Basic information Safety Supplier Related

3-METHYLGLUTACONIC ACID

Basic information Safety Supplier Related

3-METHYLGLUTACONIC ACID Basic information

Product Name:
3-METHYLGLUTACONIC ACID
Synonyms:
  • 3-METHYL-PENT-2-ENEDIOIC ACID
  • 3-METHYLGLUTACONIC ACID
  • 3-METHYL-2-PENTENEDIOIC ACID
  • 3-Methyl-delta^2-penten-1,5-dioic acid
  • glutacouic acide 3-methyl
  • 3-Methylglutaconic acid, mixture of E and Z isomers
  • NSC 249232
  • (E)-3-methylglutaconic acid
CAS:
5746-90-7
MF:
C6H8O4
MW:
144.13
Mol File:
5746-90-7.mol
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3-METHYLGLUTACONIC ACID Chemical Properties

Melting point:
115 °C
Boiling point:
399.4±25.0 °C(Predicted)
Density 
1.307±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
4.36±0.10(Predicted)
color 
White to Light Beige
BRN 
1722907
Stability:
Hygroscopic
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Safety Information

WGK Germany 
3
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3-METHYLGLUTACONIC ACID Usage And Synthesis

Uses

3-Methylglutaconic acid is a glutarate which builds up in the urine in 3-methylglutaconic aciduria. 3-methylglutaconic aciduria is a term used to describe five different disorders that impair the functioning of energy-producing centers within cells (mitochondria)

Definition

ChEBI: A dicarboxylic acid comprising (E)-glutaconic acid carrying a 3-methyl substituent.

Biological Activity

3-Methylglutaconic acid is a metabolite (as the CoA thioester) in the leucine degradative pathway as well as the mevalonate shunt, a pathway th at links isoprenoid metabolism with mitochondrial acetyl-CoA metabolism. 3-Methylglutaconic acid accumulates in patients with a deficiency of 3-methylglutaconyl-CoA hydratase.

in vivo

Animal Model:Male Sprague-Dawley rats and male Hartley guinea-pigs[2]
Dosage:0.16 mL/kg, 90 min
Administration:Intraperitoneal injection (i.p.)
Result:Increased initial blood pressure and heart rate in rats followed by vagal bradycardia and hypotension (rat)
Developed three patterns of cardiovascular changes (Type 1: a period of sympathetically-mediated hypertension and tachycardia followed by vagal bradycardia; Type 2: Increased arterial pressure and heart rate, but no vagal activation; Type 3: exhibited no significant cardiovascular changes(Guinea-pigs).
Animal Model:Male Wistar rats[3]
Dosage:45mg/kg for single dose, 4days
Administration:Intraperitoneal injection (i.p.)
Result:Decreased in NR2B expression on the whole cerebellum tissue and Purkinje cells.

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