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CHEBI:15741 - succinic acid

ChEBI IDCHEBI:15741
ChEBI Namesuccinic acid
Stars
DefinitionAn α,ω-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle.
Secondary ChEBI IDsCHEBI:9304, CHEBI:22943, CHEBI:26807, CHEBI:45639
Last Modified24 June 2025
DownloadsMolfile
FormulaC4H6O4
Net Charge0
Average Mass118.088
Monoisotopic Mass118.02661
SMILESO=C(O)CCC(=O)O
InChIInChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
InChIKeyKDYFGRWQOYBRFD-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Cordyceps sinensis (ncbitaxon:72228) mycelium (BTO:0001436) PubMed (21848266) Ethanolic extract of dried mycelia
Daphnia magna (ncbitaxon:35525) - Article (Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
micronutrient  Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
fundamental metabolite  Any metabolite produced by all living cells.
Applications:
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
radiation protective agent  Any compound that is able to protect normal cells from the damage caused by radiation therapy.
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
ChEBI Ontology
Outgoing Relation(s)
succinic acid (CHEBI:15741) has role anti-ulcer drug (CHEBI:49201)
succinic acid (CHEBI:15741) has role fundamental metabolite (CHEBI:78675)
succinic acid (CHEBI:15741) has role micronutrient (CHEBI:27027)
succinic acid (CHEBI:15741) has role nutraceutical (CHEBI:50733)
succinic acid (CHEBI:15741) has role radiation protective agent (CHEBI:66987)
succinic acid (CHEBI:15741) is a C4-dicarboxylic acid (CHEBI:66873)
succinic acid (CHEBI:15741) is a α,ω-dicarboxylic acid (CHEBI:28383)
succinic acid (CHEBI:15741) is conjugate acid of succinate(1−) (CHEBI:30779)
Incoming Relation(s)
(R)-2-(phosphonomethyl)malic acid (CHEBI:137343) has functional parent succinic acid (CHEBI:15741)
(R)-2-ethylmalic acid (CHEBI:15583) has functional parent succinic acid (CHEBI:15741)
(R)-3,3-dimethylmalic acid (CHEBI:15587) has functional parent succinic acid (CHEBI:15741)
(2S)-2-isopropyl-3-oxosuccinic acid (CHEBI:1467) has functional parent succinic acid (CHEBI:15741)
(carboxymethoxy)succinic acid (CHEBI:17040) has functional parent succinic acid (CHEBI:15741)
N-succinyl norcocaine (CHEBI:234506) has functional parent succinic acid (CHEBI:15741)
N-succinyl-L-glutamic 5-semialdehyde (CHEBI:27657) has functional parent succinic acid (CHEBI:15741)
N-succinyl-L-α-amino acid (CHEBI:191191) has functional parent succinic acid (CHEBI:15741)
N6-(1,2-dicarboxyethyl)-AMP (CHEBI:15919) has functional parent succinic acid (CHEBI:15741)
trans-2,3-epoxysuccinic acid (CHEBI:15900) has functional parent succinic acid (CHEBI:15741)
1-hexadecyl-2-succinyl-sn-glycero-3-phosphocholine (CHEBI:79274) has functional parent succinic acid (CHEBI:15741)
11-deoxycorticosterone-21-hemisuccinate (CHEBI:62112) has functional parent succinic acid (CHEBI:15741)
11α-hydroxyprogesterone hemisuccinate (CHEBI:45496) has functional parent succinic acid (CHEBI:15741)
2-(acetamidomethylidene)succinic acid (CHEBI:16253) has functional parent succinic acid (CHEBI:15741)
2-(phosphinomethylidene)succinic acid (CHEBI:131963) has functional parent succinic acid (CHEBI:15741)
2-benzylsuccinic acid (CHEBI:16054) has functional parent succinic acid (CHEBI:15741)
2-chlorosuccinic acid (CHEBI:90244) has functional parent succinic acid (CHEBI:15741)
2-ethylsuccinic acid (CHEBI:195363) has functional parent succinic acid (CHEBI:15741)
2-hydroxy-3-oxosuccinic acid (CHEBI:17778) has functional parent succinic acid (CHEBI:15741)
2-isopropylmalic acid (CHEBI:28635) has functional parent succinic acid (CHEBI:15741)
2-methyl-3-oxosuccinic acid (CHEBI:50793) has functional parent succinic acid (CHEBI:15741)
2-methylene-3-methylsuccinic acid (CHEBI:16093) has functional parent succinic acid (CHEBI:15741)
2-propylmalic acid (CHEBI:28652) has functional parent succinic acid (CHEBI:15741)
2,2-dimethylsuccinic acid (CHEBI:86537) has functional parent succinic acid (CHEBI:15741)
2,3-dimethylsuccinic acid (CHEBI:167506) has functional parent succinic acid (CHEBI:15741)
3-(acetamidomethylidene)-2-(hydroxymethyl)succinic acid (CHEBI:16216) has functional parent succinic acid (CHEBI:15741)
3-ethylmalic acid (CHEBI:15591) has functional parent succinic acid (CHEBI:15741)
3-hydroxy-2-isopropyl-4-methoxy-4-oxobutanoate (CHEBI:52960) has functional parent succinic acid (CHEBI:15741)
3-hydroxy-2-isopropyl-4-methoxy-4-oxobutanoic acid (CHEBI:52978) has functional parent succinic acid (CHEBI:15741)
3-isopropylmalic acid (CHEBI:35114) has functional parent succinic acid (CHEBI:15741)
3-methylbenzylsuccinic acid (CHEBI:191372) has functional parent succinic acid (CHEBI:15741)
3-methylmalic acid (CHEBI:25312) has functional parent succinic acid (CHEBI:15741)
3-propylmalic acid (CHEBI:30850) has functional parent succinic acid (CHEBI:15741)
4-({[(2S,3R)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methyl}amino)-4-oxobutanoic acid (CHEBI:234460) has functional parent succinic acid (CHEBI:15741)
4-(6-hydroxypyridin-3-yl)-4-oxobutyric acid (CHEBI:66946) has functional parent succinic acid (CHEBI:15741)
4-[(3-{3-[(2S)-1-methylpyrrolidin-2-yl]pyridin-4-yl}propyl)amino]-4-oxobutanoic acid (CHEBI:234461) has functional parent succinic acid (CHEBI:15741)
4-{[6-endo-amino-6-exo-benzoyl-5-exo-phenylnorbornan-2-yl]oxy}-4-oxobutanoic acid (CHEBI:71549) has functional parent succinic acid (CHEBI:15741)
4-methoxy-4-oxo-3-phenylbutanoic acid (CHEBI:71214) has functional parent succinic acid (CHEBI:15741)
6β-hydroxyprogesterone hemisuccinate (CHEBI:62116) has functional parent succinic acid (CHEBI:15741)
bromosuccinic acid (CHEBI:73712) has functional parent succinic acid (CHEBI:15741)
carboxyfentanyl (CHEBI:61106) has functional parent succinic acid (CHEBI:15741)
citramalic acid (CHEBI:15584) has functional parent succinic acid (CHEBI:15741)
dioxosuccinic acid (CHEBI:30799) has functional parent succinic acid (CHEBI:15741)
ethyl 3-methylbutyl butanedioate (CHEBI:87276) has functional parent succinic acid (CHEBI:15741)
iminoaspartic acid (CHEBI:50616) has functional parent succinic acid (CHEBI:15741)
itaconic acid (CHEBI:30838) has functional parent succinic acid (CHEBI:15741)
malic acid (CHEBI:6650) has functional parent succinic acid (CHEBI:15741)
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone (CHEBI:83802) has functional parent succinic acid (CHEBI:15741)
methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone (CHEBI:83803) has functional parent succinic acid (CHEBI:15741)
oxaloacetic acid (CHEBI:30744) has functional parent succinic acid (CHEBI:15741)
phenyl [1-(N-succinylamino)pentyl]phosphonate (CHEBI:43012) has functional parent succinic acid (CHEBI:15741)
prednisolone succinate (CHEBI:135745) has functional parent succinic acid (CHEBI:15741)
SAICAR (CHEBI:18319) has functional parent succinic acid (CHEBI:15741)
succinamic acid (CHEBI:50398) has functional parent succinic acid (CHEBI:15741)
succinate ester (CHEBI:36181) has functional parent succinic acid (CHEBI:15741)
succinic anhydride (CHEBI:36595) has functional parent succinic acid (CHEBI:15741)
succinyladenosine (CHEBI:71169) has functional parent succinic acid (CHEBI:15741)
thiomalic acid (CHEBI:38705) has functional parent succinic acid (CHEBI:15741)
succinate(1−) (CHEBI:30779) is conjugate base of succinic acid (CHEBI:15741)
3-carboxypropanoyl group (CHEBI:26810) is substituent group from succinic acid (CHEBI:15741)
succinyl group (CHEBI:37952) is substituent group from succinic acid (CHEBI:15741)
IUPAC Names 
butanedioic acid
succinic acid
Synonyms  Source
Succinic acidKEGG COMPOUND
Butanedionic acidKEGG COMPOUND
Ethylenesuccinic acidKEGG COMPOUND
HOOC‒CH2‒CH2‒COOHIUPAC
amber acidNIST Chemistry WebBook
BernsteinsäureChEBI
Manual XrefsDatabases
C00042KEGG COMPOUND
SINPDBeChem
LMFA01170043LIPID MAPS
DB00139DrugBank
SUCMetaCyc
Succinic_acidWikipedia
HMDB0000254HMDB
C00001205KNApSAcK
YMDB00338YMDB
ECMDB00254ECMDB
2487DrugCentral
Registry NumbersSources
Gmelin:2785Gmelin
Reaxys:1754069Reaxys
CAS:110-15-6KEGG COMPOUND
CAS:110-15-6ChemIDplus
CAS:110-15-6NIST Chemistry WebBook
Citations