MiMeDB: Showing metabocard for 2-methyl-cis-aconitic acid (MMDBc0055251)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:47:25 UTC

Update Date

2022-08-12 20:09:18 UTC

MiMeDB ID

MMDBc0055251

Metabolite Identification

Common Name

2-methyl-cis-aconitic acid

Description

2-methyl-cis-aconitate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. 2-methyl-cis-aconitate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on 2-methyl-cis-aconitate.

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.080  -0.000   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0       0.000   2.667   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.310   1.334   0.000  0.00  0.00           O-1
CONECT    1    3                                                            
CONECT    2    4    5                                                       
CONECT    3    1    4    6                                                  
CONECT    4    2    3    7                                                  
CONECT    5    2    8    9                                                  
CONECT    6    3   10   11                                                  
CONECT    7    4   12   13                                                  
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
(1Z)-1-Methylprop-1-ene-1,2,3-tricarboxylate	ChEBI
(1Z)-1-Methylprop-1-ene-1,2,3-tricarboxylic acid	Generator
2-Methyl-cis-aconitic acid	Generator

Chemical Formula

C₇H₅O₆

Average Molecular Weight

185.113

Monoisotopic Molecular Weight

185.010258621

IUPAC Name

(1Z)-1-methylprop-1-ene-1,2,3-tricarboxylate

Traditional Name

cis-2-methylaconitate

CAS Registry Number

Not Available

SMILES

C\C(C([O-])=O)=C(/CC([O-])=O)C([O-])=O

InChI Identifier

InChI=1S/C7H8O6/c1-3(6(10)11)4(7(12)13)2-5(8)9/h2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-3/b4-3-

InChI Key

NUZLRKBHOBPTQV-ARJAWSKDSA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tricarboxylic acid trianion (CHEBI:57872 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-0.13	ChemAxon
pKa (Strongest Acidic)	2.25	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	120.39 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.1 m³·mol⁻¹	ChemAxon
Polarizability	14.74 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites
NULL	Proteobacteria	1
	Proteobacteria	16	Human
	Actinobacteria	8	Human
Fungi	Ascomycota	2
	Deinococcus-Thermus	2
	Firmicutes	10	Human ; Human Feces
		1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

19951219

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23615274

PDB ID

Not Available

ChEBI ID

57872

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 2-methyl-cis-aconitic acid (MMDBc0055251)

MOL for #<Metabolite:0x0000564abefab068>

3D MOL for #<Metabolite:0x0000564abefab068>

3D SDF for #<Metabolite:0x0000564abefab068>

3D-SDF for #<Metabolite:0x0000564abefab068>

PDB for #<Metabolite:0x0000564abefab068>

3D PDB for #<Metabolite:0x0000564abefab068>

SMILES for #<Metabolite:0x0000564abefab068>

INCHI for #<Metabolite:0x0000564abefab068>

Structure for #<Metabolite:0x0000564abefab068>

3D Structure for #<Metabolite:0x0000564abefab068>