Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

200

Assay

≥95% (HPLC)

form

solid

storage temp.

2-8°C

SMILES string

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@](CC3)(C(=O)[C@@H](C4)O)C)CC=C2C1)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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000204123
0000204123
0000204122
0000204122

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Qing-Feng Xie et al.
Evidence-based complementary and alternative medicine : eCAM, 2020, 8856135-8856135 (2021-01-12)
Curcumin (CUR) possesses pronounced anti-inflammatory and antioxidant activities. Generally, the clinical application of CUR is restricted due to its apparent unstability and poor absorption, and the biological activities of CUR may be closely associated with its metabolites. Tetrahydrocurcumin (THC) and
Zhen-Biao Zhang et al.
Frontiers in pharmacology, 9, 1181-1181 (2018-11-06)
Curcumin (CUR), a promising naturally occurring dietary compound, is commonly recognized as the potential anti-inflammatory agent. While the application of CUR was hampered by its low stability and poor systemic bioavailability, it has been suggested that the biological activities of

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service