O)O)C)C)C1)C
• InChI: InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h5,15,17-21,25H,4,6-14H2,1-3H3,(H,26,27)/t15-,17-,18+,19-,20?,21?,23+,24-/m1/s1
• InChIKey: HIAJCGFYHIANNA-AWENCTILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(2R,5R,10S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-yl]pentanoic acid
• IUPAC Traditional name: (4R)-4-[(2R,5R,10S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-yl]pentanoic acid

Database IDs

• PubChem SID: 164239625
• PubChem CID: 16395780

CALCULATED PROPERTIES

• Acid pKa: 4.8310113
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.8637762
• LogD (pH = 7.4): 2.0914695
• Log P: 4.616491
• Molar Refractivity: 108.5313 cm^3
• Polarizability: 42.904156 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds