1-[(2S,5R,7R,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyl(4,4,5,6,6-2H5)tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2-hydroxyethan-1-one

• ChemBase ID: 178333
• Molecular Formular: C21H34O4
• Molecular Mass: 350.49226
• Monoisotopic Mass: 350.24570957
• SMILES: C1[C@H](C[C@@H]2[C@](C1)(C1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(C(=O)CO)O)C)C)O
• Canonical SMILES: OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CCC1[C@H]2CC[C@H]2[C@]1(C)CC[C@H](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/t13-,14-,15-,16?,17+,19+,20+,21+/m1/s1
• InChIKey: UPTAPIKFKZGAGM-KVHMPRSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,5R,7R,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-hydroxyethan-1-one
• IUPAC Traditional name: 1-[(2S,5R,7R,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-hydroxyethanone
• Synonyms: 5β-Pregnane-3α,17α,21-triol-20-one-d5; 11-Deoxytetrahydrocortisol-d5; 3α,17,21-Trihydroxy-5β-pregnan-20-one-d5; Tetrahydro S-d5; Tetrahydro-11-deoxy-17α-hydroxycorticosterone-d5; Tetrahydro-11-deoxycortisol-d5; THS-d5; Tetrahydro-11-desoxycortisol-d5; Tetrahydrocortexolone-d5; Tetrahydrodeoxycortisol-d5; Tetrahydro-11-deoxy Cortisol-d5; (3α,5β)-3,17,21-Trihydroxypregnan-20-one-d5

Database IDs

• PubChem SID: 164234243
• PubChem CID: 71752448

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

DETAILS

Toronto Research Chemicals - T293392

A labelled 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)