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

• ChemBase ID: 133458
• Molecular Formular: C21H30O5
• Molecular Mass: 362.4599
• Monoisotopic Mass: 362.20932406
• SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CC[C@@]2([C@@H](CO)O)O)C
• Canonical SMILES: OC[C@H]([C@@]1(O)CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)O
• InChI: InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,17-18,22,25-26H,3-8,10-11H2,1-2H3/t14-,15-,17+,18+,19-,20-,21-/m0/s1
• InChIKey: XBIDABJJGYNJTK-GNIMZFFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14R,15S)-14-[(1R)-1,2-dihydroxyethyl]-14-hydroxy-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-[(1R)-1,2-dihydroxyethyl]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,17-dione
• Synonyms: 17α,20β,21-Trihydroxy-4-pregnene-3,11-dione; 20β-Dihydrocortisone; Reichstein’s substance U; 4-Pregnene-17α,20β,21-triol-3,11-dione

Database IDs

• CAS Number: 116-59-6
• PubChem SID: 162227735
• PubChem CID: 13367714

CALCULATED PROPERTIES

• Acid pKa: 12.990163
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.0455045
• LogD (pH = 7.4): 1.0455034
• Log P: 1.0455046
• Molar Refractivity: 97.2415 cm^3
• Polarizability: 38.28427 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter