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H2898

Sigma-Aldrich

6β-Hydroxytestosterone

≥97% (HPLC)

Synonyme(s) :

4-Androstene-6β,17β-diol-3-one, 6β, 17β,-Dihydroxyandrost-4-en-3-one

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About This Item

Formule empirique (notation de Hill):
C19H28O3
Numéro CAS:
62-99-7
Poids moléculaire :
304.42
Numéro MDL:
MFCD00171612
Code UNSPSC :
12352200
ID de substance PubChem :
24895541
Nomenclature NACRES :
NA.77

Stérilité

non-sterile

Pureté

≥97% (HPLC)

Forme

powder

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Solubilité

methanol: 50 mg/mL, clear, colorless

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O

InChI

1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1

Clé InChI

XSEGWEUVSZRCBC-ZVBLRVHNSA-N

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Application

6β-Hydroxytestosterone has been used as a standard in high-performance liquid chromatography (HPLC) analysis to measure testosterone 6 β -hydroxylase activity in rat liver microsomes, and measure cytochrome P450 3A (CYP3A) activity in the intestinal spheroid model.

Actions biochimiques/physiologiques

6β-Hydroxytestosterone is a metabolite generated by brain testosterone cytochrome P450 1B1 (CYP1B1). It may elicit angiotensin II-induced neurogenic hypertension and inflammation in male mice.
6β-Hydroxytestosterone is a CYP3A4 metabolite; androgenic.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H351,H360

Classification des risques

Carc. 2 - Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Laura M Langan et al.
Frontiers in pharmacology, 9, 947-947 (2018-09-07)
Compared to two-dimensional (2D) cell culture, cellular aggregates or spheroids (3D) offer a more appropriate alternative in vitro system where individual cell-cell communication and micro-environment more closely represent the in vivo organ; yet we understand little of the physiological conditions
Purnima Singh et al.
Hypertension (Dallas, Tex. : 1979), 76(3), 1006-1018 (2020-08-07)
Previously, we showed that peripheral administration of 6β-hydroxytestosterone, a CYP1B1 (cytochrome P450 1B1)-generated metabolite of testosterone, promotes angiotensin II-induced hypertension in male mice. However, the site of action and the underlying mechanism by which 6β-hydroxytestosterone contributes to angiotensin II-induced hypertension
Yong Liu et al.
Biological & pharmaceutical bulletin, 27(10), 1555-1560 (2004-10-07)
The intestinal bacterial metabolites of ginsenosides are responsible for the main pharmacological activities of ginseng. The purpose of this study was to find whether these metabolites influence hepatic metabolic enzymes and to predict the potential for ginseng-prescription drug interactions. Utilizing
Annalise Di Marco et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(3), 349-358 (2004-12-21)
A rapid and sensitive radiometric assay for assessing the potential of drugs to inhibit cytochrome P450 (P450) 3A4/5 in human liver microsomes is described. In contrast to the conventional testosterone 6beta-hydroxylation assay, the new method does not require high-performance liquid
Zhen Lou et al.
The Journal of steroid biochemistry and molecular biology, 82(4-5), 413-424 (2003-02-19)
Intestinal or hepatic microsomes from channel catfish converted [4-14C]-testosterone to three major metabolites: 6 beta-hydroxytestosterone, androstenedione and a third metabolite. Formation of the unknown metabolite required NADPH as cofactor. When incubated with 200 microM testosterone, the rate of formation of
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