4-{2-[(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanoic acid

• ChemBase ID: 173787
• Molecular Formular: C26H36O8
• Molecular Mass: 476.55924
• Monoisotopic Mass: 476.24101811
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](C[C@@H]2C)[C@H]2[C@](C[C@@H]1O)([C@](CC2)(C(=O)COC(=O)CCC(=O)O)O)C)C
• Canonical SMILES: OC(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@@H](C2=CC(=O)CC[C@]12C)C
• InChI: InChI=1S/C26H36O8/c1-14-10-16-17-7-9-26(33,20(29)13-34-22(32)5-4-21(30)31)25(17,3)12-19(28)23(16)24(2)8-6-15(27)11-18(14)24/h11,14,16-17,19,23,28,33H,4-10,12-13H2,1-3H3,(H,30,31)/t14-,16-,17-,19-,23+,24-,25-,26-/m0/s1
• InChIKey: VHQHMYZONZIQMP-XYMSELFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{2-[(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanoic acid
• Synonyms: 17-Hydroxy-6α-methylcorticosterone 21-(H Succinate); 6α-Methyl Hydrocortisone 21-Hemisuccinate

Database IDs

• CAS Number: 119657-85-1
• PubChem SID: 164229697
• PubChem CID: 71750377

CALCULATED PROPERTIES

• Acid pKa: 3.6580515
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.011151952
• LogD (pH = 7.4): -1.4937186
• Log P: 1.8281736
• Molar Refractivity: 121.9934 cm^3
• Polarizability: 48.22608 Å^3
• Polar Surface Area: 138.2 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Beige Solid
• Melting Point: 222-224°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M312525

An impurity of Methylhydrocortisone.

REFERENCES

• Wang, C., et al.: Steroids, 66, 811 (2001)