Details of the Drug

General Information of Drug (ID: DMCIM9A)

Drug Name
Citraconic acid
Synonyms
Citraconic acid; 2-methylmaleic acid; METHYLMALEIC ACID; 498-23-7; 2-Methyl-2-butenedioic acid; cis-Methylbutenedioic acid; Citraconate; (Z)-2-Methyl-2-butenedioic acid; Maleic acid, methyl-; Citraconsaeure; Methyl-maleinsaeure; Kyselina citrakonova; Kyselina citrakonova [Czech]; citraconsaure; UNII-0RQ6CXO9KD; (2Z)-2-methylbut-2-enedioic acid; BRN 1722679; 2-Butenedioic acid, 2-methyl-, (Z)-; 2-Methylmaleate; alpha-methylmaleic acid; EINECS 207-858-7; NSC 32949; 0RQ6CXO9KD; cis-2-methylbutenedioic acid; 2-methyl-2Z-butenedioic ac
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 130.1
Logarithm of the Partition Coefficient (xlogp) -0.1
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C5H6O4
IUPAC Name
(Z)-2-methylbut-2-enedioic acid
Canonical SMILES
C/C(=C/C(=O)O)/C(=O)O
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-IHWYPQMZSA-N
Cross-matching ID
PubChem CID
643798
ChEBI ID
CHEMBL17626
CAS Number
498-23-7
UNII
0RQ6CXO9KD
DrugBank ID
DB04734
TTD ID
D09KCU

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Fumarate reductase flavoprotein (Bact frdA) TTHDSE2 FRDA_HELPY Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Ferritin heavy chain (FTH1) OT6IFS0O FRIH_HUMAN Gene/Protein Processing [2]
Ferritin light chain (FTL) OTYQA8A6 FRIL_HUMAN Gene/Protein Processing [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Nucleic Acids Res. 2011 Jan;39(Database issue):D1035-41.
2 Fumarate Mediates a Chronic Proliferative Signal in Fumarate Hydratase-Inactivated Cancer Cells by Increasing Transcription and Translation of Ferritin Genes. Mol Cell Biol. 2017 May 16;37(11):e00079-17. doi: 10.1128/MCB.00079-17. Print 2017 Jun 1.