(2S,3S,4S,5R,6R)-6-{[(1S,2R,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 162695
• Molecular Formular: C25H34O8
• Molecular Mass: 462.53266
• Monoisotopic Mass: 462.22536805
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)C)C
• InChI: InChI=1S/C25H34O8/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/h7,9,11,14-21,23,27-29H,3-6,8,10H2,1-2H3,(H,30,31)/t14-,15-,16-,17+,18-,19-,20+,21-,23+,24-,25-/m0/s1
• InChIKey: WTOYIEKXMIILRQ-RWUBDERLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-{[(1S,2R,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-6-{[(1S,2R,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (17α)-3-Oxoandrosta-1,4-dien-17-yl β-D-Glucopyranosiduronic Acid; 17α-Boldenone Glucuronide; 17α-Boldenone 17-O-β-D-Glucuronide

Database IDs

• CAS Number: 827019-67-0
• PubChem SID: 162256830
• PubChem CID: 71314194

CALCULATED PROPERTIES

• Acid pKa: 3.6274605
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.043825224
• LogD (pH = 7.4): -1.4205794
• Log P: 1.9126856
• Molar Refractivity: 117.8038 cm^3
• Polarizability: 46.58391 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B675125

17α-Boldenone 17-O-β-D-Glucuronide is the glucuronide conjugate 17α-Boldenone (B675105), the epimeric metabolite of the anabolic steroid Boldenone (B675100). 17α-Boldenone 17-O-β-D-Glucuronide is one of the metabolites that is profiled in the screening st

REFERENCES

• Casati, S. et al.: Steroids, 74, 250 (2009)
• Le BIzec, B. et al.: Steroids, 71, 1078 (2009)
• Pu, F. et al.: J. Chrom B Anal. Technol. Biomed. Life Sci., 813, 241 (2009)