1-{5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl}-2-hydroxyethan-1-one

• ChemBase ID: 133226
• Molecular Formular: C21H34O4
• Molecular Mass: 350.49226
• Monoisotopic Mass: 350.24570957
• SMILES: CC12CCC(CC1CCC1C2CCC2(C1CCC2(C(=O)CO)O)C)O
• Canonical SMILES: OCC(=O)C1(O)CCC2C1(C)CCC1C2CCC2C1(C)CCC(C2)O
• InChI: InChI=1S/C21H34O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h13-17,22-23,25H,3-12H2,1-2H3
• InChIKey: UPTAPIKFKZGAGM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl}-2-hydroxyethan-1-one
• IUPAC Traditional name: 1-{5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl}-2-hydroxyethanone
• Synonyms: 11-Deoxytetrahydrocortisol; 3α,17α,21-Trihydroxy-5β-pregnan-20-one; Tetrahydro-S; Tetrahydrocortexolone; Tetrahydrodeoxycortisol; 5β-Pregnane-3α,17α,21-triol-20-one; (3α,5β)-3,17,21-Trihydroxypregnan-20-one; 5β-Pregnane-3α,17α,21-triol-20-one; 3α,17,21-Trihydroxy-5β-pregnan-20-one; Tetrahydro S; Tetrahydro-11-deoxy-17α-hydroxycorticosterone; Tetrahydro-11-deoxycortisol; THS; Tetrahydro-11-desoxycortisol; Tetrahydro-11-deoxy Cortisol

Database IDs

• CAS Number: 68-60-0
• EC Number: 200-691-0
• MDL Number: MFCD00069490
• PubChem SID: 24898974; 162227503
• PubChem CID: 4141504

CALCULATED PROPERTIES

• Acid pKa: 12.591039
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.4222646
• LogD (pH = 7.4): 2.422262
• Log P: 2.4222648
• Molar Refractivity: 96.0089 cm^3
• Polarizability: 38.4313 Å^3
• Polar Surface Area: 77.76 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
• Storage Temperature: 2-8°C

DETAILS

Toronto Research Chemicals - T293390

A metabolite of Cortisol (H714615).

REFERENCES

• Aguilera, R., et al.: Clin. Chem., 47, 292 (2001)
• Pujos, E., et al.: Anal. Bioanal. Chem., 381, 244 (2001)
• Flenker, U., et al.: Steroids, 73, 408 (2001)