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

• ChemBase ID: 178319
• Molecular Formular: C21H34O3
• Molecular Mass: 334.49286
• Monoisotopic Mass: 334.25079495
• SMILES: C1[C@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)C(=O)CO)C)C)O
• Canonical SMILES: OCC(=O)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@H](C2)O
• InChI: InChI=1S/C21H34O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13-18,22-23H,3-12H2,1-2H3/t13-,14-,15+,16+,17+,18-,20+,21+/m1/s1
• InChIKey: CYKYBWRSLLXBOW-DATPGIFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-1-[(1S,2S,5R,7R,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]ethan-1-one
• IUPAC Traditional name: 2-hydroxy-1-[(1S,2S,5R,7R,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]ethanone
• Synonyms: (3α,5β)-3,21-Dihydroxypregnan-20-one-d5; α,21-Dihydroxy-5β-pregnan-20-one-d5; ,11-Deoxytetrahydrocorticosterone-d5; Deoxytetrahydrocorticosterone-d5; 21-Hydroxypregnanolone-d5; 3α,21-Dihydroxy-5β-pregnan-20-one-d5; 3α,5β-Tetrahydrodeoxycorticosterone-d5; 5β-Pregnan-3α,21-diol-20-one-d5; 5β-Pregnane-3α,21-diol-20-one-d5; Tetrahydro DOC-d5; Tetrahydrodeoxycorticosterone-d5; Tetrahydro 11-Deoxycorticosterone-d5

Database IDs

• PubChem SID: 164234229
• PubChem CID: 71752434

CALCULATED PROPERTIES

• Acid pKa: 13.864726
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.16969
• LogD (pH = 7.4): 3.1696897
• Log P: 3.16969
• Molar Refractivity: 94.6089 cm^3
• Polarizability: 37.801956 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T293272

Labelled Tetrahydro 11-Deoxycorticosterone (T293270). Tetrahydro 11-Deoxycorticosterone is a metabolite of 11-Deoxycorticosterone (DOC) (D232590).

REFERENCES

• Fedele, E., et al.: J. Neurochem., 75, 782 (2000)
• Adkins, C., et al.: J. Biol. Chem., 276, 38934 (2000)
• Erceg, S., et al.: Brain Res., 1036, 115 (2000)