6-({2,15-dimethyl-14-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 131121
• Molecular Formular: C25H38O8
• Molecular Mass: 466.56442
• Monoisotopic Mass: 466.25666818
• SMILES: CC12CCC(CC1CCC1C2CCC2(C1CCC2=O)C)OC1C(C(C(C(O1)C(=O)O)O)O)O
• Canonical SMILES: OC(=O)C1OC(OC2CCC3(C(C2)CCC2C3CCC3(C2CCC3=O)C)C)C(C(C1O)O)O
• InChI: InChI=1S/C25H38O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-16,18-21,23,27-29H,3-11H2,1-2H3,(H,30,31)
• InChIKey: VFUIRAVTUVCQTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-({2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: 6-({2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 3α-Hydroxy-5β-androstan-17-one 3-glucuronide; 5β-Androstan-3α-ol-17-one 3-glucuronide; Etiocholan-3α-ol-17-one glucuronide

Database IDs

• CAS Number: 3602-09-3
• MDL Number: MFCD00067126
• PubChem SID: 24894662; 162225399
• PubChem CID: 270605

CALCULATED PROPERTIES

• Acid pKa: 3.4672441
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.2935807
• LogD (pH = 7.4): -1.0681946
• Log P: 2.3167233
• Molar Refractivity: 116.0896 cm^3
• Polarizability: 47.0811 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C