methyl (3R)-3-[(1S,2S,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]butanoate

• ChemBase ID: 171057
• Molecular Formular: C24H38O4
• Molecular Mass: 390.55612
• Monoisotopic Mass: 390.2770097
• SMILES: C1CC(=O)C[C@@H]2[C@]1([C@@H]1[C@@H]([C@H](C2)O)[C@H]2[C@](CC1)([C@H](CC2)[C@@H](CC(=O)OC)C)C)C
• Canonical SMILES: COC(=O)C[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)C[C@H]2[C@]1(C)CCC(=O)C2)C
• InChI: InChI=1S/C24H38O4/c1-14(11-21(27)28-4)17-5-6-18-22-19(8-10-24(17,18)3)23(2)9-7-16(25)12-15(23)13-20(22)26/h14-15,17-20,22,26H,5-13H2,1-4H3/t14-,15+,17-,18+,19+,20+,22+,23+,24-/m1/s1
• InChIKey: UVCFPYDWQLDHJI-AQHAYLOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3R)-3-[(1S,2S,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]butanoate
• IUPAC Traditional name: methyl (3R)-3-[(1S,2S,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]butanoate
• Synonyms: (5β,7β)-7-Hydroxy-3-oxo-24-norcholan-23-oic Acid Methyl Ester

Database IDs

• PubChem SID: 164226967
• PubChem CID: 71749241

CALCULATED PROPERTIES

• Acid pKa: 19.987846
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.6221316
• LogD (pH = 7.4): 3.6221318
• Log P: 3.6221318
• Molar Refractivity: 108.4138 cm^3
• Polarizability: 43.475513 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

Safety Information

• Storage Condition: Refrigerator, under inert atmosphere

DETAILS

Toronto Research Chemicals - H949015

Intermediate in the preparation of 24-Norursodeoxycholic Acid (N865300) metabolite.