3,4,5-trihydroxy-6-({17-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl}oxy)oxane-2-carboxylic acid

• ChemBase ID: 131970
• Molecular Formular: C25H38O9
• Molecular Mass: 482.56382
• Monoisotopic Mass: 482.2515828
• SMILES: CC12CCC(CC1CCC1C2C(CC2(C1CCC2=O)C)O)OC1C(C(C(C(O1)C(=O)O)O)O)O
• Canonical SMILES: OC1CC2(C)C(=O)CCC2C2C1C1(C)CCC(CC1CC2)OC1OC(C(=O)O)C(C(C1O)O)O
• InChI: InChI=1S/C25H38O9/c1-24-8-7-12(33-23-20(30)18(28)19(29)21(34-23)22(31)32)9-11(24)3-4-13-14-5-6-16(27)25(14,2)10-15(26)17(13)24/h11-15,17-21,23,26,28-30H,3-10H2,1-2H3,(H,31,32)
• InChIKey: BRPLOVMHAFXVOQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-trihydroxy-6-({17-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl}oxy)oxane-2-carboxylic acid
• IUPAC Traditional name: 3,4,5-trihydroxy-6-({17-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl}oxy)oxane-2-carboxylic acid
• Synonyms: 3α,11β-Dihydroxy-5α-androstan-17-one 3-glucuronide; 5α-Androstane-3α,11β-diol-17-one 3-glucuronide; 5α-Androstane; 11β-Hydroxyandrosterone glucuronide sodium salt; 3α,11β-Dihydroxy-5β-androstan-17-one 3-glucuronide; 5β-Androstane-3α,11β-diol-17-one 3-glucuronide; 11β-Hydroxyetiocholanolone glucuronide

Database IDs

• CAS Number: 17181-15-6; 35259-60-0
• MDL Number: MFCD00135166; MFCD00070340
• PubChem SID: 162226247
• PubChem CID: 270603

CALCULATED PROPERTIES

• Acid pKa: 3.4672441
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.015184
• LogD (pH = 7.4): -2.3769596
• Log P: 1.0079587
• Molar Refractivity: 117.6821 cm^3
• Polarizability: 47.751183 Å^3
• Polar Surface Area: 153.75 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: tan powder

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

Product Information

• Empirical Formula (Hill Notation): C25H38O9