| Identification | More | [Name]
17ALPHA-HYDROXYPREGNENOLONE | [CAS]
387-79-1 | [Synonyms]
17A-HYDROXYPREGENOLONE
17A-HYDROXY PREGNENOLONE
17ALPHA-HYDROXYPREGNENOLONE
17-HYDROXYPREGNENOLONE
3B 17A-DIHYDROXYPREGN-5-EN-20-ONE
3BETA,17ALPHA-DIHYDROXY-5-PREGNEN-20-ONE
3BETA,17ALPHA-DIHYDROXY-DELTA5-PREGNEN-20-ONE
3-BETA,17-DIHYDROXY-5-PREGNEN-3-ONE
5-PREGNEN-3BETA-17A-DIOL-20-ONE
5-PREGNEN-3BETA,17ALPHA-DIOL-20-ONE
5-PREGNEN-3-BETA, 17-DIOL-20-ONE
5-PREGNENE-3BETA,17ALPHA-DIOL-20-ONE
HYDROXYPREGNENOLONE, 17A-
17-dihydroxy-(3-beta)-pregn-5-en-20-on
3-beta,17-dihydroxy-pregn-5-en-20-on
3-beta,17-dihydroxypregn-5-en-20-one
3-beta,17-alpha-dihydroxypregn-5-en-20-one
Hydroxypregnenolone
17ALPHA-LPHA-HYDROXYPREGNENOLONE 3H ASSAY ASSAY CHARACTERISTICS
17ALPHA-LPHA-HYDROXYPREGNENOLONE (1,2-3 H) | [EINECS(EC#)]
206-862-6 | [Molecular Formula]
C21H32O3 | [MDL Number]
MFCD00021129 | [Molecular Weight]
332.48 | [MOL File]
387-79-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
273℃ | [Fp ]
9℃ | [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly, Heated, Sonicated) | [Boiling point ]
478.4±45.0 °C(Predicted) | [density ]
1.15±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
13.02±0.70(Predicted) | [color ]
White to Off-White | [Major Application]
clinical testing
clinical testing | [InChI]
InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21-/m0/s1 | [InChIKey]
JERGUCIJOXJXHF-TVWVXWENSA-N | [SMILES]
C[C@]12CC[C@]3([H])[C@]4(CC[C@@H](CC4=CC[C@@]3([H])[C@]1([H])CC[C@]2(O)C(=O)C)O)C | [CAS DataBase Reference]
387-79-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
F,T | [Risk Statements ]
11-23/24/25-39/23/24/25 | [Safety Statements ]
7-16-36/37-45 | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol | [WGK Germany ]
3
| [RTECS ]
TU5548000
| [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Flam. Liq. 2
STOT SE 1 |
| Hazard Information | Back Directory | [Description]
17α-hydroxy Pregnenolone is a metabolite of pregnenolone (Item No. 19864) and a precursor in the biosynthesis of dehydroepiandrosterone (DHEA; Item No. 15728).1 It is formed from pregnenolone by cytochrome P450 (CYP) isoform CYP17A1 hydroxylase activity and then converted to dehydroepiandrosterone by CYP17A1-mediated 17,20-lyase activity. Plasma levels of 17α-hydroxy pregnenolone are elevated in patients with type II 3β-hydroxysteroid dehydrogenase deficiency, a form of congenital adrenal hyperplasia.2 | [Uses]
17α-hydroxypregnenolone has been used as a substrate for the enzyme 3β‐hydroxysteroid dehydrogenase (3β‐HSD) expressed in COS1 cells. | [General Description]
17α-hydroxypregnenolone is a derived from pregnenolone. | [Biochem/physiol Actions]
17α-hydroxypregnenolone acts as a precursor for cortisol and sex steroids. | [IC 50]
Human Endogenous Metabolite | [storage]
Store at -20°C | [References]
[1] ELYSE M PETRUNAK. Structures of human steroidogenic cytochrome P450 17A1 with substrates.[J]. The Journal of Biological Chemistry, 2014, 289 47: 32952-32964. DOI: 10.1074/jbc.m114.610998
[2] JEAN FIET . Plasma 17-OH pregnenolone: comparison of a time-resolved fluoroimmunoassay using a new tracer 17-OH pregnenolone-3-oxyacetyl-biotine with a radioimmunoassay using 125I 17-OH pregnenolone-3-hemisuccinate-histamine[J]. Steroids, 2001, 66 2: Pages 81-86. DOI: 10.1016/s0039-128x(00)00207-5 |
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Sigma-Aldrich
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