H5752
17α-羟基孕酮
synthetic (organic), ≥95%, cortisol precursor, powder
别名:
17α-羟基孕甾-4-烯-3,20-二酮, 17α-羟基黄体酮
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关于此项目
经验公式（希尔记法）:
C21H30O3
化学文摘社编号:
分子量:
330.46
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
200-699-4
MDL number:
Beilstein/REAXYS Number:
3218109
产品名称
17α-羟基孕酮, ≥95%
InChI key
DBPWSSGDRRHUNT-CEGNMAFCSA-N
InChI
1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
SMILES string
[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]4(C)[C@@]2([H])CC[C@]4(O)C(C)=O
biological source
synthetic (organic)
sterility
non-sterile
assay
≥95%
form
powder
solubility
chloroform: 50 mg/mL, clear, colorless to light yellow
shipped in
ambient
storage temp.
room temp
Quality Level
Gene Information
human ... PGR(5241), SERPINA6(866)
rat ... Ar(24208)
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Application
17α-Hydroxyprogesterone has been used:
- for titration against ovarian S9 protein in thin-layer chromatography
- as a substrate for hydroxysteroid dehydrogenase from B. megaterium cultures
- as a cortisone analog to test its effect on voltage-dependent potassium channels (Kv1)
Biochem/physiol Actions
17α-Hydroxyprogesterone (17OHP) is converted to 11-deoxycortisol in the presence of enzyme 21-hydroxylase. Deficiency of 21-hydroxylase results in the accumulation of 17OHP. High levels of 17OHP are observed in congenital adrenal hyperplasia (CAH).
General description
17α-Hydroxyprogesterone (17OHP) is a cortisol precursor and is synthesized from progesterone by the action of enzyme 17α-hydroxylase. 17OHP is a poor ligand for the nuclear progesterone receptor and an antagonist for mineralocorticoid receptor.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 2 - Repr. 1B
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
法规信息
涉药品监管产品
此项目有
Influence of 17-hydroxyprogesterone, progesterone and sex steroids on mineralocorticoid receptor transactivation in congenital adrenal hyperplasia
Mooij CF, et al.
Hormone Research in p?diatrics, 83(6) (2015)
Steroid biosynthetic enzyme activities in leachate-exposed female perch (Perca fluviatilis) as biomarkers for endocrine disruption
Linderoth M, et al.
The Science of the Total Environment, 366(2-3) (2006)
Potentiation of the Kv1 family K+ channel by cortisone analogues
Pan Y, et al.
ACS Chemical Biology, 7(10) (2012)
Genetic engineering of Bacillus megaterium for high-yield production of the major teleost progestogens 17alpha, 20beta-di-and 17alpha, 20beta, 21alpha-trihydroxy-4-pregnen-3-one
Gerber A, et al.
Metabolic engineering, 36 (2016)
Non-genomic progesterone actions in female reproduction
Gellersen B, et al.
Human Reproduction Update, 15(1) (2009)
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