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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:29 UTC

HMDB ID

HMDB0001147

Secondary Accession Numbers

HMDB01147

Metabolite Identification

Common Name

Aminomalonic acid

Description

Aminomalonic acid (Ama) is an amino dicarboxylic acid that is an analog of malonic acid in which one of the methylene hydrogens has been replaced by an amino group. It is a strongly acidic compound that is very water soluble. Aminomalonic acid is a natural occurring, largely non-proteogenic amino acid that was first detected in alkaline hydrolysates of proteins in 1984. In particular, aminomalonic acid was isolated from proteins isolated from Escherichia coli cultures and from human atherosclerotic plaques (PMID: 6366787 ). Aminomalonic acid is a relatively unstable, minor amino acid in complex structures such as bacteria or tissues. The presence of aminomalonic acid has important biological implications because the malonic acid moiety potentially imparts calcium binding properties to proteins. Possible origins of aminomalonic acid in proteins include its introduction via errors in protein synthesis and oxidative damage to amino acid residues in proteins. (PMID: 1621954 , 6366787 ). Aminomalonic acid can be generated naturally via the activity of mammalian and bacterial enzymes on various precursors such as 2-aminomalonamide, diethylaminomalonate and ketomalonic acid (PMID: 35346 ). Free aminomalonic acid appears to be an oxidation product arising from perturbed serine or threonine metabolism. Aminomalonic acid is produced in animals that have been exposed to Cadmium (a strong pro-oxidant) for extended periods of time and it has been proposed to be a potential biomarker of Cadmium toxicity (PMID: 32193438 ). Aminomalonic acid has also been found to be elevated in the urine of individuals with anxiety and major depressive disorders (PMID: 30232320 ). Aminomalonic acid has been reported to be a potential biomarker for hepatocellular carcinoma (PMID: 18767022 ) and it exhibits strong inhibitory effects on L-asparagine synthase (PMID: 35346 ). Several metabolomics studies have also found that altered aminomalonic acid levels in serum are associated with neuropsychiatric disorders, melanoma, ketamine overdose and aortic aneurysm, indicating that aminomalonic acid is an important serum indicator for diseases and toxicities (PMID: 32193438 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Aminomalonic acid	ChEBI
Aminomalonate	ChEBI
2-Aminomalonate	Generator
a-Aminomalonic acid	HMDB
alpha-Aminomalonic acid	HMDB
amino-Malonic acid	HMDB
amino-Propanedioate	HMDB
amino-Propanedioic acid	HMDB
Aminopropanedioate	HMDB
Aminopropanedioic acid	HMDB

Chemical Formula

C₃H₅NO₄

Average Molecular Weight

119.0761

Monoisotopic Molecular Weight

119.021857653

IUPAC Name

2-aminopropanedioic acid

Traditional Name

aminomalonic acid

CAS Registry Number

1068-84-4

SMILES

NC(C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C3H5NO4/c4-1(2(5)6)3(7)8/h1H,4H2,(H,5,6)(H,7,8)

InChI Key

JINBYESILADKFW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Dicarboxylic acid or derivatives
1,3-dicarbonyl compound
Amino acid
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amino dicarboxylic acid (CHEBI:17475 )

Ontology

Not Available

Endogenous (HMDB: HMDB0001147)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Threonine Biosynthesis (PathBank: SMP0000837)

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001147)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	126 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-3.4	ChemAxon
logS	0.03	ALOGPS
pKa (Strongest Acidic)	0.45	ChemAxon
pKa (Strongest Basic)	8.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	21.98 m³·mol⁻¹	ChemAxon
Polarizability	9.48 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	122.866	31661259
DarkChem	[M-H]-	117.607	31661259
AllCCS	[M+H]+	129.815	32859911
AllCCS	[M-H]-	118.943	32859911
DeepCCS	[M+H]+	119.242	30932474
DeepCCS	[M-H]-	116.441	30932474
DeepCCS	[M-2H]-	152.91	30932474
DeepCCS	[M+Na]+	127.547	30932474
AllCCS	[M+H]+	129.8	32859911
AllCCS	[M+H-H2O]+	125.6	32859911
AllCCS	[M+NH4]+	133.7	32859911
AllCCS	[M+Na]+	134.9	32859911
AllCCS	[M-H]-	118.9	32859911
AllCCS	[M+Na-2H]-	122.1	32859911
AllCCS	[M+HCOO]-	125.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aminomalonic acid	NC(C(O)=O)C(O)=O	1775.7	Standard polar	33892256
Aminomalonic acid	NC(C(O)=O)C(O)=O	1077.3	Standard non polar	33892256
Aminomalonic acid	NC(C(O)=O)C(O)=O	1908.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aminomalonic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)C(=O)O	1257.1	Semi standard non polar	33892256
Aminomalonic acid,1TMS,isomer #2	C[Si](C)(C)NC(C(=O)O)C(=O)O	1325.4	Semi standard non polar	33892256
Aminomalonic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)C(=O)O[Si](C)(C)C	1308.9	Semi standard non polar	33892256
Aminomalonic acid,2TMS,isomer #2	C[Si](C)(C)NC(C(=O)O)C(=O)O[Si](C)(C)C	1376.8	Semi standard non polar	33892256
Aminomalonic acid,2TMS,isomer #3	C[Si](C)(C)N(C(C(=O)O)C(=O)O)[Si](C)(C)C	1549.6	Semi standard non polar	33892256
Aminomalonic acid,3TMS,isomer #1	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1463.6	Semi standard non polar	33892256
Aminomalonic acid,3TMS,isomer #1	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1427.9	Standard non polar	33892256
Aminomalonic acid,3TMS,isomer #1	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1566.2	Standard polar	33892256
Aminomalonic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1557.9	Semi standard non polar	33892256
Aminomalonic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1460.0	Standard non polar	33892256
Aminomalonic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1679.8	Standard polar	33892256
Aminomalonic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1639.0	Semi standard non polar	33892256
Aminomalonic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1547.6	Standard non polar	33892256
Aminomalonic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1543.9	Standard polar	33892256
Aminomalonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)C(=O)O	1508.4	Semi standard non polar	33892256
Aminomalonic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(C(=O)O)C(=O)O	1603.4	Semi standard non polar	33892256
Aminomalonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)C(=O)O[Si](C)(C)C(C)(C)C	1735.8	Semi standard non polar	33892256
Aminomalonic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	1804.6	Semi standard non polar	33892256
Aminomalonic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	1951.1	Semi standard non polar	33892256
Aminomalonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2055.8	Semi standard non polar	33892256
Aminomalonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2044.3	Standard non polar	33892256
Aminomalonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1996.8	Standard polar	33892256
Aminomalonic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2173.2	Semi standard non polar	33892256
Aminomalonic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2098.5	Standard non polar	33892256
Aminomalonic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2035.9	Standard polar	33892256
Aminomalonic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2415.3	Semi standard non polar	33892256
Aminomalonic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2345.1	Standard non polar	33892256
Aminomalonic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2068.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Aminomalonic acid GC-MS (2 TMS)	splash10-001i-2910000000-56ddccdbe51afd85dd6c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminomalonic acid GC-MS (3 TMS)	splash10-0gb9-1790000000-1a2cf2f982d08de4d2c9	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminomalonic acid GC-MS (Non-derivatized)	splash10-001i-2910000000-56ddccdbe51afd85dd6c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminomalonic acid GC-MS (Non-derivatized)	splash10-0gb9-1790000000-1a2cf2f982d08de4d2c9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminomalonic acid GC-EI-TOF (Non-derivatized)	splash10-0012-1920000000-706a1afd4a87657ef924	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminomalonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xu-9200000000-a92a1873b06d13a3cb1b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminomalonic acid GC-MS (2 TMS) - 70eV, Positive	splash10-006t-7910000000-820eb39fc624884c77c9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminomalonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminomalonic acid 20V, Positive-QTOF	splash10-05i0-9000000000-6da4c50b66acac061cd8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminomalonic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-081c80e5b8aaa8f7ba34	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminomalonic acid 10V, Positive-QTOF	splash10-00fr-9000000000-4dbbb4215703aa499e1b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 10V, Positive-QTOF	splash10-00di-8900000000-ce915814c1e82c9da3e2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 20V, Positive-QTOF	splash10-00di-9200000000-c4dc8ccb28224391491f	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 40V, Positive-QTOF	splash10-056r-9000000000-dda49c2194c794dfeebb	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 10V, Negative-QTOF	splash10-014i-2900000000-b31a9403ea30555205e6	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 20V, Negative-QTOF	splash10-01b9-5900000000-8f53ff3974857296fab8	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 40V, Negative-QTOF	splash10-00di-9000000000-179c8f28fed467f08059	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 10V, Positive-QTOF	splash10-00di-9200000000-2cbb45bb0d131a8a5a4c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 20V, Positive-QTOF	splash10-00di-9000000000-6bf2575f705bcef140f5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-1f92eb692a3016f51886	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 10V, Negative-QTOF	splash10-014i-3900000000-2c6e9d09fa238ac1618c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 20V, Negative-QTOF	splash10-00di-9400000000-ce7be9ee668d87a767bd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomalonic acid 40V, Negative-QTOF	splash10-00dl-9000000000-a28af5b62f46a4285ac2	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Sweat
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	20669995	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Both	Normal	22411374	details
Sweat	Detected but not Quantified	Not Quantified	Adult	Both	Normal	26755145	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	28157703	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02289

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022451

KNApSAcK ID

Not Available

Chemspider ID

90998

KEGG Compound ID

C00872

BioCyc ID

AMINOMALONATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100714

PDB ID

Not Available

ChEBI ID

17475

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Matthew, Margaret; Neuberger, A. Aminomalonate. I.U.B. (Intern. Union Biochem.) Symp. Ser. (1963), Volume Date 1962, 30 243-51.

Material Safety Data Sheet (MSDS)

Not Available

General References

Copley SD, Frank E, Kirsch WM, Koch TH: Detection and possible origins of aminomalonic acid in protein hydrolysates. Anal Biochem. 1992 Feb 14;201(1):152-7. [PubMed:1621954 ]
Van Buskirk JJ, Kirsch WM, Kleyer DL, Barkley RM, Koch TH: Aminomalonic acid: identification in Escherichia coli and atherosclerotic plaque. Proc Natl Acad Sci U S A. 1984 Feb;81(3):722-5. [PubMed:6366787 ]
Milman HA, Muth R, Cooney DA: Aminomalonic acid and its congeners as potential in vivo inhibitors of L-asparagine synthetase. Enzyme. 1979;24(1):36-47. doi: 10.1159/000458626. [PubMed:35346 ]
Xu MY, Wang P, Sun YJ, Yang L, Wu YJ: Identification of metabolite biomarkers in serum of rats exposed to chlorpyrifos and cadmium. Sci Rep. 2020 Mar 19;10(1):4999. doi: 10.1038/s41598-020-61982-4. [PubMed:32193438 ]
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Showing metabocard for Aminomalonic acid (HMDB0001147)

MOL for HMDB0001147 (Aminomalonic acid)

3D MOL for HMDB0001147 (Aminomalonic acid)

3D SDF for HMDB0001147 (Aminomalonic acid)

3D-SDF for HMDB0001147 (Aminomalonic acid)

PDB for HMDB0001147 (Aminomalonic acid)

3D PDB for HMDB0001147 (Aminomalonic acid)

SMILES for HMDB0001147 (Aminomalonic acid)

INCHI for HMDB0001147 (Aminomalonic acid)

Structure for HMDB0001147 (Aminomalonic acid)

3D Structure for HMDB0001147 (Aminomalonic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra