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Merck
CN

390089

Dehydroisoandrosterone 3-acetate

97%

Synonym(s):

3-β-Acetoxy-5-androsten-17-one, Prasterone acetate

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About This Item

Empirical Formula (Hill Notation):
C21H30O3
CAS Number:
853-23-6
Molecular Weight:
330.46
NACRES:
NA.22
PubChem Substance ID:
24864315
UNSPSC Code:
12352108
EC Number:
212-714-1
MDL number:
MFCD00021119
Assay:
97%
Form:
solid

Key Documents

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InChI key

NCMZQTLCXHGLOK-ZKHIMWLXSA-N

InChI

1S/C21H30O3/c1-13(22)24-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(23)21(17,3)11-9-18(16)20/h4,15-18H,5-12H2,1-3H3/t15-,16-,17-,18-,20-,21-/m0/s1

SMILES string

CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CCC4=O)[C@@H]3CC=C2C1

assay

97%

form

solid

optical activity

[α]20/D +2.4°, c = 2 in ethanol

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

168-170 °C (lit.)

functional group

ester, ketone

Quality Level

100

Related Categories

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC1708V
MKBC1708
MKAA0715
05009DJ
01011CZ

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D C Cumming
Cleveland Clinic journal of medicine, 57(2), 161-166 (1990-03-01)
The effects of estrogenic steroid hormones in women are apparent, but the circulating androgen levels are much higher. Compared with serum estrone and estradiol levels, circulating testosterone levels are five to 10 times higher, androstenedione levels 30 times higher, dehydroepiandrosterone
M A Graf et al.
Fertility and sterility, 59(4), 761-767 (1993-04-01)
To elucidate changes in gonadotropin secretion pattern in patients with hyperandrogenemic chronic anovulation of various origins. Hyperandrogenemic patients (n = 32), divided into subgroups according to certain clinical and biochemical criteria, and a control group (n = 9) of regularly
Y Shimomura et al.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme, 19(7), 295-299 (1987-07-01)
Adrenalectomy in young obese (ob/ob) and the diabetic (db/db) mouse slowed body weight gain. Treatment of adrenalectomized ob/ob mice with cortisone or deoxycorticosterone acetate (DOCA) significantly increased weight gain in a dose-related manner. Cortisone had no effect on weight gain
H Goto et al.
Experimental animals, 47(4), 257-260 (1999-03-06)
Preventive effects of dehydroepiandrosteone acetate (DHEA-A) and clofibrate (positive control substance) on the fatty liver induced by orotic acid (OA) were examined on the male Sprague-Dawley rats fed a high sucrose based diet containing 1% OA and this diet further
Vânia M A Moreira et al.
Steroids, 72(14), 939-948 (2007-09-22)
A series of novel 1H- and 2H-indazole derivatives of the commercially available dehydroepiandrosterone acetate have been synthesized and tested for inhibition of human cytochrome 17alpha-hydroxylase-C(17,20)-lyase (CYP17), androgen receptor (AR) binding affinity, and cytotoxic potential against three prostate cancer (PC) cell
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