结构:CC(C(=O)O)C(=O)O
HCID487

Methylmalonic Acid

2-methylpropanedioic acid

C4H6O4118.09 g/molCAS 1215348-94-9

IDENTITY

结构与身份

标准 SMILES
CC(C(=O)O)C(=O)O
InChIKey
ZIYVHBGGAOATLY-UHFFFAOYSA-N
分子式
C4H6O4
平均分子量
118.09 g/mol
单同位素质量
118.02660867

COMPUTED

结构计算性质

已同步
XLogP
0.1
极性表面积
74.6 Ų
氢键供体
2
氢键受体
4
可旋转键
2
重原子
8
形式电荷
0
复杂度
103

PROPERTIES

实验与物化性质

来源:PubChem
Solubility

679000

679.0 mg/mL

Melting Point

135

135 °C

Physical Description

Solid

Dissociation Constants

3.12 (at 20 °C)

GHS

GHS 分类

来源:PubChem
GHS Classification

This chemical does not meet GHS hazard criteria for 5.4% (3 of 56) of reports.

Warning

H315 (94.6%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (94.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (92.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 56 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 3 of 56 reports by companies.;There are 5 notifications provided by 53 of 56 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

HAZARDS

危害信息

来源:PubChem
Hazard Classes and Categories

Skin Irrit. 2 (94.6%);Eye Irrit. 2 (94.6%);STOT SE 3 (92.9%)

Skin Irrit. 2 (100%);Eye Irrit. 2 (100%);STOT SE 3 (100%)

TOXICITY

毒理信息

来源:PubChem
Health Effects

Chronically high levels of methylmalonic acid are associated with at least 5 inborn errors of metabolism including: Malonyl CoA decarboxylase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria and Methylmalonic Aciduria Due to Cobalamin-Related Disorders.

Toxicity Summary

Methylmalonic acid is a vital intermediate in the metabolism of fat and protein. Abnormalities in methylmalonic acid metabolism lead to methylmalonic aciduria. This metabolic disease is attributed to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA. Accumulation of Methylmalonic acid in the body has been shown to be toxic.

Carcinogen Classification

No indication of carcinogenicity to humans (not listed by IARC).

PHARMACOLOGY

药理信息

来源:PubChem
Tissue Locations

Kidney;Liver;Placenta

Cellular Locations

Cytoplasm

Metabolite Pathways

2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency;3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency;3-hydroxyisobutyric acid dehydrogenase deficiency;3-hydroxyisobutyric aciduria;3-Methylcrotonyl Coa Carboxylase Deficiency Type I;3-Methylglutaconic Aciduria Type I;3-Methylglutaconic Aciduria Type III;3-Methylglutaconic Aciduria Type IV;Beta-Ketothiolase Deficiency;Isobutyryl-coa dehydrogenase deficiency;Total 22 pathways, visit the HMDB page for details

USES

用途与制造

来源:PubChem
Uses

This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.

ALIASES

名称与别名

92
Methylmalonic acid2-Methylmalonic acid516-05-22-Methylpropanedioic acidIsosuccinic acidmethylmalonatePropanedioic acid, methyl-1,1-Ethanedicarboxylic acidmethylpropanedioic acidMalonic acid, methyl-2-methyl-propanedioic acidCHEBI:30860DTXSID001995498LL8S712J7NSC-25201Acid, MethylmalonicRefChem:818643DTXCID10122040208-219-5MFCD00002656

REACTIONS

参与反应

26