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SMB01374

Sigma-Aldrich

16α-Hydroxydehydroepiandrosterone

≥95% (HPLC)

Synonym(s):

(3β,16α)-3,16-Dihydroxyandrost-5-en-17-one, 16α-Hydroxy-DHEA, 16α-OH-DHEA, 16OH-DHEA, 16alpha-Hydroxy-DHEA, 16alpha-Hydroxydehydroepiandrosterone, 16alpha-OH-DHEA, 3,16-Dihydroxyandrost-5-en-17-one, 5-Androsten-3β,16α-diol-17-one, Androst-5-ene-3β-16α-diol-17-one

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About This Item

Empirical Formula (Hill Notation):
C19H28O3
CAS Number:
1232-73-1
Molecular Weight:
304.42
MDL number:
MFCD00056396
UNSPSC Code:
12352211
UNSPSC Code:
51182012
NACRES:
NA.21

biological source

synthetic

Quality Level

200

assay

≥95% (HPLC)

form

solid

storage temp.

2-8°C

InChI

1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-16,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,18-,19-/m0/s1

InChI key

QQIVKFZWLZJXJT-DNKQKWOHSA-N

Application

16α-Hydroxydehydroepiandrosterone (16OH-DHEA) is a metabolite of the endogenous steroid hormone dehydroepiandrosterone (DHEA). It is formed upon 16-hydroxylation by the cytochrome P450 (CYP) enzyme CYP3A4 and fetal/neonatal form CYP3A7. 16OH-DHEA is the precursor of fetal 16alpha-hydroxylated estrogens, the main phenolic steroids in pregnancy. Their serum levels are used as biochemical markers of the well being of the fetus. In adults, increased levels of 16-hydroxylated estrogens are thought to correlate with the risk of cancer and some systemic autoimmune diseases.

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WGK 3

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