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)
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.
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).
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
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)
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)
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)
Valérie Leroy et al.
Journal of the American Society of Nephrology : JASN, 20(1), 131-144 (2008-11-07)
Besides its classical effects on salt homeostasis in renal epithelial cells, aldosterone promotes inflammation and fibrosis and modulates cell proliferation. The proinflammatory transcription factor NF-kappaB has been implicated in cell proliferation, apoptosis, and regulation of transepithelial sodium transport. The effect
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