2-[(1S,2R,10S,11S,14R,15S,17R)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethyl acetate

• ChemBase ID: 168044
• Molecular Formular: C23H32O6
• Molecular Mass: 404.49658
• Monoisotopic Mass: 404.21988874
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@H]1O)([C@](CC2)(C(=O)COC(=O)C)O)C)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C23H32O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-18,20,26,28H,4-9,11-12H2,1-3H3/t16-,17-,18+,20+,21-,22-,23-/m0/s1
• InChIKey: ALEXXDVDDISNDU-VVCDUNCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,14R,15S,17R)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2R,10S,11S,14R,15S,17R)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl acetate
• Synonyms: (11α)- 21-(Acetyloxy)-11,17-dihydroxypregn-4-ene-3,20-dione; 11α,17,21-Trihydroxypregn-4-ene-3,20-dione 21-Acetate; 11α,17,21-Trihydroxyprogesterone 21-Acetate; Epi Hydrocortisone 21-Acetate

Database IDs

• CAS Number: 1250-97-1
• PubChem SID: 162262176
• PubChem CID: 102056

CALCULATED PROPERTIES

• Acid pKa: 12.61023
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7162918
• LogD (pH = 7.4): 1.7162892
• Log P: 1.7162919
• Molar Refractivity: 106.5515 cm^3
• Polarizability: 42.130913 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Genuine Natural Compounds

DETAILS

Toronto Research Chemicals - E587500

Hydrocortisone (H714620) analogue.

REFERENCES

• Toscano, L., et al.: J. Med. Chem., 20, 213 (1977)