17ALPHA-HYDROXYPREGNENOLONE manufacturers
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| | 17ALPHA-HYDROXYPREGNENOLONE Basic information |
| Product Name: | 17ALPHA-HYDROXYPREGNENOLONE | | Synonyms: | 17alpha-Hydroxy;(3b)-3,17-dihydroxy-Pregn-5-en-20-one;17a-Hydroxypregnolone;17ALPHA-LPHA-HYDROXYPREGNENOLONE;5-Pregnen-3b,17-dihydroxy-3-one;3β,17α-Dihydroxy-5-pregnen-20-one, 5-Pregnene-3β,17α-diol-20-one;17-OH PREG;17-OH Pregnenolone | | CAS: | 387-79-1 | | MF: | C21H32O3 | | MW: | 332.48 | | EINECS: | 206-862-6 | | Product Categories: | Steroids | | Mol File: | 387-79-1.mol |  |
| | 17ALPHA-HYDROXYPREGNENOLONE Chemical Properties |
| Melting point | 273℃ | | Fp | 9℃ | | storage temp. | -20°C | | solubility | Chloroform (Slightly), DMSO (Slightly, Heated, Sonicated) | | pKa | 13.02±0.70(Predicted) | | Boiling point | 478.4±45.0 °C(Predicted) | | density | 1.15±0.1 g/cm3(Predicted) | | form | Solid | | 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) |
| 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 |
| | 17ALPHA-HYDROXYPREGNENOLONE Usage And Synthesis |
| Description | 17α-hydroxy Pregnenolone is a metabolite of pregnenolone and a precursor in the biosynthesis of dehydroepiandrosterone (DHEA; ). 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. | | 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 | | 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 |
| | 17ALPHA-HYDROXYPREGNENOLONE Preparation Products And Raw materials |
| Raw materials | Androst-5-ene-17-carbonitrile, 3-(acetyloxy)-17-hydroxy-, (3β,17α)- (9CI)-->Pregn-5-en-20-one, 3-(acetyloxy)-16-bromo-17-hydroxy-, (3β)- (9CI)-->Pregn-5-en-20-one, 17-hydroperoxy-3-hydroxy-, (3β)- (9CI)-->Pregn-5-en-20-one,16-bromo-3,17-dihydroxy-, (3b,16b)- (9CI)-->3-beta,17-alpha-dihydroxypregn-5-en-20-one 3-acetate-->16,17-Epoxypregnenolone-->3,17-DIHYDROXY-PREGNA-3,5-DIEN-20-ONE DIACETATE-->17-ACETOXYPREGNENOLONE-->16-Dehydropregnenolone acetate-->Pregnenolone-->17α-Hydroxyprogesterone | | Preparation Products | (3S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-3-sulfooxy-1-->Dehydroepiandrosterone |
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