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CHEBI:16831 - 3-hydroxy-3-methylglutaric acid
| Formula | C6H10O5 |
| Net Charge | 0 |
| Average Mass | 162.141 |
| Monoisotopic Mass | 162.05282 |
| SMILES | CC(O)(CC(=O)O)CC(=O)O |
| InChI | InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10) |
| InChIKey | NPOAOTPXWNWTSH-UHFFFAOYSA-N |
| Roles Classification |
|---|
| Chemical Role: | Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). |
| Biological Roles: | plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). antimetabolite A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization. EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor Any EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that inhibits HMG-CoA reductases. Hydroxymethylglutaryl-CoA reductase inhibitors have been shown to lower directly cholesterol synthesis. The Enzyme Commission designation is EC 1.1.1.34 for the NADPH-dependent enzyme and EC 1.1.1.88 for an NADH-dependent enzyme. |
| Applications: | anticholesteremic drug A substance used to lower plasma cholesterol levels. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) has functional parent glutaric acid (CHEBI:17859) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) has role anticholesteremic drug (CHEBI:35821) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) has role antimetabolite (CHEBI:35221) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) has role cardiovascular drug (CHEBI:35554) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) has role EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor (CHEBI:35664) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) has role human metabolite (CHEBI:77746) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) has role plant metabolite (CHEBI:76924) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) is a 3-hydroxy carboxylic acid (CHEBI:61355) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) is a dicarboxylic acid (CHEBI:35692) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) is a tertiary alcohol (CHEBI:26878) |
| 3-hydroxy-3-methylglutaric acid (CHEBI:16831) is conjugate acid of 3-hydroxy-3-methylglutarate(1−) (CHEBI:30920) |
| Incoming Relation(s) |
| 3-hydroxy-3-methylglutaryl-CoA (CHEBI:11814) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| dianversicoside A (CHEBI:65755) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| dianversicoside B (CHEBI:65756) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| dianversicoside C (CHEBI:65757) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| dianversicoside D (CHEBI:65758) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| licoagroside B (CHEBI:142266) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| viscumneoside IV (CHEBI:132858) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| viscumneoside VII (CHEBI:132861) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| yanuthone D (CHEBI:133841) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| yanuthone E (CHEBI:133840) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| yanuthone J (CHEBI:133838) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| 3-hydroxy-3-methylglutarate(1−) (CHEBI:30920) is conjugate base of 3-hydroxy-3-methylglutaric acid (CHEBI:16831) |
| IUPAC Name |
|---|
| 3-hydroxy-3-methylpentanedioic acid |
| INNs | Source |
|---|---|
| meglutol | ChemIDplus |
| meglutol | WHO MedNet |
| méglutol | WHO MedNet |
| meglutolum | WHO MedNet |
| Synonyms | Source |
|---|---|
| 3-HYDROXY-3-METHYL-GLUTARIC ACID | PDBeChem |
| 3-Hydroxy-3-methylpentanedioic acid | KEGG COMPOUND |
| beta-Hydroxy-beta-methylglutaric acid | KEGG COMPOUND |
| Dicrotalic acid | KEGG COMPOUND |
| meglutol | ChEMBL |
| NSC-361411 | ChEMBL |
| Citations |
|---|