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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
Thomas M Polasek et al.
European journal of clinical pharmacology, 62(3), 203-208 (2006-01-18)
Macrolide antibiotics are mechanism-based inactivators of CYP3A enzymes that exhibit varying degrees of inhibitory potency. Our aim was to predict quantitatively the drug-drug interaction (DDI) potential of five macrolides from in vitro studies using testosterone as the CYP3A substrate, and
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
Dan A Rock et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(12), 2410-2413 (2008-09-04)
Cytochrome P450 (P450) reaction phenotyping is a key process toward accurately determining the contribution of different P450s to the metabolism of new chemical entities. The significance of P450s to drug disposition has led to the identification of selective chemical and
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