(3R)-3-[(1R,3aS,7aR)-4-{2-[(3R,5S)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]butanoic acid

• ChemBase ID: 126326
• Molecular Formular: C23H34O4
• Molecular Mass: 374.51366
• Monoisotopic Mass: 374.24570957
• SMILES: O=C(O)C[C@@H](C)[C@H]1CC[C@H]2/C(=C\C=C/3\C(=C)[C@H](O)C[C@@H](O)C3)/CCC[C@]12C
• Canonical SMILES: OC(=O)C[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C/C=C/1\C[C@H](O)C[C@H](C1=C)O)C
• InChI: InChI=1S/C23H34O4/c1-14(11-22(26)27)19-8-9-20-16(5-4-10-23(19,20)3)6-7-17-12-18(24)13-21(25)15(17)2/h6-7,14,18-21,24-25H,2,4-5,8-13H2,1,3H3,(H,26,27)/t14-,18+,19-,20+,21-,23-/m1/s1
• InChIKey: MBLYZRMZFUWLOZ-RSLLPTATSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-[(1R,3aS,7aR)-4-{2-[(3R,5S)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]butanoic acid
• IUPAC Traditional name: (3R)-3-[(1R,3aS,7aR)-4-{2-[(3R,5S)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]butanoic acid
• Synonyms: Calcitroic acid

Database IDs

• CAS Number: 71204-89-2
• PubChem SID: 162220664
• PubChem CID: 71308169; 6443842
• Chemspider ID: 4947800
• Wikipedia Title: Calcitroic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.9145412
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.1956425
• LogD (pH = 7.4): 0.43158337
• Log P: 2.880889
• Molar Refractivity: 108.0102 cm^3
• Polarizability: 41.927895 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true