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390089

Sigma-Aldrich

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
EC Number:
212-714-1
MDL number:
MFCD00021119
UNSPSC Code:
12352108
PubChem Substance ID:
24864315
NACRES:
NA.22

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

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

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

InChI key

NCMZQTLCXHGLOK-ZKHIMWLXSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC1708V
MKBC1708
MKAA0715
05009DJ
01011CZ

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H Shinohara et al.
Experientia, 36(11), 1329-1330 (1980-11-15)
Degeneration of ovarian oocytes occurred to a remarkable extent in rats with polycystic ovaries induced by dehydroepiandrosterone acetate (DHA-Ac) administration. The ratio of degeneration oocytes, compared with the total oocytes examined, finally exceeded 70%.
B Leighton et al.
The Journal of nutrition, 117(7), 1287-1290 (1987-07-01)
The present study is a follow-up to the report that dehydroepiandrosterone (DHEA) acetate treatment in rats stimulated metabolic heat production and suppressed serum triglycerides, adiposity and weight gain without affecting food intake. Activities of peroxisomal fatty acyl-coenzyme (CoA) oxidase and
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
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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