EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

dihydrocholesterol
zymostanol

Supplier Sponsors

Name:(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
CAS Number: 80-97-7Picture of molecule3D/inchi
Other(deleted CASRN):118167-50-3
ECHA EINECS - REACH Pre-Reg:201-315-8
FDA UNII: 8M308U816E
Beilstein Number:2418594
MDL:MFCD00066413
XlogP3-AA:9.40 (est)
Molecular Weight:388.67876000
Formula:C27 H48 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:emollients, skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 141.50 °C. @ 760.00 mm Hg
Boiling Point: 455.53 °C. @ 760.00 mm Hg (est)
Flash Point: 375.00 °F. TCC ( 190.70 °C. ) (est)
logP (o/w): 10.065 (est)
Soluble in:
 water, 0.0003391 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
skin conditioning - emollient
 
Suppliers:
BOC Sciences
For experimental / research use only.
DihydroCholesterol >92.0%(GC)
ExtraSynthese
For experimental / research use only.
(5-alpha)-Cholestan-3-beta-ol (GC) ≥90%
Santa Cruz Biotechnology
For experimental / research use only.
5a-Cholestan-3β-ol
Sigma-Aldrich: Sigma
For experimental / research use only.
5a-Cholestan-3β-ol ≥95%
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
emollients, skin conditioning
Recommendation for dihydrocholesterol usage levels up to:
 not for fragrance use.
 
Recommendation for dihydrocholesterol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):80-97-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6665
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
Chemidplus:0000080977
RTECS:FZ6350000 for cas# 80-97-7
 
References:
 (3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6665
Pubchem (sid):134972497
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
Golm Metabolome Database:Search
Metabolomics Database:Search
HMDB (The Human Metabolome Database):HMDB00908
FooDB:FDB012122
Export Tariff Code:2906.13.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 coffee bean
Search Trop Picture
 oat leaf
Search Trop Picture
 oat seed
Search Trop Picture
 walnut english walnut nut
Search Trop Picture
 
Synonyms:
5-alpha-cholestan-3-beta-ol
(3b,5a)-cholestan-3-ol
5a-cholestan-3b-ol
 cholestanol
5b-cholestanol
b-cholestanol
(+)-dihydrocholesterol
5a-dihydrocholesterol
(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-2-heptanyl]hexadecahydro-1H-cyclopenta[a]phenanthren-3-ol
(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
 zymostanol
 

Articles:

PubMed:Synthesis, spectroscopic and semiempirical studies of new quaternary alkylammonium conjugates of sterols.
PubMed:Sterol composition of shellfish species commonly consumed in the United States.
PubMed:Ordered-disordered domain coexistence in ternary lipid monolayers activates sphingomyelinase by clearing ceramide from the active phase.
PubMed:Structural requirements of virion-associated cholesterol for infectivity, buoyant density and apolipoprotein association of hepatitis C virus.
PubMed:The origin of cholesterol's condensing effect.
PubMed:Influence of the nature of the sterol on the behavior of palmitic acid/sterol mixtures and their derived liposomes.
PubMed:Micron-scale phase segregation in lipid monolayers induced by myelin basic protein in the presence of a cholesterol analog.
PubMed:Fluconazole modulates membrane rigidity, heterogeneity, and water penetration into the plasma membrane in Saccharomyces cerevisiae.
PubMed:Ordered nanoclusters in lipid-cholesterol membranes.
PubMed:Critical exponents for line tension and dipole density difference from lipid monolayer domain boundary fluctuations.
PubMed:Steroid 5alpha-reductase activity of Treponema denticola.
PubMed:Comparison of the interaction of dihydrocholesterol and cholesterol with sphingolipid or phospholipid Langmuir monolayers.
PubMed:Structural requirements of cholesterol for binding to Vibrio cholerae hemolysin.
PubMed:Insertion selectivity of antimicrobial peptide protegrin-1 into lipid monolayers: effect of head group electrostatics and tail group packing.
PubMed:Thermodynamic equilibrium of domains in a two-component Langmuir monolayer.
PubMed:Method validation for the simultaneous determination of fecal sterols in surface waters by gas chromatography-mass spectrometry.
PubMed:[The photobiology of vitamin D--a topic of renewed focus].
PubMed:Phase behavior of lipid monolayers containing DPPC and cholesterol analogs.
PubMed:An efficient diethyl ether-based soxhlet protocol to quantify faecal sterols from catchment waters.
PubMed:Purification and some properties of cholesterol oxidase stable in detergents from gamma-proteobacterium Y-134.
PubMed:Impact of membrane cholesterol content on the resistance of vesicles to surfactant attack.
PubMed:Kinetics for the collapse of trilayer liquid-crystalline disks from a monolayer at an air-water interface.
PubMed:Sterol structure determines miscibility versus melting transitions in lipid vesicles.
PubMed:Sterol stringency of proliferation and cell cycle progression in human cells.
PubMed:Calcium oxalate monohydrate precipitation at membrane lipid rafts.
PubMed:Impact of 10 dietary sterols on growth and reproduction of Daphnia galeata.
PubMed:Contrast inversion in the epifluorescence of cholesterol-phospholipid monolayers.
PubMed:Unraveling the mystery surrounding cholesterol's condensing effect.
PubMed:Liquid-crystalline collapse of pulmonary surfactant monolayers.
PubMed:Critical points in charged membranes containing cholesterol.
PubMed:Two fatty acids can replace one phospholipid in condensed complexes with cholesterol.
PubMed:Sterol-induced upregulation of phosphatidylcholine synthesis in cultured fibroblasts is affected by the double-bond position in the sterol tetracyclic ring structure.
PubMed:Miscibility critical pressures in monolayers of ternary lipid mixtures.
PubMed:Chemical activity of cholesterol in membranes.
PubMed:Electric field effect on cholesterol-phospholipid complexes.
PubMed:The effect of sterol structure on membrane lipid domains reveals how cholesterol can induce lipid domain formation.
PubMed:Condensed complexes of cholesterol and phospholipids.
PubMed:[Congenital malformations of the genitourinary tract in children with Smith-Lemli-Opitz syndrome].
PubMed:New method for determination of fecal sterols in urine using non-chlorinated solvents.
PubMed:Liquid-liquid immiscibility in lipid monolayers.
PubMed:Acid-catalyzed plasmenylcholine hydrolysis and its effect on bilayer permeability: a quantitative study.
PubMed:Critical pressures in multicomponent lipid monolayers.
PubMed:Inverse relationship between plasma cholestanol concentrations and bile acid synthesis in sitosterolemia.
PubMed:Electric field-induced concentration gradients in lipid monolayers.
PubMed:Gallstone formation in cholestanol-fed mice.
PubMed:Effect of sterol structure on the partition of sterol between phospholipid vesicles of different composition.
PubMed:Influence of sterol structure on phospholipid phase behavior as detected by parinaric acid fluorescence spectroscopy.
PubMed:LM cell growth and membrane lipid adaptation to sterol structure.
PubMed:Hypersecretion of mucus glycoprotein by the gallbladder epithelium in experimental cholelithiasis.
PubMed:Dihydrocholesterol-induced gallstones in the rabbit: evidence that bile acids cause gallbladder epithelial injury.
PubMed:Quantitative GLC analysis of sterols in biological samples.
PubMed:Epithelial cell proliferation in diverse models of experimental cholelithiasis.
PubMed:Enhanced fluid transport across gallbladder mucosa in experimental cholelithiasis.
PubMed:Effect of exogenous lipid on lipid synthesis by bone and bone cell cultures.
PubMed:[Dihydrocholesterol-induced gallstone in rabbits].
PubMed:The interaction of nitrogen dioxide with monomolecular films of cholesterol, dihydrocholesterol, and cholesteryl acetate.
PubMed:Biliary mucous substances in dihydrocholesterol-induced cholelithiasis.
PubMed:[Electron spin resonance of free radicals in x-irradiated cholesterol and 5,6-dihydrocholesterol].
PubMed:The occurrence of 5alpha-cholestan-3beta-ol (Dihydrocholesterol) in human skin surface lipid.
PubMed:Suppression of cholesterol synthesis in rat liver by dihydrocholesterol administration.
PubMed:ON GALLSTONE FORMATION IN RABBITS INDUCED BY DIHYDROCHOLESTEROL. 2. INFLUENCE OF OLIVE OIL IN THE DIET.
PubMed:[SEPARATION OF CHOLESTEROL, DESMOSTEROL AND 5-DIHYDROCHOLESTEROL BY THIN-LAYER CHROMATOGRAPHY AFTER PROPIONYLATION].
PubMed:BIOSYNTHESIS OF 5-ALPHA-CHOLESTAN-3-BETA-OL IN THE RABBIT AND GUINEA PIG.
PubMed:[RESEARCH ON BILIARY CALCULOSIS INDUCED BY CHOLESTANOL IN RABBITS].
PubMed:SEPARATION OF NUCLEAR SATURATED FROM UNSATURATED STEROLS.
PubMed:ON GALLSTONE FORMATION IN RABBITS INDUCED BY DIHYDROCHOLESTEROL.
PubMed:METABOLISM OF COPROSTANOL-C14 AND CHOLESTANOL-4-C14 IN MAN.
PubMed:DIFFERENTIAL MIGRATION OF STEROL ACETATES ON SILICA GELS AND ITS APPLICATION TO THE FRACTIONATION OF STEROL MIXTURES. ANL-6723.
PubMed:Biological studies of dihydro-cholesterol. V. Effect of androgens upon the biologic disposition of dihydrocholesterol in the rabbit.
PubMed:A new method for the determination of dihydrocholesterol in tissues.
PubMed:PAPER CHROMATOGRAPHY OF SOME CHOLESTEROL DERIVATIVES.
PubMed:Influence of added cholesterol and dihydrocholesterol upon the multiplication of entamoeba histolytica in MS-F medium.
PubMed:Early pathologic and biochemical changes in rabbits fed dihydrocholesterol.
PubMed:Experimental aortic atherosclerosis in rabbits following the ingestion of dihydrocholesterol.
PubMed:Comparison of lymphatic absorption of dihydrocholesterol and cholesterol in the rat.
PubMed:Biological studies of dihydrocholesterol. IV. Effect of bile acids and other choleretic agents on dihydrocholesterol-induced cholelithiasis in the rabbit.
PubMed:Biological studies of dihydrocholesterol. III. Regression of dihydrocholesterol-induced cholecystitis and cholelithiasis in the rabbit.
PubMed:Biological studies of dihydrocholesterol. II. Effect of dehydrocholic acid on dihydrocholesterol-induced cholelithiasis in the rabbit.
PubMed:Effect of dihydrocholesterol and beta-sitosterol on cholesterol atherosclerosis in rabbits.
PubMed:Biological studies of dihydrocholesterol; production of biliary concrements and inflammatory lesions of the biliary tract in rabbits.
PubMed:Effect of dihydrocholesterol and soybean sterols on cholesterol metabolism in rabbit and rat.
PubMed:Absorption of dihydrocholesterol and soya sterols by the rat's intestine.
PubMed:Production of arteriosclerosis in birds by the prolonged feeding of dihydrocholesterol.
PubMed:Effect of dihydrocholesterol and soy bean sterols on elevated tissue cholesterol.
PubMed:Prevention of the cholesterol type of fatty livers in mice by dietary dihydrocholesterol.
PubMed:The effect of dihydrocholesterol on the absorption of cholesterol by the rat.
PubMed:Effect of dihydrocholesterol (cholestanol) administration on plasma cholesterol and atherosclerosis in the rabbit.
PubMed:Prevention of plasma cholesterol elevation and atheromatosis in the cholesterol-fed bird by the administration of dihydrocholesterol.
PubMed:The formation of coprosterol in the intestine: Possible rôle of dihydrocholesterol, and a method of determining dihydrocholesterol in presence of cholesterol.
 
Notes:
a cholesterol derivative found in human feces, gallstones, eggs, and other biological matter. 5alpha-Cholestanol is a cholesterol derivative found in human feces, gallstones, eggs, and other biological matter.
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