Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:16600 - mesaconic acid
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
mesaconic acid
ChEBI ID
CHEBI:16600
Definition
A dicarboxylic acid consisting of fumaric acid having a methyl substituent at the 2-position.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:43999, CHEBI:6772, CHEBI:19701
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C5H6O4
Net Charge
0
Average Mass
130.09874
Monoisotopic Mass
130.02661
InChI
InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+
InChIKey
HNEGQIOMVPPMNR-NSCUHMNNSA-N
SMILES
C\C(=C/C(O)=O)C(O)=O
Metabolite of Species
Details
Homo sapiens
(NCBI:txid9606)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
mesaconic acid (
CHEBI:16600
)
has functional parent
fumaric acid (
CHEBI:18012
)
mesaconic acid (
CHEBI:16600
)
has role
human metabolite (
CHEBI:77746
)
mesaconic acid (
CHEBI:16600
)
has role
plant metabolite (
CHEBI:76924
)
mesaconic acid (
CHEBI:16600
)
is a
dicarboxylic acid (
CHEBI:35692
)
mesaconic acid (
CHEBI:16600
)
is a
dicarboxylic fatty acid (
CHEBI:189840
)
mesaconic acid (
CHEBI:16600
)
is conjugate acid of
mesaconate(2−) (
CHEBI:36986
)
Incoming
3-methylfumaryl-CoA (
CHEBI:75856
)
has functional parent
mesaconic acid (
CHEBI:16600
)
mesaconyl-CoA (
CHEBI:27969
)
has functional parent
mesaconic acid (
CHEBI:16600
)
mesaconate(2−) (
CHEBI:36986
)
is conjugate base of
mesaconic acid (
CHEBI:16600
)
IUPAC Name
(2
E
)-2-methylbut-2-enedioic acid
Synonyms
Sources
(E)-2-Methyl-2-butenedioic acid
KEGG COMPOUND
(E)-Citraconic acid
HMDB
2-methylfumaric acid
ChEBI
Citronic acid
HMDB
Mesaconic acid
KEGG COMPOUND
Methylfumaric acid
KEGG COMPOUND
trans-1-Propene-1,2-dicarboxylic acid
ChemIDplus
trans-2-Methyl-2-butenedioic acid
NIST Chemistry WebBook
Manual Xrefs
Databases
C01732
KEGG COMPOUND
HMDB0000749
HMDB
Mesaconic_acid
Wikipedia
MEZ
PDBeChem
View more database links
Registry Numbers
Types
Sources
1722680
Reaxys Registry Number
Reaxys
498-24-8
CAS Registry Number
KEGG COMPOUND
498-24-8
CAS Registry Number
NIST Chemistry WebBook
498-24-8
CAS Registry Number
ChemIDplus
Citations
Types
Sources
16744171
PubMed citation
Europe PMC
6452974
PubMed citation
Europe PMC
6778884
PubMed citation
Europe PMC
Last Modified
24 February 2022