Lithocholic acid

Modify Date: 2024-01-01 23:37:57

Lithocholic acid structure	Common Name	Lithocholic acid
	CAS Number	434-13-9	Molecular Weight	376.573
	Density	1.1±0.1 g/cm3	Boiling Point	511.0±23.0 °C at 760 mmHg
	Molecular Formula	C₂₄H₄₀O₃	Melting Point	183-188 °C(lit.)
	MSDS	Chinese USA	Flash Point	276.9±19.1 °C

Use of Lithocholic acid

Lithocholic acid is a toxic secondary bile acid, causes intrahepatic cholestasis, has tumor-promoting activity.Target: OthersLithocholic acid has been used in a study to assess cholestasis and its action on several organs and tissues in rats. It has also been used in a study to investigate the regulation of hepatic phospholipid and bile acid homeostasis through SMAD3 activation by TGFβ. It has been implicated in human and experimental animal carcinogenesis. Preliminary in vitro research suggests that LCA selectively kills neuroblastoma cells, while sparing normal neuronal cells and is cytotoxic to numerous other malignant cell types at physiologically relevant concentrations.

Name	lithocholic acid
Synonym	More Synonyms

Description	Lithocholic acid is a toxic secondary bile acid, causes intrahepatic cholestasis, has tumor-promoting activity.Target: OthersLithocholic acid has been used in a study to assess cholestasis and its action on several organs and tissues in rats. It has also been used in a study to investigate the regulation of hepatic phospholipid and bile acid homeostasis through SMAD3 activation by TGFβ. It has been implicated in human and experimental animal carcinogenesis. Preliminary in vitro research suggests that LCA selectively kills neuroblastoma cells, while sparing normal neuronal cells and is cytotoxic to numerous other malignant cell types at physiologically relevant concentrations.
Related Catalog	Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Acids and Aldehydes Research Areas >> Metabolic Disease
Target	Human Endogenous Metabolite
References	[1]. Jenkins, D.J., et al., Effect on blood lipids of very high intakes of fiber in diets low in saturated fat and cholesterol. N Engl J Med, 1993. 329(1): p. 21-6. [2]. Goldberg, A.A., et al., Lithocholic bile acid selectively kills neuroblastoma cells, while sparing normal neuronal cells. Oncotarget, 2011. 2(10): p. 761-82. [3]. Matsubara, T., et al., TGF-beta-SMAD3 signaling mediates hepatic bile acid and phospholipid metabolism following lithocholic acid-induced liver injury. J Lipid Res, 2012. 53(12): p. 2698-707. [4]. Yang R, et al. Metabolomic analysis of cholestatic liver damage in mice. Food Chem Toxicol. 2018 Jul 14;120:253-260.

Density	1.1±0.1 g/cm3
Boiling Point	511.0±23.0 °C at 760 mmHg
Melting Point	183-188 °C(lit.)
Molecular Formula	C₂₄H₄₀O₃
Molecular Weight	376.573
Flash Point	276.9±19.1 °C
Exact Mass	376.297760
PSA	57.53000
LogP	6.70
Vapour Pressure	0.0±3.0 mmHg at 25°C
Index of Refraction	1.528
Storage condition	Refrigerator

Lithocholic acid MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: FZ2275000

CHEMICAL NAME :: 5-beta-Cholan-24-oic acid, 3-alpha-hydroxy-

CAS REGISTRY NUMBER :: 434-13-9

BEILSTEIN REFERENCE NO. :: 3217757

LAST UPDATED :: 199612

DATA ITEMS CITED :: 23

MOLECULAR FORMULA :: C24-H40-O3

MOLECULAR WEIGHT :: 376.64

WISWESSER LINE NOTATION :: L E5 B666TJ A E FY&2VQ OQ -B&AEFMO

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3900 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 8800 mg/kg

SEX/DURATION :: female 0-21 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - physical

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 16 gm/kg

SEX/DURATION :: female 0-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - hepatobiliary system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 30160 ug/kg

SEX/DURATION :: female 12-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 37700 ug/kg

SEX/DURATION :: female 12-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intrauterine

DOSE :: 18850 ug/kg

SEX/DURATION :: female 5 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - Central Nervous System

TYPE OF TEST :: Mutation test systems - not otherwise specified

MUTATION DATA

TYPE OF TEST :: DNA adduct

TEST SYSTEM :: Mammal - species unspecified Lymphocyte

DOSE/DURATION :: 10 mg/L

REFERENCE :: CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 15,1911,1994

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	F+
Safety Phrases	S22-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	2
RTECS	FZ2275000

Precursor 8
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DownStream 9
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CAS#:434-13-9 Lithocholic acid

Ultra high resolution SFC-MS as a high throughput platform for metabolic phenotyping: application to metabolic profiling of rat and dog bile.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 966 , 200-7, (2014)

Ultra high resolution SFC-MS (on sub-2μm particles) coupled to mass spectrometry has been evaluated for the metabolic profiling of rat and dog bile. The selectivity of the SFC separation differed from...

Impact of confinement on proteins concentrated in lithocholic acid based organic nanotubes.

J. Colloid. Interface Sci. 454 , 97-104, (2015)

Organic nanotubes form in aqueous solution near physiological pH by self-assembly of lithocholic acid (LCA) with inner diameters of 20-40nm. The encapsulation of enhanced green fluorescent protein (eG...

Hydrogels Triggered by Metal Ions as Precursors of Network CuS for DNA Detection.

Chemistry 21 , 12194-201, (2015)

The gelation behavior of lithocholate (LC(-) ) with different metal ions in water was investigated. The microstructures of hydrogels were determined to be three-dimensional (3D) networks of fibrous ag...

17b-(1-Methyl-3-carboxypropyl)etiocholan-3a-ol

(3α,5β)-3-Hydroxycholan-24-oic acid

5-β-Cholan-24-oic acid, 3-α-hydroxy-

3-α-Hydroxy-5-β-cholanic acid

EINECS 207-099-1

Cholan-24-oic acid, 3-hydroxy-, (3α,5β)-

4-10-00-00785 (Beilstein Handbook Reference)

5β-Cholanic Acid-3α-ol

Lithocholic acid

Lithocolic acid

3α-Hydroxy-5β-cholanic Acid

MFCD00003682

5β-Cholan-24-oic acid, 3α-hydroxy-

(3a,5b)-3-hydroxycholan-24-oic acid

3a-Hydroxycholanic Acid

cholan-24-oic acid, 3-hydroxy-, (3a,5b)-

(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

(3a,5b)-3-hydroxy-cholan-24-oic acid

(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

3a-Hydroxy-5b-cholan-24-oic Acid

Cholan-24-oic acid, 3-hydroxy-, (3-α,5-β)- (9CI)

3α-hydroxy-5β-cholan-24-oic acid

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Lithocholic acid
Price: Click To Check
Purity: 98.0%
Delivery: 10 Day
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BioBioPha
China
Product Name: Lithocholic acid
Price: ￥Inquiry/5mg
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Lithocholic acid
Price: ￥628.0/25g ￥178.0/5g
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DC Chemicals Limited
China
Product Name: Lithocolic acid
Price: $Inquiry/100mg $Inquiry/250mg $Inquiry/500mg
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Cholan-24-oic acid,3-hydroxy-, (3a,5b)-
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
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Henan Tianfu Chemical Co., Ltd.
China
Product Name: LITHOCHOLIC ACID,434-13-9
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Delivery: Inquiry
Contact: Anson
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