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

• ChemBase ID: 131738
• Molecular Formular: C25H35NaO8
• Molecular Mass: 486.53037
• Monoisotopic Mass: 486.22296236
• SMILES: CC12CCC3C(C1CC[C@@H]2O[C@@H]1[C@H]([C@@H]([C@H](C(O1)C(=O)[O-])O)O)O)CCC1=CC(=O)CCC31C.[Na+]
• Canonical SMILES: O=C1CCC2(C(=C1)CCC1C2CCC2(C1CC[C@@H]2O[C@H]1OC(C(=O)[O-])[C@@H]([C@H]([C@@H]1O)O)O)C)C.[Na+]
• InChI: InChI=1S/C25H36O8.Na/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);/q;+1/p-1/t14?,15?,16?,17-,18+,19+,20-,21?,23-,24?,25?;/m0./s1
• InChIKey: JUXKYFINRYJTDA-CLDJTUICSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,4R,5S,6S)-6-{[(14S)-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-carboxylate
• IUPAC Traditional name: sodium (3R,4R,5S,6S)-6-{[(14S)-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-carboxylate
• Synonyms: 17β-Hydroxy-4-androsten-3-one 17-D-glucuronide; 4-Androsten-17β-ol-3-one 17-glucuronide; Testosterone β-D-glucuronide sodium salt; 睾酮β-D-葡糖苷酸 钠盐

Database IDs

• CAS Number: 4145-59-9
• MDL Number: MFCD00083509
• PubChem SID: 24900506; 162226015
• PubChem CID: 23687513

CALCULATED PROPERTIES

• Acid pKa: 3.6274605
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 0.046001736
• LogD (pH = 7.4): -1.4184029
• Log P: 1.9148622
• Molar Refractivity: 127.5476 cm^3
• Polarizability: 46.71854 Å^3
• Polar Surface Area: 136.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351
• GHS Precautionary statements: P280
• 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
• Storage Temperature: -20°C