(3alpha,5beta,7alpha,12beta)-3-(3-Carboxy-1-oxopropoxy)-7,12-dihydroxycholan-24-oic acid
Basic information
- CAS
94159-47-4- Standard SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](OC(=O)CCC(=O)O)CC[C@]4(C)[C@H]3C[C@@H](O)[C@]12C- InChIKey
HCNXRYWFDFDKOR-LVLJDNOQSA-N- Molecular formula
- C28H44O8
- Average molar mass
- 508.6 g/mol
- Monoisotopic mass
- 508.30361836
Names & identifiers
- Preferred name
- (3alpha,5beta,7alpha,12beta)-3-(3-Carboxy-1-oxopropoxy)-7,12-dihydroxycholan-24-oic acid
- IUPAC
- (4R)-4-[(3R,5R,7R,8R,9S,10S,12R,13R,14S,17R)-3-(3-carboxypropanoyloxy)-7,12-dihydroxy-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
- English name
- (3alpha,5beta,7alpha,12beta)-3-(3-carboxy-1-oxopropoxy)-7,12-dihydroxycholan-24-oic acid
- Molecular formula
- C28H44O8
- Molecular weight
- 508.65
Names & synonyms
EINECS 303-227-6(3alpha,5beta,7alpha,12beta)-3-(3-Carboxy-1-oxopropoxy)-7,12-dihydroxycholan-24-oic acidNS000401933-sucCA3α-(3-Carboxypropionyloxy)-7α,12α-dihydroxy-5β-cholane-24-oic acid3α-(3-Carboxy-1-oxopropoxy)-7α,12α-dihydroxy-5β-cholan-24-oic acid
Database identifiers
- CAS
94159-47-4- PubChem CID
- 44150293
- EC Number
- 303-227-6
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 141 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 858
Physicochemical properties
- Melting point
- 249.5 °C · 249.5 °C
- Boiling point
- 687.884 · 687.884±55.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.26 · 1.260±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 4.406 · 4.406±0.17(predicted)
- form
- Solid
- color
- White to off-white
Chemistry & industry
Applications
Uses3-sucCA (3-Succinylated cholic acid) is a microbial derived bile acid. 3-sucCA is a lumen-restricted metabolite and alleviates alleviates MAFL-MASH progression in mouse models by reshaping the gut microbiota, especially by promoting the growth of Akkermansia muciniphila. 3-sucCA levels are lower in patients with biopsy-proven MAFLD[1].
Related reactions
0 records
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Compound notes
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