Identification | More | [Name]
3-HYDROXY-3-METHYLGLUTARIC ACID | [CAS]
503-49-1 | [Synonyms]
3-HYDROXY-3-METHYLGLUTARIC ACID 3-HYDROXY-3-METHYLPENTANEDIOIC ACID AKOS 91366 B-HYDROXY-B-METHYLGLUTARIC ACID B-METHYL-B-HYDROXYGLUTARIC ACID DICROTALIC ACID 3-hydroxy-3-methyl-glutaricaci beta-hydroxy-beta-methylglutaricacid cb-337 hmga lipoglutaren medroglutaricacid Meglutol 3-Hydroxymethylglutaric acid 3-HYDROXY-3-METHYLPENTANEDIOIC ACID (HMG) 3-Hydroxy-3-methylglutaric acid ,98% | [EINECS(EC#)]
207-971-1 | [Molecular Formula]
C6H10O5 | [MDL Number]
MFCD00002712 | [Molecular Weight]
162.14 | [MOL File]
503-49-1.mol |
Chemical Properties | Back Directory | [Melting point ]
105-108 °C (lit.) | [Boiling point ]
120 °C / 13mmHg | [density ]
1.2132 (rough estimate) | [refractive index ]
1.4230 (estimate) | [storage temp. ]
−20°C
| [solubility ]
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 5 mg/ml; PBS (pH 7.2): 10 mg/ml | [form ]
powder to crystal | [pka]
3.95±0.10(Predicted) | [color ]
White to Light yellow | [Detection Methods]
T,NMR,MS | [Merck ]
5808 | [BRN ]
1769194 | [CAS DataBase Reference]
503-49-1(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
2
| [RTECS ]
MA3753000
| [F ]
10 | [HS Code ]
29181990 | [Toxicity]
LD50 in mice (g/kg): 7.33 orally; 3.23 i.p. (Savoie, Lupien) |
Hazard Information | Back Directory | [Description]
Meglutol (β-hydroxy-β-methylglutaric acid; HMG) is a hypolipidemic agent that
acts via the inhibition of cholesterol synthesis a t the stage of HMG-CoAreductase,
blocking the conversion of HMG-CoA to mevalonate. This conversion
is the rate-limiting step in cholesterol biosynthesis and is the point of
physiological feedback control; as such, it appears to be the ideal locus of action
for a hypolipidemic agent. Investigational compounds that act by this mechanism
include the natural products compactin and mevinolin. | [Chemical Properties]
White Solid | [Originator]
Aligarh Muslim Univ. (India) | [Uses]
3-Hydroxy-3-methylpentane-1,5-dioic Acid (cas# 503-49-1) is a compound useful in organic synthesis. | [Uses]
antihyperlipoproteinemia | [Definition]
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 Crotalaria dura. | [Brand name]
LIPOGLUTAREN | [Synthesis Reference(s)]
Synthesis, p. 791, 1981 DOI: 10.1055/s-1981-29596 | [storage]
Store at -20°C | [Purification Methods]
Recrystallise the acid from diethyl ether/hexane and dry it under avacuum at 60o for 1hour. [Beilstein 3 IV 1166.] |
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