pregnenolone

(3b)-3-hydroxypregn-5-en-20-one

CAS: 145-13-1 C21 H32 O2 MW: 316.48444000

Identification

Namepregnenolone
CAS Number145-13-1
EINECS205-647-4
FDA UNII73R90F7MQ8
Molecular FormulaC21 H32 O2
Molecular Weight316.48444000
MDL NumberMFCD00003628
Nikkaji NumberJ11.381F
Beilstein2059026
XlogP34.20 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 192.00 °C. @ 760.00 mm Hg
Boiling Point 443.26 °C. @ 760.00 mm Hg (est)
Flash Point 372.00 °F. TCC ( 188.90 °C. ) (est)
logP (o/w) 4.220
Soluble in water, 7.915 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD > 200 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryspecial dietary and nutritional additives
Recommendation for pregnenolone usage levels up tonot for fragrance use.
Recommendation for pregnenolone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13- dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone enelone 17b-(1-keto ethyl)-D5-androsten-3b-ol (3b)-3- hydroxy-pregn-5-en-20-one (3b)-3- hydroxypregn-5-en-20-one 3b- hydroxypregn-5-en-20-one natolone D5- pregnen-3b-ol-20-one pregnenolonum PubMed: Clinical Evaluation of Abiraterone in the Treatment of Metastatic Prostate Cancer. PubMed: The nuclear receptors pregnane X receptor and constitutive androstane receptor contribute to the impact of fipronil on hepatic gene expression linked to thyroid hormone metabolism. PubMed: Pregnenolone rescues schizophrenia-like behavior in dopamine transporter knockout mice. PubMed: Endocrine-disrupting effects of thioxanthone photoinitiators. PubMed: Abiraterone and other novel androgen-directed strategies for the treatment of prostate cancer: a new era of hormonal therapies is born. PubMed: Phytochemical composition and toxicity of an antioxidant extract from Pimpinella brachycarpa (Kom.) Nakai. PubMed: Endogenous steroid profiling by gas chromatography-tandem mass spectrometry and multivariate statistics for the detection of natural hormone abuse in cattle. PubMed: Development of an LC-MS/MS method to quantify sex hormones in bovine milk and influence of pregnancy in their levels. PubMed: Influence of gender, feeding regimen, and exposure duration on gene expression associated with xenobiotic metabolism in fathead minnows (Pimephales promelas). PubMed: Bisphenol A impairs follicle growth, inhibits steroidogenesis, and downregulates rate-limiting enzymes in the estradiol biosynthesis pathway. PubMed: Determination of naturally occurring progestogens in bovine milk as their oxime derivatives using high performance liquid chromatography-electrospray ionization-tandem mass spectrometry. PubMed: Effects of genistein and equol on human and rat testicular 3beta-hydroxysteroid dehydrogenase and 17beta-hydroxysteroid dehydrogenase 3 activities. PubMed: Investigation of urinary steroid metabolites in calf urine after oral and intramuscular administration of DHEA. PubMed: The effect of ovarian steroids on oxytocin-stimulated secretion and synthesis of prostaglandins in bovine myometrial cells. PubMed: Metabolomics approach to anabolic steroid urine profiling of bovines treated with prohormones. PubMed: Chrysin, a natural flavonoid enhances steroidogenesis and steroidogenic acute regulatory protein gene expression in mouse Leydig cells. PubMed: Effects of adlay (Coix lachryma-jobi L. var. ma-yuen Stapf.) hull extracts on the secretion of progesterone and estradiol in vivo and in vitro. PubMed: Intrahippocampal allopregnanolone decreases voluntary chronic alcohol consumption in non-selected rats. PubMed: Effects of crude adlay hull acetone extract on corticosterone release from rat zona fasciculata-reticularis cells. PubMed: Human adrenocarcinoma (H295R) cells for rapid in vitro determination of effects on steroidogenesis: hormone production. PubMed: Downregulation of progesterone biosynthesis in rat granulosa cells by adlay (Coix lachryma-jobi L. var. ma-yuen Stapf.) bran extracts. PubMed: The neurosteroid pregnenolone sulfate neutralized the learning impairment induced by intrahippocampal nicotine in alcohol-drinking rats. PubMed: Intrahippocampal nicotine and neurosteroids effects on the anxiety-like behaviour in voluntary and chronic alcohol-drinking rats. PubMed: Influence of progesterone, pregnenolone and 17beta-hydroxyprogesterone on the function of bovine luteal cells treated with luteinizing hormone, noradrenaline and prostaglandin E2. PubMed: Non-genomic effect of steroids on oxytocin-stimulated intracellular mobilization of calcium and on prostaglandin F2alpha and E2 secretion from bovine endometrial cells. PubMed: Differential expression and function of beacon in the rat adrenal cortex and medulla. PubMed: Nuclear receptor, pregname X receptor, is required for induction of UDP-glucuronosyltranferases in mouse liver by pregnenolone-16 alpha-carbonitrile. PubMed: A binary screening assay for pro-oestrogens in food: metabolic activation using hepatic microsomes and detection with oestrogen sensitive recombinant yeast cells. PubMed: Steroid hormone receptors and dietary ligands: a selected review. PubMed: Effects of fasting on corticosterone production by zona fasciculata-reticularis cells in ovariectomized rats. PubMed: Thiazolidinediones influence plasma steroids of male obese Zucker rats. PubMed: Decreased expression of steroidogenic acute regulatory protein: a novel mechanism participating in the leptin-induced inhibition of glucocorticoid biosynthesis. PubMed: Age, body mass index, race and other determinants of steroid hormone variability: the HERITAGE Family Study. PubMed: Mechanism of action of noradrenaline on secretion of progesterone and oxytocin by the bovine corpus luteum in vitro. PubMed: Dehydroepiandrosterone and related steroids alter 3T3-L1 preadipocyte proliferation and differentiation. PubMed: Alteration of acetaminophen metabolism by sulfate and steroids in primary monolayer hepatocyte cultures of rats and mice. PubMed: Leptin modulates the glucocorticoid-induced ovarian steroidogenesis. PubMed: Influence of sampling on steroid hormone patterns of beef from bulls and steers. PubMed: The role of GABA-A and mitochondrial diazepam-binding inhibitor receptors on the effects of neurosteroids on food intake in mice. PubMed: Differences in natural steroid hormone patterns of beef from bulls and steers. PubMed: Effect of a dopamine agonist on luteinizing hormone receptors, cyclic AMP production and steroidogenesis in rat Leydig cells. PubMed: A positive role for thymus-derived steroids in formation of the T-cell repertoire. PubMed: A colorimetric assay method for 3beta-hydroxy-delta5-steroid dehydrogenase. PubMed: Aminoglutethimide, a corticosteroid synthesis inhibitor, facilitates brain stimulation reward in food-restricted rats: an investigation of underlying mechanisms. PubMed: The hyperphagic effect of 3 alpha-hydroxylated pregnane steroids in male rats. PubMed: Androgen biosynthesis in the stomach: expression of cytochrome P450 17 alpha-hydroxylase/17,20-lyase messenger ribonucleic acid and protein, and metabolism of pregnenolone and progesterone by parietal cells of the rat gastric mucosa. PubMed: The effect of colupulone (a HOPS beta-acid) on hepatic cytochrome P-450 enzymatic activity in the rat. PubMed: Enzymatic sulfation of glycosides and their corresponding aglycones by arylsulfate sulfotransferase from a human intestinal bacterium. PubMed: Effects of feed additives and veterinary drugs on aldosterone production and release by porcine adrenal cells in vitro. PubMed: The effects of pregnenolone on acquisition and retention of a food search task. PubMed: On the origin of vertebrate-type steroids present in Locusta migratoria: do they originate from the food? PubMed: Effects of cadmium and zinc on steroid metabolism and steroid level in the sea star Asterias rubens L. PubMed: Increased permeability of the rat biliary tree by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) treatment and protection by hepatoactive agents. PubMed: Mutagens in cooked foods--metabolism and genetic toxicity.