Page last updated: 2024-12-09

citraconic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

citraconic acid: was MH 1975-92 (see under MALEATES 1975-90); METHYLMALEIC ACID was see CITRACONIC ACID 1975-92; use MALEATES to search CITRACONIC ACID 1975-92; RN refers to (Z)-isomer; SO refers to (E)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

citraconic acid : A dicarboxylic acid consisting of maleic acid having a methyl substituent at the 2-position. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID643798
CHEBI ID17626
SCHEMBL ID5893
MeSH IDM0198359

Synonyms (60)

Synonym
(e)-methylbutendiasure
kyselina citrakonova
0rq6cxo9kd ,
unii-0rq6cxo9kd
4-02-00-02230 (beilstein handbook reference)
einecs 231-014-7
cis-2-methylbutenedioic acid
alpha-methylmaleic acid
(z)-2-methyl-2-butenedioic acid
CHEBI:17626
2-methylmaleic acid
methyl-maleinsaeure
citraconsaeure
2-methyl-2-butenedioic acid
2-butenedioic acid, 2-methyl-, (z)-
cis-methylbutenedioic acid
maleic acid, methyl-
kyselina citrakonova [czech]
einecs 207-858-7
nsc 32949
brn 1722679
inchi=1/c5h6o4/c1-3(5(8)9)2-4(6)7/h2h,1h3,(h,6,7)(h,8,9)/b3-2
(2z)-2-methylbut-2-enedioic acid
2-butenedioic acid, 2-methyl-, (2z)-
citraconic acid
498-23-7
C02226
2-methylmaleate ,
citraconate
methylmaleic acid
citraconic acid, 98%
DB04734
CIZ ,
maleic acid, 2-methyl-
545A0AB4-F752-4DF8-BDB4-845BF57ADC8D
BMSE000199
2-butenedioic acid, 2-methyl-, (z)- (9ci)
(z)-2-methylbut-2-enedioic acid
AKOS005111074
LMFA01170099
2-methyl-2z-butenedioic acid
S3159
SCHEMBL5893
citraconic acid [mi]
(2z)-2-methyl-2-butenedioic acid
2-methyl maleic acid
W-106003
(2z)-2-methyl-2-butenedioic acid #
(~{z})-2-methylbut-2-enedioic acid
mfcd00078086
citraconsaure
methylmaleate
(z)-2-methyl-2-butenedioate
HY-113298
CS-0059543
Q5122804
DTXSID601019903
D95321
citraconicacid
28259-97-4

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" Moreover, in whole blood the half-life of DMF was dramatically reduced as compared to serum."( In vitro pharmacokinetics of anti-psoriatic fumaric acid esters.
Litjens, NH; Mattie, H; Nibbering, PH; Thio, HB; van Dissel, JT; van Gulpen, C; van Strijen, E, 2004
)
0.32
"The aim of this study was to evaluate pharmacokinetic parameters of fumaric acid esters (FAE) in psoriasis patients for the first time."( Pharmacokinetics of anti-psoriatic fumaric acid esters in psoriasis patients.
Clement, B; Mrowietz, U; Rostami-Yazdi, M, 2010
)
0.36

Compound-Compound Interactions

ExcerptReferenceRelevance
" This 2-period crossover study was conducted to evaluate the potential for drug-drug interaction between DMF (240 mg twice daily) and a combined oral contraceptive (OC; norgestimate 250 μg, ethinyl estradiol 35 μg)."( Evaluation of Potential Drug-Drug Interaction Between Delayed-Release Dimethyl Fumarate and a Commonly Used Oral Contraceptive (Norgestimate/Ethinyl Estradiol) in Healthy Women.
Kam, J; Leahy, M; Meka, V; Nestorov, I; Sheikh, SI; Zhao, G; Zhu, B, 2017
)
0.46

Dosage Studied

ExcerptRelevanceReference
" Dose-response and time-course analyses were performed to identify optimal conditions for maximal effect."( Regulation of proton-coupled folate transporter in retinal Müller cells by the antipsoriatic drug monomethylfumarate.
Bozard, BR; Chothe, PP; Fulzele, S; Ganapathy, V; Martin, PM; Prasad, PD; Smith, SB; Tawfik, A; Williams, C, 2012
)
0.38
"Activation of NRF2 using MMF, at least at our dosing regimen, is insufficient to attenuate catastrophic photoreceptor damage characteristic of rd10 mice."( Comparison of Neuroprotective Effects of Monomethylfumarate to the Sigma 1 Receptor Ligand (+)-Pentazocine in a Murine Model of Retinitis Pigmentosa.
Saul, A; Smith, SB; Wang, J; Xiao, H, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
dicarboxylic acidAny carboxylic acid containing two carboxy groups.
dicarboxylic fatty acid
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
C5-Branched Dibasic Acid Metabolism511

Research

Studies (82)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (3.66)18.7374
1990's9 (10.98)18.2507
2000's11 (13.41)29.6817
2010's51 (62.20)24.3611
2020's8 (9.76)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 56.41

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index56.41 (24.57)
Research Supply Index4.43 (2.92)
Research Growth Index5.24 (4.65)
Search Engine Demand Index87.45 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (56.41)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (1.22%)5.53%
Reviews1 (1.22%)6.00%
Case Studies4 (4.88%)4.05%
Observational0 (0.00%)0.25%
Other76 (92.68%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]