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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:17:15 UTC

Update Date

2023-02-21 17:25:18 UTC

HMDB ID

HMDB0036232

Secondary Accession Numbers

HMDB36232

Metabolite Identification

Common Name

Maleic acid homopolymer

Description

Maleic acid homopolymer, also known as 2,3-dimethylmaleic acid or a,b-dimethylmaleate, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Based on a literature review a small amount of articles have been published on Maleic acid homopolymer.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,3-Dimethylmaleic acid	ChEBI
alpha,beta-Dimethylmaleic acid	ChEBI
Dimethylmaleic acid	Kegg
2,3-Dimethylmaleate	Generator
a,b-Dimethylmaleate	Generator
a,b-Dimethylmaleic acid	Generator
alpha,beta-Dimethylmaleate	Generator
Α,β-dimethylmaleate	Generator
Α,β-dimethylmaleic acid	Generator
Dimethylmaleate	Generator
Maleate homopolymer	Generator
meso-Tetra(4-sulfonatophenyl)porphine, tetrasodium salt	HMDB
meso-Tetra(P-sulfonatophenyl)porphine	HMDB
meso-Tetra-(4-sulfonatophenyl)porphine	HMDB
meso-Tetra-(4-sulphonatophenyl) porphine	HMDB
meso-Tetrakis(P-sulfophenyl)porphine tetrasodium salt	HMDB
meso-Tetraphenylporphine-4,4',4",4"'-tetrasulfonic acid	HMDB
SFP	HMDB
Tetraphenylporphine sulfonate	HMDB
Tetrasodium meso-tetra(P-sulfonatophenyl)porphine	HMDB
TPPS (Photoreactant)	HMDB
TPPS4	HMDB

Chemical Formula

C₆H₈O₄

Average Molecular Weight

144.1253

Monoisotopic Molecular Weight

144.042258744

IUPAC Name

(2Z)-dimethylbut-2-enedioic acid

Traditional Name

dimethylmaleic acid

CAS Registry Number

26099-09-2

SMILES

C\C(=C(/C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C6H8O4/c1-3(5(7)8)4(2)6(9)10/h1-2H3,(H,7,8)(H,9,10)/b4-3-

InChI Key

CGBYBGVMDAPUIH-ARJAWSKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents

Substituents

Methyl-branched fatty acid
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dicarboxylic acid (CHEBI:23812 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0036232)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0036232)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036232)

Source

Endogenous

Endogenous (HMDB: HMDB0036232)

Animal

Animal (HMDB: HMDB0036232)

Exogenous

Food

Food (HMDB: HMDB0036232)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036232)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036232)

Cellular process

Cell signaling (HMDB: HMDB0036232)

Biochemical process

Lipid transport (HMDB: HMDB0036232)

Role

Biological role

Energy storage (HMDB: HMDB0036232)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036232)

Physical Properties

State

Not Available

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	8.92 g/L	ALOGPS
logP	0.38	ALOGPS
logP	0.75	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	33.32 m³·mol⁻¹	ChemAxon
Polarizability	13.17 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]+	136.339	31661259
DarkChem	[M-H]-	129.402	31661259
DeepCCS	[M+H]+	131.875	30932474
DeepCCS	[M-H]-	128.044	30932474
DeepCCS	[M-2H]-	165.166	30932474
DeepCCS	[M+Na]+	140.69	30932474
AllCCS	[M+H]+	132.8	32859911
AllCCS	[M+H-H2O]+	128.7	32859911
AllCCS	[M+NH4]+	136.5	32859911
AllCCS	[M+Na]+	137.6	32859911
AllCCS	[M-H]-	126.8	32859911
AllCCS	[M+Na-2H]-	129.1	32859911
AllCCS	[M+HCOO]-	131.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Maleic acid homopolymer	C\C(=C(/C)C(O)=O)C(O)=O	2213.8	Standard polar	33892256
Maleic acid homopolymer	C\C(=C(/C)C(O)=O)C(O)=O	1206.4	Standard non polar	33892256
Maleic acid homopolymer	C\C(=C(/C)C(O)=O)C(O)=O	1332.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Maleic acid homopolymer,1TMS,isomer #1	C/C(C(=O)O)=C(\C)C(=O)O[Si](C)(C)C	1334.4	Semi standard non polar	33892256
Maleic acid homopolymer,2TMS,isomer #1	C/C(C(=O)O[Si](C)(C)C)=C(\C)C(=O)O[Si](C)(C)C	1458.0	Semi standard non polar	33892256
Maleic acid homopolymer,1TBDMS,isomer #1	C/C(C(=O)O)=C(\C)C(=O)O[Si](C)(C)C(C)(C)C	1587.5	Semi standard non polar	33892256
Maleic acid homopolymer,2TBDMS,isomer #1	C/C(C(=O)O[Si](C)(C)C(C)(C)C)=C(\C)C(=O)O[Si](C)(C)C(C)(C)C	1847.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Maleic acid homopolymer GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f97-9300000000-ca4db8fbae55af356262	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Maleic acid homopolymer GC-MS (2 TMS) - 70eV, Positive	splash10-00di-9430000000-cc5c14a34aebae0b44cd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Maleic acid homopolymer 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 10V, Positive-QTOF	splash10-0002-5900000000-47d64c9efeb2425c6a25	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 20V, Positive-QTOF	splash10-05i1-9100000000-3907b4f957e123f00f06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 40V, Positive-QTOF	splash10-0udi-9000000000-fa4ea12762e730f639c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 10V, Negative-QTOF	splash10-0006-4900000000-030a507d026921a19b06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 20V, Negative-QTOF	splash10-0007-9400000000-8fd12833fc2b1eb092b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 40V, Negative-QTOF	splash10-0pi0-9000000000-042313ce67784ad19929	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 10V, Negative-QTOF	splash10-006w-9400000000-91b99e534309dd012bd1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 20V, Negative-QTOF	splash10-05fs-9000000000-08c30e63eaf1e8bee433	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 40V, Negative-QTOF	splash10-0a4i-9000000000-69ebf0092adf747aaffc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 10V, Positive-QTOF	splash10-003s-9300000000-f5922c36d63b69918426	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 20V, Positive-QTOF	splash10-0pc0-9000000000-6f11bc7a996759e3b0b7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maleic acid homopolymer 40V, Positive-QTOF	splash10-0zfr-9000000000-dc48b96f3be320b2477a	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015090

KNApSAcK ID

Not Available

Chemspider ID

2297318

KEGG Compound ID

C00922

BioCyc ID

DIMETHYLMAL-CPD

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3032309

PDB ID

Not Available

ChEBI ID

23812

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Maleic acid homopolymer (HMDB0036232)

MOL for HMDB0036232 (Maleic acid homopolymer)

3D MOL for HMDB0036232 (Maleic acid homopolymer)

3D SDF for HMDB0036232 (Maleic acid homopolymer)

3D-SDF for HMDB0036232 (Maleic acid homopolymer)

PDB for HMDB0036232 (Maleic acid homopolymer)

3D PDB for HMDB0036232 (Maleic acid homopolymer)

SMILES for HMDB0036232 (Maleic acid homopolymer)

INCHI for HMDB0036232 (Maleic acid homopolymer)

Structure for HMDB0036232 (Maleic acid homopolymer)

3D Structure for HMDB0036232 (Maleic acid homopolymer)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra