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Merck
CN

D4500

Dehydroisoandrosterone 3-acetate

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:
Molecular Weight:
330.46
EC Number:
212-714-1
UNSPSC Code:
41116107
MDL number:
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drug control

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

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

168-170 °C (lit.)

format

neat

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

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

13 - Non 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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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
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%.
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
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
H Shinohara
Experientia, 37(12), 1353-1354 (1981-12-15)
Fragmentation of oocytes was induced in the ovary, via ovulation suppression, by administration of dehydroepiandrosterone acetate (DHA-Ac) to mature cycling rats. The maximal fragmentation ratio, 15.0 +/- 3.2%, was obtained by 10 mg/100 g b.wt/day for 7-day administration of DHA-Ac.

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