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Category:special dietary and nutritional additives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 192.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 443.26 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 372.00 °F. TCC ( 188.90 °C. ) (est)
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| logP (o/w): | 4.220 |
| Soluble in: |
| | water, 7.915 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intraperitoneal-mouse LD > 200 mg/kg
Journal of Medicinal Chemistry. Vol. 11, Pg. 117, 1968.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | special dietary and nutritional additives |
| Recommendation for pregnenolone usage levels up to: | | | not for fragrance use.
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| Recommendation for pregnenolone flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| EPI System: View |
| ClinicalTrials.gov:search |
| Daily Med:search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :8955 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| 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 |
| Chemidplus:0000145131 |
| RTECS:TU5560700 for cas# 145-13-1 |
References:
| | 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 |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 8955 |
| Pubchem (sid): | 134974430 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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 |
Articles:
| 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. |
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a 21-carbon steroid, derived from cholesterol and found in steroid hormone-producing tissues. pregnenolone is the precursor to gonadal steroid hormones and the adrenal corticosteroids. Pregnenolone is a derivative of cholesterol, the product of Cytochrome P450 side-chain cleavage (EC 1.14.15.6, CYP11A1); this reaction consists of three consecutive monooxygenations; a 22-hydroxylation, 20-hydroxylation and the cleavage of the C20-C22 bond, yielding pregnenolone. Pregnenolone is the precursor to gonadal steroid hormones and the adrenal corticosteroids. This reaction occurs in steroid hormone-producing tissues such as the adrenal cortex, corpus luteum and placenta. The most notable difference between the placenta and other steroidogenic tissues is that electron supply to CYP11A1 limits the rate at which cholesterol is converted to pregnenolone in the placenta. The limiting component for electron delivery to CYP11A1 is the concentration of adrenodoxin reductase in the mitochondrial matrix which is insufficient to maintain the adrenodoxin pool in a fully reduced state. Pregnenolone is also a neurosteroid, and is produced in the spinal cord; CYP11A1 is the key enzyme catalyzing the conversion of cholesterol into pregnenolone, the rate-limiting step in the biosynthesis of all classes of steroids, and has been localized in sensory networks of the spinal cord dorsal horn. In the adrenal glomerulosa cell angiotensin II, one of the major physiological regulators of mineralocorticoid synthesis, appears to affect most of the cholesterol transfer to the mitochondrial outer membrane and transport to the inner membrane steps and thus to exerts a powerful control over the use of cholesterol for aldosterone production. (PMID: 17222962, 15823613, 16632873, 15134809) [HMDB]
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3D/inchi