(1S,2S,5R,7R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-17-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl acetate

• ChemBase ID: 178324
• Molecular Formular: C23H34O6
• Molecular Mass: 406.51246
• Monoisotopic Mass: 406.23553881
• SMILES: C1[C@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=O)([C@](CC2)(C(=O)CO)O)C)C)OC(=O)C
• Canonical SMILES: OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@H](C2)OC(=O)C
• InChI: InChI=1S/C23H34O6/c1-13(25)29-15-6-8-21(2)14(10-15)4-5-16-17-7-9-23(28,19(27)12-24)22(17,3)11-18(26)20(16)21/h14-17,20,24,28H,4-12H2,1-3H3/t14-,15-,16+,17+,20-,21+,22+,23+/m1/s1
• InChIKey: BKVRCCPOLGHPGO-LLTWYMBTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,7R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-17-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl acetate
• IUPAC Traditional name: (1S,2S,5R,7R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-17-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl acetate
• Synonyms: (3β,5β)-3,17,21-Trihydroxypregnane-11,20-dione 3-Acetate; 3β,17,21-Trihydroxy-5β-pregnan-11,20-dione 3-Acetate; 5β-Pregnan-3β,17α,21-triol-11,20-dione 3-Acetate; 3β-Acetyloxy-17α,21-dihydroxy-5β-pregnane-11,20-dione; 3β,5β-Tetrahydro Cortisone 3-Acetate

Database IDs

• PubChem SID: 164234234
• PubChem CID: 71752439

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.9401368
• Log P: 1.9401397
• Molar Refractivity: 105.8277 cm^3
• Polarizability: 42.377552 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 12.576202
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.9401397

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - T293320

Cortisone (C696500) derivative.