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

• ChemBase ID: 131881
• Molecular Formular: C25H36O8
• Molecular Mass: 464.54854
• Monoisotopic Mass: 464.24101811
• SMILES: CC12CCC3C(C1CCC2OC1C(C(C(C(O1)C(=O)O)O)O)O)CCC1=CC(=O)CCC31C
• Canonical SMILES: O=C1CCC2(C(=C1)CCC1C2CCC2(C1CCC2OC1OC(C(=O)O)C(C(C1O)O)O)C)C
• InChI: InChI=1S/C25H36O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h11,14-21,23,27-29H,3-10H2,1-2H3,(H,30,31)
• InChIKey: NIKZPECGCSUSBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-({2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: 6-({2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 17β-Hydroxy-4-androsten-3-one 17-D-glucuronide; 4-Androsten-17β-ol-3-one 17-glucuronide; Testosterone β-D-glucuronide; 睾酮β-D-葡糖苷酸

Database IDs

• CAS Number: 1180-25-2
• MDL Number: MFCD00056482
• PubChem SID: 24900003; 162226158
• PubChem CID: 4400268

CALCULATED PROPERTIES

• Acid pKa: 3.6274605
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.046001736
• LogD (pH = 7.4): -1.4184029
• Log P: 1.9148622
• Molar Refractivity: 116.7105 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

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-63
• Safety Statements: 53-36/37-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H350-H361
• GHS Precautionary statements: P201-P281-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Drug Control: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada