2-[(2S,10S,11S,13R,14S,15S)-13,14-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),3,6-trien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 159115
• Molecular Formular: C23H28O6
• Molecular Mass: 400.46482
• Monoisotopic Mass: 400.18858862
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1C2=CC[C@]2([C@H]1C[C@H]([C@@]2(C(=O)COC(=O)C)O)O)C)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)[C@H](O)C[C@@H]2[C@]1(C)CC=C1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C23H28O6/c1-13(24)29-12-20(27)23(28)19(26)11-18-16-5-4-14-10-15(25)6-8-21(14,2)17(16)7-9-22(18,23)3/h6-8,10,16,18-19,26,28H,4-5,9,11-12H2,1-3H3/t16-,18+,19-,21+,22+,23+/m1/s1
• InChIKey: LUROGHOZLOFASD-ZPDKUKPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S,10S,11S,13R,14S,15S)-13,14-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6-trien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(2S,10S,11S,13R,14S,15S)-13,14-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6-trien-14-yl]-2-oxoethyl acetate
• Synonyms: 16α,17,21-Trihydroxy-pregna-1,4,9(11)-triene-3,20-dione 21-Acetate; (16α)-21-Acetyloxy-16,17-dihydroxy-pregna-1,4,9(11)-triene-3,20-dione

Database IDs

• CAS Number: 77017-20-0
• PubChem SID: 162253250
• PubChem CID: 11825533

CALCULATED PROPERTIES

• Acid pKa: 11.752482
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5423968
• LogD (pH = 7.4): 1.5423778
• Log P: 1.542397
• Molar Refractivity: 108.2638 cm^3
• Polarizability: 41.63834 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane

DETAILS

Toronto Research Chemicals - A187510

Intermediate in the preparation of antiinflammatory compounds.