Lithocholic Acid
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기본 정보
- CAS
434-13-9- 표준 SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
SMEROWZSTRWXGI-HVATVPOCSA-N- 분자식
- C24H40O3
- 평균 분자량
- 376.6 g/mol
- 단동위원소 질량
- 376.29774514
개요
Hexagonal leaflets (from alcohols) or prisms (from acetic acid) or white powder. (NTP, 1992)
이름 및 식별자
- 우선 이름
- Lithocholic Acid
- IUPAC
- (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
- 영어명
- Lithocholic acid
- 분자식
- C24H40O3
- 분자량
- 376.57
이름 및 동의어
LITHOCHOLIC ACID434-13-93alpha-Hydroxy-5beta-cholan-24-oic acid3alpha-Hydroxy-5beta-cholanic acid3alpha-Hydroxycholanic acid3-alpha-Hydroxycholanic acid3alpha-Hydroxy-5beta-cholanateNCI-C038613alpha-Hydroxy-5beta-cholanoic acidDTXSID60207795-beta-Cholanic acid, 3-alpha-hydroxy-5beta-Cholan-24-oic acid, 3alpha-hydroxy-
이름 더 보기
Lithocolic acidLithocholate(R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid3-HYDROXYCHOLANIC ACID3α-Hydroxy-5β-cholan-24-oic acidNCI-CO-3861lithocholicaciLithocholic aCld
17-beta-(1-Methyl-3-carboxypropyl)ethiocholan-3-alpha-olCholan-24-oic acid, 3-hydroxy-, (3alpha,5beta)-17beta-(1-Methyl-3-carboxypropyl)etiocholan-3alpha-ol5QU0I8393U5-beta-Cholan-24-oic acid, 3-alpha-hydroxy-(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 acidNSC-683770DTXCID80779
물성
구조 계산 물성보충 중
- XLogP
- 6.3
- 극성 표면적
- 57.5 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 27
- 형식 전하
- 0
- 복잡도
- 574
실험 및 물리화학적 성질
Chemical ClassesBile Acids -> Quant Bile Acids
DrugsPharmaceuticals -> Metabolite of Ursodeoxycholic acid
LipidsLipids -> Sterol Lipids [ST] -> Bile acids and derivatives [ST04] -> C24 bile acids, alcohols, and derivatives [ST0401]
Color/FormHEXAGONAL LEAFLETS FROM ALC, PRISMS FROM ACETIC ACID
Solubility
less than 1 mg/mL at 67.5 °F (NTP, 1992)
FREELY SOL IN HOT ALC; MORE SOL IN BENZENE THAN DESOXYCHOLIC ACID; INSOL IN PETROLEUM ETHER, GASOLINE, WATER; SLIGHTLY SOL IN GLACIAL ACETIC ACID (ABOUT 0.2 G IN 3 ML); MORE SOL IN ETHER THAN CHOLIC OR DESOXYCHOLIC ACID; SOL IN ABOUT 10 TIMES ITS WT OF ETHYL ACETATE
In water, 0.38 mg/l at 25 °C.
0.000377 mg/mL
DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.
Melting Point
363 to 367 °F (NTP, 1992)
184-186 °C
186 °C
Optical RotationSPECIFIC OPTICAL ROTATION: +33.7 DEG @ 20 °C/D (ABS ETHANOL, 1.5%); +23.3 DEG @ 19 °C/D; +32.1 DEG @ 20 °C/D
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 42.9% (3 of 7) of reports.
Warning
H315 (57.1%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Fire HazardsFlash point data for this compound are not available. It is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits acrid smoke and fumes. (NTP, 1992)
Reactive GroupAcids, Carboxylic
Special ReportsDHEW/NCI; Bioassay of Lithocholic Acid for Possible Carcinogenicity (1979) Technical Rpt Series No. 179 DHEW Pub No. (NIH) 79-1731
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (57.1%)
안전 및 보호
Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
화학 및 산업
약리 정보
Metabolism/Metabolites
LITHOCHOLIC ACID (24)C(14) IS CONVERTED BY RAT LIVER HOMOGENATE INTO 3ALPHA-6BETA-DIHYDROXY-5BETA-CHOLANIC ACID, 7SIGMA-HYDROXYLATION OCCURS, HYDROXYLATION CONJUGATION WITH TAURINE & FORMATION OF 3-SULFATE ESTER CAN BE DEMONSTRATED.
LABELED LITHOCHOLATE WAS INJECTED INTO GALLSTONE PATIENTS & HEALTHY VOLUNTEERS, MAJORITY OF RADIOACTIVITY IN BILE (50-60%) WAS PRESENT AS SULFATED CONJUGATES. DEGREE OF SULFATION WAS GREATER FOR GLYCINE THAN TAURINE CONJUGATES, WHICH SUGGESTED PREFERENTIAL SULFATION OF GLYCINE CONJUGATES.
Lithocholic Acid has known human metabolites that include 6alpha-Hydroxylithocholic acid.
MeSH Pharmacological Classification
Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.
Tissue LocationsIntestine
Cellular LocationsExtracellular
Metabolite Pathways27-Hydroxylase Deficiency
용도 및 제조
UsesBIOCHEMICAL RESEARCH
U.S. Production
(1977) NOT PRODUCED COMMERCIALLY IN US
(1979) NOT PRODUCED COMMERCIALLY IN US
Methods of Manufacturing
EXTRACTION FROM OX BILE (IN SALT FORM); FROM DEOXYCHOLIC ACID OR CHOLIC ACID
FROM CHOLIC OR DESOXYCHOLIC ACID.
General Manufacturing Information
...CHOLIC ACIDS REPRESENTED IN BILE...CHOLIC, DESOXYCHOLIC, & LITHOCHOLIC. ... FREE BILE ACIDS...COMBINE WITH FATTY ACIDS IN VARYING PROP...BY MEANS OF SECONDARY VALENCE FORCES TO FORM CHOLEIC ACIDS. LATTER ARE RESPONSIBLE FOR EMULSIFYING, DISPERSING, &...PROMOTING ABSORPTION OF FATS, CHOLESTEROL, & OIL-SOL VITAMINS.
관련 반응
17건
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