6-({2,15-dimethyl-14-oxotetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 155519
• Molecular Formular: C25H36O8
• Molecular Mass: 464.54854
• Monoisotopic Mass: 464.24101811
• SMILES: CC12CCC3C(C1CCC2=O)CC=C1C3(CCC(C1)OC1C(C(C(C(O1)C(=O)O)O)O)O)C
• Canonical SMILES: OC(=O)C1OC(OC2CCC3(C(=CCC4C3CCC3(C4CCC3=O)C)C2)C)C(C(C1O)O)O
• InChI: InChI=1S/C25H36O8/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/h3,13-16,18-21,23,27-29H,4-11H2,1-2H3,(H,30,31)
• InChIKey: GLONBVCUAVPJFV-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]heptadec-7-en-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]heptadec-7-en-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 5-Androsten-3β-ol-17-one 3-glucuronide; De-hydro-epi-andro-sterone 3-glucuronide; Pra-sterone glucur-onide; Dehydroisoandrosterone 3-glucuronide

Database IDs

• CAS Number: 5716-14-3
• MDL Number: MFCD00056397
• PubChem SID: 24893315; 162249657
• PubChem CID: 5109183

CALCULATED PROPERTIES

• Acid pKa: 3.4323077
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.14550479
• LogD (pH = 7.4): -1.4833826
• Log P: 1.9111439
• Molar Refractivity: 116.9396 cm^3
• Polarizability: 46.832424 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: Home Office Schedule 4.2regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C25H36O8