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Merck
CN

SMB01374

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
NACRES:
NA.21

Key Documents

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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

Related Categories

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

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000195313
0000195313
0000204123
0000204123
0000204122

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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
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

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