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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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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