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CHEBI:16325 - lithocholic acid
| Formula | C24H40O3 |
| Net Charge | 0 |
| Average Mass | 376.581 |
| Monoisotopic Mass | 376.29775 |
| SMILES | [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC(=O)O)[C@@]1(C)CC[C@@H](O)C2 |
| InChI | InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1 |
| InChIKey | SMEROWZSTRWXGI-HVATVPOCSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Mus musculus (ncbitaxon:10090) | - | PubMed (24399466) | |
| Homo sapiens (ncbitaxon:9606) | - | PubMed (23639599) |
| Roles Classification |
|---|
| Chemical Role: | Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). |
| Biological Roles: | human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). |
| Application: | geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| lithocholic acid (CHEBI:16325) has role geroprotector (CHEBI:176497) |
| lithocholic acid (CHEBI:16325) has role human metabolite (CHEBI:77746) |
| lithocholic acid (CHEBI:16325) has role mouse metabolite (CHEBI:75771) |
| lithocholic acid (CHEBI:16325) is a bile acid (CHEBI:3098) |
| lithocholic acid (CHEBI:16325) is a C24-steroid (CHEBI:131620) |
| lithocholic acid (CHEBI:16325) is a monohydroxy-5β-cholanic acid (CHEBI:36260) |
| lithocholic acid (CHEBI:16325) is conjugate acid of lithocholate (CHEBI:29744) |
| Incoming Relation(s) |
| 7-oxolithocholic acid (CHEBI:82679) has functional parent lithocholic acid (CHEBI:16325) |
| 7,12-dioxolithocholic acid (CHEBI:138389) has functional parent lithocholic acid (CHEBI:16325) |
| glycolithocholic acid (CHEBI:37998) has functional parent lithocholic acid (CHEBI:16325) |
| lithocholic acid 24-O-(β-D-glucuronide) (CHEBI:137807) has functional parent lithocholic acid (CHEBI:16325) |
| lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) has functional parent lithocholic acid (CHEBI:16325) |
| lithocholic acid sulfate (CHEBI:35421) has functional parent lithocholic acid (CHEBI:16325) |
| lithocholyl-CoA (CHEBI:87769) has functional parent lithocholic acid (CHEBI:16325) |
| taurolithocholic acid (CHEBI:36259) has functional parent lithocholic acid (CHEBI:16325) |
| lithocholic acid-2,2,4,4-d4 (CHEBI:192785) is a lithocholic acid (CHEBI:16325) |
| lithocholate (CHEBI:29744) is conjugate base of lithocholic acid (CHEBI:16325) |
| IUPAC Name |
|---|
| 3α-hydroxy-5β-cholan-24-oic acid |
| Synonyms | Source |
|---|---|
| 3alpha-Hydroxy-5beta-cholanic acid | KEGG COMPOUND |
| Lithocholic acid | KEGG COMPOUND |
| (3α,5β)-3-hydroxycholan-24-oic acid | ChemIDplus |
| 3α-hydroxy-5β-cholanic acid | NIST Chemistry WebBook |
| 3α-hydroxy-5β-cholanoic acid | NIST Chemistry WebBook |
| 5β-cholanic acid-3α-ol | NIST Chemistry WebBook |
| Manual Xrefs | Databases |
|---|---|
| C03990 | KEGG COMPOUND |
| LMST04010003 | LIPID MAPS |
| CPD-7235 | MetaCyc |
| Lithocholic_acid | Wikipedia |
| 4OA | PDBeChem |
| HMDB0000761 | HMDB |
| LSM-5371 | LINCS |
| Citations |
|---|