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128-23-4,MFCD00069476
Catalog No.:AA000XL8

128-23-4 | Pregnane-3,20-dione, (5β)-

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100mg
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500mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000XL8
Chemical Name:
Pregnane-3,20-dione, (5β)-
CAS Number:
128-23-4
Molecular Formula:
C21H32O2
Molecular Weight:
316.4776
MDL Number:
MFCD00069476
SMILES:
O=C1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
NSC Number:
82868
Properties
Computed Properties
 
Complexity:
538  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
4.4  

Literature

Title: The VEP1 gene (At4g24220) encodes a short-chain dehydrogenase/reductase with 3-oxo-Delta4,5-steroid 5beta-reductase activity in Arabidopsis thaliana L.

Journal: Biochimie 20090401

Title: Metabolism of neuroactive steroids in day-old chick brain.

Journal: Journal of neurochemistry 20090401

Title: Measurement of ring A-reduced progesterone metabolites by enzyme-linked immunoassay with colorimetric detection: baseline levels of six metabolites, including pregnanolone, in male rat plasma.

Journal: Analytical chemistry 20090201

Title: Insights into ligand-elicited activation of human constitutive androstane receptor based on novel agonists and three-dimensional quantitative structure-activity relationship.

Journal: Journal of medicinal chemistry 20081127

Title: Antinociceptive profile of ring A-reduced progesterone metabolites in the formalin test.

Journal: Pain 20080831

Title: The crystal structure of human Delta4-3-ketosteroid 5beta-reductase defines the functional role of the residues of the catalytic tetrad in the steroid double bond reduction mechanism.

Journal: Biochemistry 20080812

Title: The crystal structure of progesterone 5beta-reductase from Digitalis lanata defines a novel class of short chain dehydrogenases/reductases.

Journal: The Journal of biological chemistry 20080620

Title: Regulation of vascular tone during pregnancy: a novel role for the pregnane X receptor.

Journal: Hypertension (Dallas, Tex. : 1979) 20070201

Title: In silico prediction of pregnane X receptor activators by machine learning approaches.

Journal: Molecular pharmacology 20070101

Title: Circulating levels of pregnanolone isomers during the third trimester of human pregnancy.

Journal: The Journal of steroid biochemistry and molecular biology 20070101

Title: Influence of mirtazapine on plasma concentrations of neuroactive steroids in major depression and on 3alpha-hydroxysteroid dehydrogenase activity.

Journal: Molecular psychiatry 20060301

Title: Crystallization and preliminary crystallographic analysis of selenomethionine-labelled progesterone 5beta-reductase from Digitalis lanata Ehrh.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications 20060301

Title: Molecular cloning and heterologous expression of progesterone 5beta-reductase from Digitalis lanata Ehrh.

Journal: Phytochemistry 20060201

Title: 3alpha-reduced neuroactive steroids and their precursors during pregnancy and the postpartum period.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20051101

Title: 5 Beta-dihydroprogesterone and steroid 5 beta-reductase decrease in association with human parturition at term.

Journal: Molecular human reproduction 20050701

Title: Plasma concentrations of neuroactive steroids before and after electroconvulsive therapy in major depression.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20050601

Title: Metabolites of progesterone and the pregnane X receptor: a novel pathway regulating uterine contractility in pregnancy?

Journal: American journal of obstetrics and gynecology 20050401

Title: Oestrogen and testosterone modulate the firing activity of dorsal raphe nucleus serotonergic neurones in both male and female rats.

Journal: Journal of neuroendocrinology 20050301

Title: A PXR reporter gene assay in a stable cell culture system: CYP3A4 and CYP2B6 induction by pesticides.

Journal: Biochemical pharmacology 20041215

Title: Insight into the mechanism of action of neuroactive steroids.

Journal: Molecular pharmacology 20040701

Title: Modulation of the firing activity of female dorsal raphe nucleus serotonergic neurons by neuroactive steroids.

Journal: The Journal of endocrinology 20040701

Title: Identification of 3beta,5beta-tetrahydroprogesterone, a progesterone metabolite, and its stimulatory action on preoptic neurons in the avian brain.

Journal: Brain research 20040508

Title: Molecular determinants of steroid inhibition for the mouse constitutive androstane receptor.

Journal: Journal of medicinal chemistry 20031023

Title: Specificity of human alcohol dehydrogenase 1C*2 (gamma2gamma2) for steroids and simulation of the uncompetitive inhibition of ethanol metabolism.

Journal: Chemico-biological interactions 20030201

Title: The nuclear pregnane X receptor: a key regulator of xenobiotic metabolism.

Journal: Endocrine reviews 20021001

Title: Nuclear receptor response elements mediate induction of intestinal MDR1 by rifampin.

Journal: The Journal of biological chemistry 20010504

Title: Developmental changes in progesterone biosynthesis and metabolism in the quail brain.

Journal: Brain research 20010413

Title: Orphan nuclear receptors constitutive androstane receptor and pregnane X receptor share xenobiotic and steroid ligands.

Journal: The Journal of biological chemistry 20000519

Title: The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution.

Journal: Molecular endocrinology (Baltimore, Md.) 20000101

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