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Key Documents

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H4392

Sigma-Aldrich

3-Hydroxy-3-methylglutaric acid

≥95%

Sinónimos:

3-Hydroxy-3-methylpentanedioic acid

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About This Item

Fórmula lineal:
HOC(CH3)(CH2CO2H)2
Número de CAS:
503-49-1
Peso molecular:
162.14
Beilstein/REAXYS Number:
1769194
EC Number:
207-971-1
MDL number:
MFCD00002712
UNSPSC Code:
12352100
PubChem Substance ID:
57654253
NACRES:
NA.22

Quality Level

200

assay

≥95%

mp

105-108 °C (lit.)

storage temp.

−20°C

SMILES string

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

InChI

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

InChI key

NPOAOTPXWNWTSH-UHFFFAOYSA-N

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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_germany

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
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
Mohamad Eid Hammadeh et al.
American journal of reproductive immunology (New York, N.Y. : 1989), 47(2), 82-90 (2002-03-20)
The aims of the present study were to (i) determine the presence and concentration of albumin fractions (alpha1, alpha2, beta, gamma), immunoglobulins (IgA, IgG, IgM) and cytokines [interleukin (IL)-6, IL-8, granulocyte-macrophage colony-stimulating factor (GM-CSF)] in periovulatory ovarian follicular fluid (FF)
E Pospísilová et al.
Journal of inherited metabolic disease, 26(5), 433-441 (2003-10-02)
Two methods, spectrophotometry and HPLC, were compared in the analyses of 3-hydroxy-3-methylglutaryl-CoA lyase (HL) activity in three unrelated Czech patients with 3-hydroxy-3-methylglutaric (HMG) aciduria and their family members. The HL activities in cultured fibroblasts and/or isolated lymphocytes of probands were
Seung Hyun Kim et al.
Bioorganic & medicinal chemistry letters, 20(9), 2824-2827 (2010-04-07)
The methanolic extract of the bark of Betula platyphylla was found to suppress antigen mediated degranulation of RBL-2H3 cells. Four arylbutanoids (1-4) and eight diarylhepatonoids (5-12) were isolated from the methanolic extract using bioassay-guided fractionation. Among them, compounds 4 and
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