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HomeProduct name list3-HYDROXY-3-METHYLGLUTARIC ACID

3-HYDROXY-3-METHYLGLUTARIC ACID

Synonym(s):3-Hydroxy-3-methylpentanedioic acid

  • CAS NO.:503-49-1
  • Empirical Formula: C6H10O5
  • Molecular Weight: 162.14
  • MDL number: MFCD00002712
  • EINECS: 207-971-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-07 21:39:59
3-HYDROXY-3-METHYLGLUTARIC ACID Structural

What is 3-HYDROXY-3-METHYLGLUTARIC ACID?

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)

The Uses of 3-HYDROXY-3-METHYLGLUTARIC ACID

antihyperlipoproteinemia

The Uses of 3-HYDROXY-3-METHYLGLUTARIC ACID

3-Hydroxy-3-methylpentane-1,5-dioic Acid (cas# 503-49-1) is a compound useful in organic synthesis.

What are the applications of Application

3-Hydroxy-3-methylglutaric Acid is An antilipemic agent

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

Purification Methods

Recrystallise the acid from diethyl ether/hexane and dry it under avacuum at 60o for 1hour. [Beilstein 3 IV 1166.]

Properties of 3-HYDROXY-3-METHYLGLUTARIC ACID

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
pka 3.95±0.10(Predicted)
form  powder to crystal
color  White to Light yellow
Merck  14,5808
BRN  1769194
CAS DataBase Reference 503-49-1(CAS DataBase Reference)

Safety information for 3-HYDROXY-3-METHYLGLUTARIC ACID

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for 3-HYDROXY-3-METHYLGLUTARIC ACID

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