(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-3-methoxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,17-dione

• ChemBase ID: 172919
• Molecular Formular: C22H30O6
• Molecular Mass: 390.47
• Monoisotopic Mass: 390.20423868
• SMILES: C1C(=O)C=C2[C@](C1OC)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=O)([C@](CC2)(C(=O)CO)O)C)C
• Canonical SMILES: COC1CC(=O)C=C2[C@@]1(C)[C@H]1C(=O)C[C@]3([C@H]([C@@H]1CC2)CC[C@]3(O)C(=O)CO)C
• InChI: InChI=1S/C22H30O6/c1-20-10-16(25)19-14(15(20)6-7-22(20,27)17(26)11-23)5-4-12-8-13(24)9-18(28-3)21(12,19)2/h8,14-15,18-19,23,27H,4-7,9-11H2,1-3H3/t14-,15-,18?,19+,20-,21+,22-/m0/s1
• InChIKey: FAQGBYKPMJZRNY-KGLWFJQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-3-methoxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,17-dione
• IUPAC Traditional name: (1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-3-methoxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,17-dione
• Synonyms: 1-Methoxy-17,21-dihydroxy-pregn-4-ene-3,11,20-trione; (α/β)-1-Methoxy Cortisone

Database IDs

• PubChem SID: 164228829
• PubChem CID: 71750067

CALCULATED PROPERTIES

• Acid pKa: 12.576201
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.2289035
• LogD (pH = 7.4): 1.2289007
• Log P: 1.2289035
• Molar Refractivity: 102.5875 cm^3
• Polarizability: 40.297752 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M262200

Cortisone derivative. Glucocorticoid, anti-inflammatory agent.