Compound: MEGLUTOL
SMILES: O=C(O)CC(O)(CC(=O)O)C
InChIKey: NPOAOTPXWNWTSH-UHFFFAOYSA-N
Synonyms: MEGLUTOL, 503-49-1, 3-Hydroxy-3-methylglutaric acid, 3-Hydroxy-3-methylpentanedioic acid, Dicrotalic acid, Pentanedioic acid, 3-hydroxy-3-methyl-, HMGA, 3-hydroxy-3-methyl-glutaric acid, beta-Hydroxy-beta-methylglutaric acid, Meglutolum, CB 337, CB-337, 3-Hydroxy-3-methylglutarate, 3-Hydorxy-3-methylglutaric acid, CLA99KCD53, (S)-Meglutol, NSC-361411, beta-Hydroxy-beta-Methylglutarate, CHEBI:16831, DTXSID90198304, (S)-3-Hydroxy-3-methylglutaric acid, meglutolo, RefChem:810852, 3 Hydroxy 3 methylglutaric Acid, beta Hydroxy beta Methylglutarate, C10AX05, DTXCID80120795, Acid, 3-Hydroxy-3-methylglutaric, 3 Hydroxy 3 methylpentanedioic Acid, Acid, 3-Hydroxy-3-methylpentanedioic, 207-971-1, Lipoglutaren, Medroglutaric acid, Meglutol [USAN:INN], MFCD00002712, Meglutolum [INN-Latin], Glutaric acid, 3-hydroxy-3-methyl-, 3-Hydroxymethylglutarate, HMG, CHEMBL50444, 3-Hydroxy-3-methylpentane-1,5-dioic Acid, 3-hydroxy-3-methyl-pentanedioic acid, Dicrotalic acid;3-Hydroxy-3-methylglutaric acid, EINECS 207-971-1, UNII-CLA99KCD53, NSC 361411, BRN 1769194, Dicrotalate, Menotrophin?, 3-Methyl-3-hydroxyglutaric acid, MEGLUTOL [USAN], Meglutol (USAN/INN), MEGLUTOL [INN], MEGLUTOL [MI], hydroxy-methylglutaric acid, MEGLUTOL [MART.], bmse000335, b-Hydroxy-b-methylglutarate, 3-Methyl-3-hydroxyglutarate, SCHEMBL28443, 4-03-00-01166 (Beilstein Handbook Reference), MLS001066390, b-Hydroxy-b-methylglutaric acid, GTPL2960, MEGxp0_001907, orb1307845, orb3141489, ACon1_000502, HMS3264B09, Pharmakon1600-01506183, HY-B1189, 3-HYDROXY-3-METHYLPENTANE-1, BDBM50160720, MSK163143, NSC361411, NSC760412, AKOS000280741, CCG-213633, CS-4798, DB04377, EBC-616285, FH57974, NSC-760412, NCGC00169018-01, AS-63885, GLUTARIC ACID, BETA-HYDROXY METHYL, SMR000471861, SY051523, 3-Hydroxy-3-methylglutaric acid, >=95%, DB-071173, H0436, NS00014740, ST45025154, (3R)-3,5,5-trihydroxy-3-methylpentanoic acid, C03761, D04897, F17049, AB00698060_04, Dicrotalic acid; 3-Hydroxy-3-methylglutaric acid, Q524670, SR-01000763754, 3-Hydroxy-3-methylpentane-1 pound not5-dioic Acid, SR-01000763754-2, A90FC159-16ED-49CA-9A7F-D90B0A5B3EBC, BRD-K00495673-001-05-2, 3-Hydroxy-3-methylglutaric acid, purum, >=95.0% (GC), XII
Theoretical properties:
molecular_formula: C6H10O5
molecular_weight: 162.14 g/mol
exact_mass: 162.05282342 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 11
topological_polar_surface_area: 94.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 105 °C
Descriptions:
pubchem: 3-hydroxy-3-methylglutaric acid is a dicarboxylic acid that is glutaric acid in which one of the two hydrogens at position 3 is substituted by a hydroxy group, while the other is substituted by a methyl group. It has been found to accumulate in urine of patients suffering from HMG-CoA lyase (3-hydroxy-3-methylglutaryl-CoA lyase, EC 4.1.3.4) deficiency. It occurs as a plant metabolite in Crotalaria dura. It has a role as an antimetabolite, an EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor, an anticholesteremic drug, a plant metabolite and a human metabolite. It is a tertiary alcohol, a dicarboxylic acid and a 3-hydroxy carboxylic acid. It is functionally related to a glutaric acid. It is a conjugate acid of a 3-hydroxy-3-methylglutarate(1-).
chebi: A dicarboxylic acid that is glutaric acid in which one of the two hydrogens at position 3 is substituted by a hydroxy group, while the other is substituted by a methyl group. It has been found to accumulate in urine of patients suffering from HMG-CoA lyase (3-hydroxy-3-methylglutaryl-CoA lyase, EC 4.1.3.4) deficiency. It occurs as a plant metabolite in <em>Crotalaria dura</em>.
chembl: MEGLUTOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Meglutol (INN, also known as 3-hydroxy-3-methylglutaric acid, β-hydroxy-β-methylglutaric acid, and dicrotalic acid) is a hypolipidemic agent.
It occurs free in Crotalaria dura and C. globifera and is bound in dicrotaline (pyrrolizidine alkaloid).