Methylmalonic acid

Names

[ CAS No. ]:
516-05-2

[ Name ]:
Methylmalonic acid

[Synonym ]:
Methylmalonic acid
Propanedioic acid, 2-methyl-
Methylpropanedioic acid
EINECS 208-219-5
2-Methylmalonic acid
methyl-Propanedioic acid
2-Methylpropanedioic acid
MFCD00002656
methyl-Malonic acid
2-Methyl1-malonic acid
Methylmalonate

Biological Activity

[Description]:

Methylmalonate is an indicator of Vitamin B-12 deficiency in cancer.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Cancer

[Target]

Human Endogenous Metabolite

[In Vitro]

Vitamin B-12 is required for Methylmalonate (Methylmalonic acid; MMA) to be converted to succinyl-CoA, and in combination with folic acid, for homocysteine (HC) to be converted to methionine. Therefore, Methylmalonate is clearly more specific to vitamin B-12 deficiency compared to HC[1].

[References]

[1]. Vashi P, et al. Methylmalonic Acid and Homocysteine as Indicators of Vitamin B-12 Deficiency in Cancer. PLoS One. 2016 Jan 25;11(1):e0147843.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.45

[ Boiling Point ]:
334.4±25.0 °C at 760 mmHg

[ Melting Point ]:
129-136 ºC

[ Molecular Formula ]:
C₄H₆O₄

[ Molecular Weight ]:
118.088

[ Flash Point ]:
170.2±19.7 °C

[ Exact Mass ]:
118.026611

[ PSA ]:
74.60000

[ LogP ]:
-0.21

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.474

[ Storage condition ]:
?20°C

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OO1400000

CHEMICAL NAME :: Malonic acid, methyl-

CAS REGISTRY NUMBER :: 516-05-2

BEILSTEIN REFERENCE NO. :: 1756084

LAST UPDATED :: 199709

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C4-H6-O4

MOLECULAR WEIGHT :: 118.10

WISWESSER LINE NOTATION :: QV1VO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CBCCT* "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. (National Academy of Science Library, 2101 Constitution Ave., NW, Washington, DC 20418) Volume(issue)/page/year: 6,222,1954

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#02314

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
OO1400000

[ HS Code ]:
2917190090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2917190090

[ Summary ]:
2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Physiology and pathophysiology of organic acids in cerebrospinal fluid.

J. Inherit. Metab. Dis. 16(4) , 648-69, (1993)

Concentrations of organic acids in cerebrospinal fluid (CSF) appear to be directly dependent upon their rate of production in the brain. There is evidence that the net release of short-chain monocarbo...

The human serum metabolome.

PLoS ONE 6(2) , e16957, (2011)

Continuing improvements in analytical technology along with an increased interest in performing comprehensive, quantitative metabolic profiling, is leading to increased interest pressures within the m...

Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.

Clin. Chem. 40(6) , 862-6, (1994)

Organic acid concentrations were quantified by gas chromatography and the individual acids identified by mass spectrometry in urine specimens from a healthy Turkish pediatric population of ages 2 days...