3-Oxo-5β-cholanoic acid

Modify Date: 2025-09-01 14:00:27

3-Oxo-5β-cholanoic acid Structure
3-Oxo-5β-cholanoic acid structure
Common Name 3-Oxo-5β-cholanoic acid
CAS Number 1553-56-6 Molecular Weight 374.55700
Density 1.069 g/cm3 Boiling Point 509.3ºC
Molecular Formula C24H38O3 Melting Point N/A
MSDS N/A Flash Point 275.9ºC

 Use of 3-Oxo-5β-cholanoic acid


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].

 Names

Name 3-oxo-5β-cholanic acid
Synonym More Synonyms

 3-Oxo-5β-cholanoic 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
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

 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

 Synthetic Route

~94%

3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Nahar, Lutfun; Turner, Alan B. Journal of Chemical Research, 2004 , # 5 p. 329 - 332

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3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Faarup, Peter Patent: US2002/183531 A1, 2002 ;

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3-Oxo-5β-cholanoic acid Structure

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CAS#:1553-56-6

Detail
Literature: Yang, Jerry; Gabriele, Bartolo; Belvedere, Sandro; Huang, Ying; Breslow, Ronald The Journal of organic chemistry, 2002 , vol. 67, # 15 p. 5057 - 5067

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3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Kagan; Jacques Bulletin de la Societe Chimique de France, 1957 , p. 699,703

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3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Kagan; Jacques Bulletin de la Societe Chimique de France, 1957 , p. 699,703

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3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Kagan; Jacques Bulletin de la Societe Chimique de France, 1957 , p. 699,703

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3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Kagan; Jacques Bulletin de la Societe Chimique de France, 1957 , p. 699,703

~%

3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Kagan; Jacques Bulletin de la Societe Chimique de France, 1957 , p. 699,703

~%

3-Oxo-5β-cholanoic acid Structure

3-Oxo-5β-cholan...

CAS#:1553-56-6

Literature: Kagan; Jacques Bulletin de la Societe Chimique de France, 1957 , p. 699,703

 Synonyms

3-oxo-5beta-cholanic acid
3-oxocholanic acid
DEHYDROLITHOCHOLIC ACID
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