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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

Quality Level

100

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.)

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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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
A R Tagliaferro et al.
The Journal of nutrition, 116(10), 1977-1983 (1986-10-01)
Twenty adult Sprague-Dawley outbred rats (10 male and 10 female) were fed a nonpurified diet without or containing dehydroepiandrosterone acetate (DHEA 6 g/kg diet) for 11 w. DHEA-treated animals weighed less than the controls after 6 wk and until the
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.
L Markiewicz et al.
American journal of obstetrics and gynecology, 159(2), 500-504 (1988-08-01)
Dehydroepiandrosterone sulfate significantly increased prostaglandin F2 alpha output by fragments of human secretory endometrium during the first and second 24-hour periods of incubation in Ham's F-10 medium containing 10% charcoal-treated calf bovine serum. The effects of dehydroepiandrosterone sulfate were noted
M K McIntosh et al.
The Journal of nutrition, 118(8), 1011-1017 (1988-08-01)
The interaction of rat strain and glucocorticoid status on the dehydroepiandrosterone (DHEA)-mediated decrease in response to starvation-refeeding was studied. DHEA treatment of intact starved-refed Sprague-Dawley rats resulted in significantly lower hepatic lipid and glucose-6-phosphate dehydrogenase activity than observed in non-DHEA-treated
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