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A7755

Sigma-Aldrich

5α-Androstane-3α,17β-diol

Synonym(s):

3α,17β-Dihydroxy-5α-androstane, Dihydroandrosterone

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About This Item

Empirical Formula (Hill Notation):
C19H32O2
CAS Number:
1852-53-5
Molecular Weight:
292.46
EC Number:
217-447-4
MDL number:
MFCD00003676
UNSPSC Code:
51111800
PubChem Substance ID:
24278236
NACRES:
NA.77

Assay

≥98% (TLC)

Quality Level

200

form

powder

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

toxicology assay: suitable

solubility

methanol: 19.60-20.40 mg/mL, clear, colorless

storage temp.

room temp

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2

InChI

1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17-,18-,19-/m0/s1

InChI key

CBMYJHIOYJEBSB-KHOSGYARSA-N

Gene Information

rat ... Ar(24208)

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Application

5α-Androstane-3α,17β-diol (dihydroandrosterone) is a testosterone metabolite. Dihyroandrosterone inhibited the cell growth of seven cancer cell lines while showing weak toxicity on normal cell lines.

Biochem/physiol Actions

Dihydroandrosterone is a testosterone metabolite; affects sperm maturation and survival.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360FD

Precautionary Statements

P201 - P308 + P313

Hazard Classifications

Carc. 2 - Repr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

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D H Garnier et al.
General and comparative endocrinology, 116(2), 281-290 (1999-11-24)
Concentrations of testosterone, progesterone, Delta4-androstenedione, dihydrotestosterone, 11-ketotestosterone, estrone, estradiol-17beta, 5alpha-androstane, 3alpha, 17beta-diol, and 17alpha-hydroxy, 20beta-dihydroprogesterone were determined by radioimmunoassays in the blood plasma and testicular homogenates of Scyliorhinus canicula. Samples were collected almost every month for 27 months. The weights
Cheryl A Frye
Pharmacology, biochemistry, and behavior, 86(2), 354-367 (2006-11-23)
The abuse of anabolic-androgenic steroids (AS) is a growing problem; however, the effects and mechanisms underlying their addictive effects are not well understood. Research findings regarding androgen abuse in people and hedonic effects of androgens in laboratory rats are reviewed.
17α-ethynyl-5α-androstane-3α, 17β-diol treatment of MNU-induced mammary cancer in rats
Ahlem, C., et al.
International Journal of Breast Cancer, doi: 10-doi: 10 (2011)
R S Rittmaster et al.
The Journal of clinical endocrinology and metabolism, 76(4), 977-982 (1993-04-01)
Androstanediol glucuronide (Adiol G) has been reported to be a marker of peripheral androgen metabolism and action. It consists of two isomers, Adiol 3-G and Adiol 17-G. Adiol G is formed from unconjugated precursors by the enzyme glucuronyl transferase. To
B Eckstein et al.
Biochimica et biophysica acta, 627(2), 165-171 (1980-01-17)
Serum testosterone levels are elevated prior to the lutropin surge, and decline abruptly following the release of endogenous lutropin. To investigate this phenomenon, the activity of 17 beta-hydroxysteroid dehydrogenase, the enzyme directly related to testosterone production from androstenedione, was measured.
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