(14R)-8,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 134314
• Molecular Formular: C21H30O6
• Molecular Mass: 378.4593
• Monoisotopic Mass: 378.20423868
• SMILES: CC12CCC(=O)C=C1C(CC1C2C(CC2(C1CC[C@@]2(C(=O)CO)O)C)O)O
• Canonical SMILES: OCC(=O)[C@@]1(O)CCC2C1(C)CC(O)C1C2CC(C2=CC(=O)CCC12C)O
• InChI: InChI=1S/C21H30O6/c1-19-5-3-11(23)7-14(19)15(24)8-12-13-4-6-21(27,17(26)10-22)20(13,2)9-16(25)18(12)19/h7,12-13,15-16,18,22,24-25,27H,3-6,8-10H2,1-2H3/t12?,13?,15?,16?,18?,19?,20?,21-/m0/s1
• InChIKey: GNFTWPCIRXSCQF-JFQOUMBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (14R)-8,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (14R)-8,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: 4-Pregnene-6,11β,17,21-tetrol-3,20-dione; 6β-Hydroxycortisol

Database IDs

• CAS Number: 3078-34-0
• MDL Number: MFCD00200405
• PubChem SID: 162228591; 24895777
• PubChem CID: 16219485

CALCULATED PROPERTIES

• Acid pKa: 12.579997
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.044355333
• LogD (pH = 7.4): 0.0443525
• Log P: 0.044355366
• Molar Refractivity: 98.9155 cm^3
• Polarizability: 38.936703 Å^3
• Polar Surface Area: 115.06 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

Product Information

• Purity: ≥98%

DETAILS

Sigma Aldrich - H6904

Biochem/physiol Actions
6β-Hydroxycortisol is a metabolite of cortisol.