3-Oxo-5β-cholanoic acid

Names

[ Name ]:
3-Oxo-5β-cholanoic acid

[Synonym ]:
3-oxo-5beta-cholanic acid
3-oxocholanic acid
DEHYDROLITHOCHOLIC ACID

Biological Activity

[Description]:

3-Oxo-5β-cholanoic acid (Dehydrolithocholic acid), a bile acid metabolite, inhibits the diferentiation of TH17 cells by directly binding to the key transcription factor RORγt (Kd=1.13 μM)[1].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> ROR

Research Areas >> Inflammation/Immunology

[In Vitro]

Treatment with 3-Oxo-5β-cholanoic acid significantly reduced the activity of the RORγt reporter. These data suggest that 3-Oxo-5β-cholanoic acid probably inhibits TH17 cell differentiation by physically interacting with RORγt, and inhibiting its transcriptional activity[1].

[In Vivo]

3-Oxo-5β-cholanoic acid (Dehydrolithocholic acid) (0.3% (w/w); p.o.; for 1 week) significantly reduces the percentage of ileal TH17 cells[1]. Animal Model: B6 Jax mice (with a faecal slurry containing SFB)[1] Dosage: 0.3% (w/w) Administration: Gavaged; for 1 week Result: Significantly reduced the percentage of ileal TH17 cells.

[References]

[1]. Hang S, et al. Bile acid metabolites control TH17 and Treg cell differentiation. Nature. 2019 Dec;576(7785):143-148.

Chemical & Physical Properties

[ Density]:
1.069 g/cm3

[ Boiling Point ]:
509.3ºC

[ Molecular Formula ]:
C₂₄H₃₈O₃

[ Molecular Weight ]:
374.55700

[ Flash Point ]:
275.9ºC

[ Exact Mass ]:
374.28200

[ PSA ]:
54.37000

[ LogP ]:
5.71530

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.52

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: FZ2281400

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

CAS REGISTRY NUMBER :: 1553-56-6

LAST UPDATED :: 199410

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H38-O3

MOLECULAR WEIGHT :: 374.62

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 250 ug/disc

REFERENCE :: CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 4,1179,1983

3-Oxo-5β-cholanoic acid

Names

Biological Activity

Chemical & Physical Properties

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds