(4R)-4-[(1S,2S,7R,10R,11S,14R,15R)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoic acid

• ChemBase ID: 131722
• Molecular Formular: C24H38O3
• Molecular Mass: 374.55672
• Monoisotopic Mass: 374.28209508
• SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC[C@H]2[C@@]1(CCC(=O)C2)C)C
• Canonical SMILES: OC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CCC(=O)C2)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/h15-16,18-21H,4-14H2,1-3H3,(H,26,27)/t15-,16-,18+,19-,20+,21+,23+,24-/m1/s1
• InChIKey: KIQFUORWRVZTHT-OPTMKGCMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(1S,2S,7R,10R,11S,14R,15R)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• IUPAC Traditional name: 3-ketolithocholic acid
• Synonyms: 3-Keto-5β-cholanic acid; Dehydrolithocholic acid; 5β-Cholanic acid-3-one

Database IDs

• CAS Number: 1553-56-6
• MDL Number: MFCD00046265
• PubChem SID: 24892850; 162225999
• PubChem CID: 5283906

CALCULATED PROPERTIES

• Acid pKa: 4.791043
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.4437375
• LogD (pH = 7.4): 2.6687977
• Log P: 5.2295713
• Molar Refractivity: 106.6532 cm^3
• Polarizability: 42.598022 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: FZ2281400
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter