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Merck
CN

H4392

3-Hydroxy-3-methylglutaric acid

≥95%

Synonym(s):

3-Hydroxy-3-methylpentanedioic acid

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About This Item

Linear Formula:
HOC(CH3)(CH2CO2H)2
CAS Number:
Molecular Weight:
162.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-971-1
Beilstein/REAXYS Number:
1769194
MDL number:
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Product Name

3-Hydroxy-3-methylglutaric acid, ≥95%

assay

≥95%

InChI key

NPOAOTPXWNWTSH-UHFFFAOYSA-N

InChI

1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)

SMILES string

CC(O)(CC(O)=O)CC(O)=O

mp

105-108 °C (lit.)

storage temp.

−20°C

Quality Level

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Application

  • Improvement of the functional value of green soybean (edamame) using germination and tempe fermentation: A comparative metabolomics study.: This research enhances the functional value of green soybean through germination and fermentation, identifying metabolites including those derived from 3-Hydroxy-3-methylglutaric acid. It offers insights into food processing and nutritional biochemistry (Iman et al., 2023).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Beatriz Puisac et al.
Journal of inherited metabolic disease, 33(4), 405-410 (2010-06-10)
3-Hydroxy-3-methylglutaric aciduria is a rare human autosomal recessive disorder caused by deficiency of 3-hydroxy-3-methylglutaryl CoA lyase (HL). This mitochondrial enzyme catalyzes the common final step of leucine degradation and ketogenesis. Acute symptoms include vomiting, seizures and lethargy, accompanied by metabolic
Alister D Muir
Journal of AOAC International, 89(4), 1147-1157 (2006-08-19)
Flaxseed (Linum usitatissimum L.) is a major source of dietary intake of lignans by virtue of the high concentrations (0.7-1.5%) that are present in the seed. The principal lignan present in flaxseed is secoisolariciresinol diglucoside (SDG), which occurs as a
C Mir et al.
Journal of inherited metabolic disease, 29(1), 64-70 (2006-04-08)
3-Hydroxy-3-methylglutaric aciduria is a rare autosomal recessive genetic disorder that affects ketogenesis and leucine metabolism. The disease is caused by mutations in the gene coding for 3-hydroxy-3-methylglutaryl-coenzyme A lyase (HL). To date 26 different mutations have been described. A (betaalpha)(8)
A Kamal-Eldin et al.
Phytochemistry, 58(4), 587-590 (2001-09-29)
A straight-chain oligomeric structure composed of five secoisolariciresinoldiglucoside (SDG) residues interconnected by four 3-hydroxy-3-methyl glutaric acid (HMGA) residues (molecular weight ca. 4000 Da) was assigned to the main lignan of flaxseed on the basis of nuclear magnetic resonance spectroscopy (NMR).
Jan Frank et al.
The British journal of nutrition, 92(1), 169-176 (2004-07-03)
Secoisolariciresinol diglucoside (SDG) is an important dietary lignan that is found at very high levels in flaxseed (1-4 %, w/w). Flaxseed lignans have received much research interest in recent years because of reported phyto-oestrogenic, anticarcinogenic, and anti-atherogenic effects. Previously, flaxseed

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