A secondary bile acid
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3-Oxocholic Acid

Item No. 28403

Technical Information
Formal Name
(5β,7α,12α)-7,12-dihydroxy-3-oxo-cholan-24-oic acid
CAS Number
2304-89-4
Synonyms
  • 3-Dehydrocholic Acid
Molecular Formula
C24H38O5
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
284 nm
SMILES
O=C1CC[C@@]2(C)[C@@](C[C@@H](O)[C@]3([H])[C@]2([H])C[C@H](O)[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CCC(O)=O)C)([H])C1
InChi Code
InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
InChi Key
OEKUSRBIIZNLHZ-DJDNIQJZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-Oxocholic acid is a secondary bile acid and a metabolite of cholic acid (Item No. 20250) in C. perfringens, a bacteria found in the intestines of mammals and in the environment.1,2 3-Oxocholic acid serum levels increase following ileal transposition surgery in rats.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wahlström, A., Sayin, S.I., Marschall, H.-I., et alIntestinal crosstalk between bile acids and microbiota and its impact on host metabolism. Cell Metab. 24(1), 41-50 (2016).

    2. Macdonald, I.A., Forrest, T.P., Costain, G.A., et alIdentification of 7α-, 12α-dihydroxy-3-oxo cholanoic acid as the major degradation product from cholic by C. perfringens. J. Steroid Biochem. 9(4), 353-358 (1978).

    3. Yan, K., Chen, W., Zhu, H., et alThe changes of serum metabolites in diabetic GK rats after ileal transposition surgery. Obes. Surg. 29(3), 882-890 (2019).