Category:information only not used for fragrances or flavors
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: | 186.00 °C. @ 760.00 mm Hg
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Boiling Point: | 511.00 °C. @ 760.00 mm Hg (est)
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Flash Point: | 530.00 °F. TCC ( 276.90 °C. ) (est)
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logP (o/w): | 6.700 (est) |
Soluble in: |
| water, 0.377 mg/L @ 20 °C (est) | | water, 0.1784 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: |
oral-mouse LD50 3900 mg/kg Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973,
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Category: | information only not used for fragrances or flavors |
Recommendation for lithocholic acid usage levels up to: | | not for fragrance use.
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Recommendation for lithocholic acid flavor usage levels up to: |
| not for flavor use.
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Safety References:
EPI System: View |
Chemical Carcinogenesis Research Information System:Search |
AIDS Citations:Search |
Cancer Citations:Search |
Toxicology Citations:Search |
Carcinogenic Potency Database:Search |
EPA GENetic TOXicology:Search |
EPA Substance Registry Services (TSCA):434-13-9 |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :9903 |
National Institute of Allergy and Infectious Diseases:Data |
WGK Germany:2 |
(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid |
Chemidplus:0000434139 |
EPA/NOAA CAMEO:hazardous materials |
RTECS:FZ2275000 for cas# 434-13-9 |
References:
| (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid |
NIST Chemistry WebBook: | Search Inchi |
Canada Domestic Sub. List: | 434-13-9 |
Pubchem (cid): | 9903 |
Pubchem (sid): | 134974329 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| cholan-24-oic acid, 3-hydroxy-, (3-alpha,5-beta)- (9CI) | (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3- | hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid | 3-alpha- | hydroxy-5-beta-cholanic acid | (3-alpha,5-beta)-3- | hydroxycholan-24-oic acid | 17-beta-(1- | methyl-3-carboxypropyl)ethiocholan-3-alpha-ol |
Articles:
PubMed:Consumption of vitamin B(6) reduces fecal ratio of lithocholic acid to deoxycholic acid, a risk factor for colon cancer, in rats fed a high-fat diet. |
PubMed:Consumption of some polyphenols reduces fecal deoxycholic acid and lithocholic acid, the secondary bile acids of risk factors of colon cancer. |
PubMed:Structural relationship of lithocholic acid derivatives binding to the N-terminal 8-kDa domain of DNA polymerase beta. |
PubMed:Three-dimensional structural model analysis of the binding site of lithocholic acid, an inhibitor of DNA polymerase beta and DNA topoisomerase II. |
PubMed:Possible anti-tumour-promoting activity of components in Japanese soybean fermented food, Natto: effect on gap junctional intercellular communication. |
PubMed:The role of the gallbladder in humans. |
PubMed:Burdock fermented by Aspergillus awamori elevates cecal Bifidobacterium, and reduces fecal deoxycholic acid and adipose tissue weight in rats fed a high-fat diet. |
PubMed:Metabolomics of ginger essential oil against alcoholic fatty liver in mice. |
PubMed:Synergistic induction of human cathelicidin antimicrobial peptide gene expression by vitamin D and stilbenoids. |
PubMed:Determination of bile acids by hollow fibre liquid-phase microextraction coupled with gas chromatography. |
PubMed:Influence of breast feeding, and adapted and hydrolyzed formulas on biliary bile acids in newborn guinea pigs. |
PubMed:[Modification of fecal bile acid excretion by fish oil in healthy probands]. |
PubMed:Effect of taurine on total parenteral nutrition-associated cholestasis. |
PubMed:Small bowel resection and gastric acid hypersecretion. |
PubMed:Resolving self-assembly of bile acids at the molecular length scale. |
PubMed:In vitro transformation of cheno- and ursodeoxycholic acids and their 7-oleyl esters by human intestinal microflora. |
PubMed:Faecal pH, bile acid and sterol concentrations in premenopausal Indian and white vegetarians compared with white omnivores. |
PubMed:An international validation study of a Bhas 42 cell transformation assay for the prediction of chemical carcinogenicity. |
PubMed:Calcium supplementation modifies the relative amounts of bile acids in bile and affects key aspects of human colon physiology. |
PubMed:Dietary effects of barley fibre, wheat bran and rye bran on bile composition and gallstone formation in hamsters. |
PubMed:Effects of konjac glucomannan on putative risk factors for colon carcinogenesis in rats fed a high-fat diet. |
PubMed:Modulation of colonic xenobiotic metabolizing enzymes by feeding bile acids: comparative effects of cholic, deoxycholic, lithocholic and ursodeoxycholic acids. |
PubMed:Faecal steroid excretion in humans is affected by calcium supplementation and shows gender-specific differences. |
PubMed:Faecal weight, constituents, colonic motility, and lactose tolerance in the irritable bowel syndrome. |
PubMed:Effect of dried plums on colon cancer risk factors in rats. |
PubMed:Biochemical epidemiology of colon cancer: effect of types of dietary fiber on fecal mutagens, acid, and neutral sterols in healthy subjects. |
PubMed:Technical modification of the Balb/c 3T3 cell transformation assay: the use of serum-reduced medium to optimise the practicability of the protocol. |
PubMed:Effects of different types of dietary fiber preparations isolated from bamboo shoots, edible burdock, apple and corn on fecal steroid profiles of rats. |
PubMed:Cholelithiasis in hamsters: effects of cholic acid and calcium on gallstone formation. |
PubMed:Effects of a combined oestrogen-progestin preparation on gastric acid and pepsin secretion, serum gastrin concentration and biliary secretion of bile acids, phospholipids, and cholesterol in the cat. |
PubMed:Increasing ursodeoxycholic acid in the enterohepatic circulation of pigs through the administration of living bacteria. |
PubMed:Postprandial changes in serum unconjugated bile acid concentrations in healthy beagles. |
PubMed:Ursodiol: a cholesterol gallstone solubilizing agent. |
PubMed:Epimerization of the four 3,7-dihydroxy bile acid epimers by human fecal microorganisms in anaerobic mixed cultures and in feces. |
PubMed:Effect of cecum and appendix on 7 alpha-dehydroxylation and 7 beta-epimerization of chenodeoxycholic acid in the rabbit. |
PubMed:Age and diet effects on fecal bile acids in infants. |
PubMed:Determination of bile acids in human faecal samples using supercritical fluid extraction and high-performance liquid chromatography. |
PubMed:Serum unconjugated primary and secondary bile acids in patients with cholangiocarcinoma and hepatocellular carcinoma. |
PubMed:Simultaneous characterization of bile acid, sterols, and determination of acylglycerides in feces from soluble cellulose-fed hamsters using HPLC with evaporative light-scattering detection and APCI-MS. |
PubMed:Detection of initiating as well as promoting activity of chemicals by a novel cell transformation assay using v-Ha-ras-transfected BALB/c 3T3 cells (Bhas 42 cells). |
PubMed:Dietary fibre, physicochemical properties and their relationship to health. |
PubMed:Detection of tumor promoters by early antigen expression of EB virus in Raji cells using a fluorescence microplate-reader. |
PubMed:Transformation of sulfated bile acids by human intestinal microflora. |
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A bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic.
A bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12.
Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis.
Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135) [HMDB]
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