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Details

Stereochemistry ACHIRAL
Molecular Formula C4H6O4
Molecular Weight 118.088
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Succinic Acid

SMILES

OC(=O)CCC(O)=O

InChI

InChIKey=KDYFGRWQOYBRFD-UHFFFAOYSA-N
InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)

HIDE SMILES / InChI

Molecular Formula C4H6O4
Molecular Weight 118.088
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23461009 | https://www.ncbi.nlm.nih.gov/pubmed/24771373 | https://ntrl.ntis.gov/NTRL/dashboard/searchResults.xhtml?searchQuery=PB254541 | https://www.ncbi.nlm.nih.gov/pubmed/10464017

Succinic acid is a dicarboxylic acid, which has multiple biological roles as a metabolic intermediate being converted into fumarate by the enzyme succinate dehydrogenase in complex 2 of the electron transport chain which is involved in making ATP, and as a signaling molecule reflecting the cellular metabolic state. Succinate is generated in mitochondria via the tricarboxylic acid cycle (TCA), an energy-yielding process shared by all organisms. Succinate can exit the mitochondrial matrix and function in the cytoplasm as well as the extracellular space, changing gene expression patterns, modulating epigenetic landscape or demonstrating hormone-like signaling. Dysregulation of succinate synthesis, and therefore ATP synthesis, happens in some genetic mitochondrial diseases, such as Leigh's disease, and Mela's disease and degradation can lead to pathological conditions, such as malignant transformation, inflammation and tissue injury. Succinic acid is a precursor to some polyesters and a component of some alkyd resins. Succinic acid also serves as the bases of certain biodegradable polymers, which are of interest in tissue engineering applications. As a food additive and dietary supplement, succinic acid is generally recognized as safe by the U.S. Food and Drug Administration. Succinic acid is used primarily as an acidity regulator in the food and beverage industry. It is also available as a flavoring agent, contributing a somewhat sour and astringent component to umami taste.[11] As an excipient in pharmaceutical products, it is also used to control acidity or as a counter ion. Drugs involving succinate include metoprolol succinate, sumatriptan succinate, Doxylamine succinate or solifenacin succinate.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Reamberin

Approved Use

Unknown
Inactive ingredient
Metoprolol Succinate ER

Approved Use

Unknown
Inactive ingredient
VESIcare

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
New insights into the regulation of plant succinate dehydrogenase. On the role of the protonmotive force.
2001-08-31
Alloxan-induced mitochondrial permeability transition triggered by calcium, thiol oxidation, and matrix ATP.
2001-07-20
Modulation of mitochondrial function by hydrogen peroxide.
2001-06-29
Simultaneous chromium(VI) reduction and phenol degradation in a fixed-film coculture bioreactor: reactor performance.
2001-06
Kinetic and crystallographic studies on deacetoxycephalosporin C synthase (DAOCS).
2001-05-18
The Quinone-binding sites of the Saccharomyces cerevisiae succinate-ubiquinone oxidoreductase.
2001-05-18
J-domain protein, Jac1p, of yeast mitochondria required for iron homeostasis and activity of Fe-S cluster proteins.
2001-05-18
The 'strict' anaerobe Desulfovibrio gigas contains a membrane-bound oxygen-reducing respiratory chain.
2001-05-04
In vitro effects of nicotine on mitochondrial respiration and superoxide anion generation.
2001-05-04
Possible involvement of protein phosphorylation in aluminum-responsive malate efflux from wheat root apex.
2001-05
Estradiol protects against ATP depletion, mitochondrial membrane potential decline and the generation of reactive oxygen species induced by 3-nitroproprionic acid in SK-N-SH human neuroblastoma cells.
2001-05
Chemical preconditioning with 3-nitropropionic acid in hearts: role of mitochondrial K(ATP) channel.
2001-05
Synthesis of iron-crosslinked chitosan succinate and iron-crosslinked hydroxamated chitosan succinate and their in vitro evaluation as potential matrix materials for oral theophylline sustained-release beads.
2001-05
Cloning and functional characterization of a high-affinity Na(+)/dicarboxylate cotransporter from mouse brain.
2001-05
Effects of culture conditions on enhancement of 2,4-dinitrotoluene degradation by Burkholderia engineered with the Vitreoscilla hemoglobin gene.
2001-04-21
Probing the active site of L-aspartate oxidase by site-directed mutagenesis: role of basic residues in fumarate reduction.
2001-04-17
Germline SDHD mutation in familial phaeochromocytoma.
2001-04-14
Attenuation of malonate toxicity in primary mesencephalic cultures using the GABA transport blocker, NO-711.
2001-04-01
Tetracycline residues in meat and bone meals. Part 1: methodology and examination of field samples.
2001-04
Synthesis of ethyl alkylidene alpha cyanoacetates under ultrasound irradiation.
2001-04
Rat liver microsomal lipid peroxidation produced during the oxidative metabolism of ethacrynic acid.
2001-04
Inhibition of Escherichia coli respiratory enzymes by the lactoperoxidase-hydrogen peroxide-thiocyanate antimicrobial system.
2001-04
A transient inhibition of mitochondrial ATP synthesis by nitric oxide synthase activation triggered apoptosis in primary cortical neurons.
2001-04
Enhancement of 3,4-methylenedioxymethamphetamine neurotoxicity by the energy inhibitor malonate.
2001-04
N-Acetylaspartate, a marker of both cellular dysfunction and neuronal loss: its relevance to studies of acute brain injury.
2001-04
Central carbon metabolism of Saccharomyces cerevisiae explored by biosynthetic fractional (13)C labeling of common amino acids.
2001-04
Combined effect of propofol and GSNO on oxidative phosphorylation of isolated rat liver mitochondria.
2001-04
Identification of respiratory complexes I and III as mitochondrial sites of damage following exposure to ionizing radiation and nitric oxide.
2001-04
The effects of feed and intracellular pyruvate levels on the redistribution of metabolic fluxes in Escherichia coli.
2001-04
The effects of endurance training and exhaustive exercise on mitochondrial enzymes in tissues of the rat (Rattus norvegicus).
2001-04
Nonalcoholic steatohepatitis: association of insulin resistance and mitochondrial abnormalities.
2001-04
Analysis of sulfonated compounds by ion-exchange high-performance liquid chromatography-mass spectrometry.
2001-03-30
Isolation and phenotypic characterization of Pseudomonas aeruginosa pseudorevertants containing suppressors of the catabolite repression control-defective crc-10 allele.
2001-03-15
The simplest supramolecular complexes containing pairs of Mo(2)(formamidinate)(3) units linked with various dicarboxylates: preparative methods, structures, and electrochemistry.
2001-03-12
Kinetic analyses of mitochondrial 75selenium uptake in Trigonella foenum-graecum seedlings exposed to selenium and mimosine.
2001-03
Metabolic enzymes and phenotypic expression among human locomotor muscles.
2001-03
A general method for the quantitative analysis of functional chimeras: applications from site-directed mutagenesis and macromolecular association.
2001-03
Oligoacetic acid characterization by isocratic and linear salt gradient anion-exchange chromatography.
2001-03
Dimeric pig heart succinate-coenzyme A transferase uses only one subunit to support catalysis.
2001-02-27
A subtoxic interactive toxicity study of ethanol and chromium in male Wistar rats.
2001-02
A high-resolution integrated map spanning the SDHD gene at 11q23: a 1.1-Mb BAC contig, a partial transcript map and 15 new repeat polymorphisms in a tumour-suppressor region.
2001-02
Effects of cresols (o-, m-, and p-isomers) on the bioenergetic system in isolated rat liver mitochondria.
2001-02
Dramatic improvement in mitochondrial cardiomyopathy following treatment with idebenone.
2001-02
Time-course changes in arteriolar and venular portions of capillary in young treadmill-trained rats.
2001-01
Developmental aspects of the rat endolymphatic sac and functional implications.
2001-01
[High cell density culture of phosphotransacetylase mutants of Escherichia coli BL21(DE3)].
2001-01
Structures and proton-pumping strategies of mitochondrial respiratory enzymes.
2001
Inhibition of spontaneous induction of lambdoid prophages in Escherichia coli cultures: simple procedures with possible biotechnological applications.
2001
[Intermittent hypoxic training with exogenous nitric oxide improves rat liver mitochondrial oxidation and phosphorylation during acute hypoxia].
2001
Aerobic capacity of frog skeletal muscle during hibernation.
2000-12-13
Patents

Sample Use Guides

Human: 0.20mh/kg/day up tp 12.2mg
Route of Administration: Oral
Antiviral activity was measured in a plaque inhibition assay. Confluent Vero cell monolayer in 6-well multidishes were infected with 100 PFU in 1 mL of MEM medium. After adsorption at 37 °C for 2 h, residual inoculum was replaced with 1 mL of MEM medium containing 0.2% gamma-globulin and 1 mL of a dilution of varying concentrations of the Succinic acid. Virus-infected wells without compounds were used as cytopathogenicity controls. Viral cytopathogenicity (CPE) was completed 1-2 days after viral infection
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:46:37 GMT 2025
Edited
by admin
on Mon Mar 31 18:46:37 GMT 2025
Record UNII
AB6MNQ6J6L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Succinic Acid
FCC   HSDB   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
SUCCINICUM ACIDUM
HPUS  
Preferred Name English
SUCCINIC ACID [MI]
Common Name English
DIHYDROFUMARIC ACID
Common Name English
ADIPIC ACID IMPURITY B [EP IMPURITY]
Common Name English
Succinic acid [WHO-DD]
Common Name English
FEMA NO. 4719
Code English
SUCCINIC ACID [II]
Common Name English
SUCCINIC ACID [USP-RS]
Common Name English
SUCCINIC ACID [FCC]
Common Name English
1,2-ETHANEDICARBOXYLIC ACID
Systematic Name English
AMBER ACID
Common Name English
SUCCINIC ACID [HSDB]
Common Name English
SUCCINIC ACID [VANDF]
Common Name English
SUCCINICUM ACIDUM [HPUS]
Common Name English
NSC-106449
Code English
SUCCINIC ACID [MART.]
Common Name English
SUCCINIC ACID [USP IMPURITY]
Common Name English
BUTANEDIOIC ACID
Systematic Name English
Classification Tree Code System Code
CFR 21 CFR 172.230
Created by admin on Mon Mar 31 18:46:37 GMT 2025 , Edited by admin on Mon Mar 31 18:46:37 GMT 2025
DSLD 3384 (Number of products:37)
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NCI_THESAURUS C345
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CFR 21 CFR 184.1091
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Code System Code Type Description
MESH
D019802
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PRIMARY
SMS_ID
100000078761
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PRIMARY
DAILYMED
AB6MNQ6J6L
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PRIMARY
NCI_THESAURUS
C61954
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PRIMARY
RS_ITEM_NUM
1623411
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PRIMARY
CAS
110-15-6
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PRIMARY
GRAS Notification (GRN No.)
552
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PRIMARY
FDA UNII
AB6MNQ6J6L
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PRIMARY
EPA CompTox
DTXSID6023602
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PRIMARY
DRUG BANK
DB00139
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PRIMARY
RS_ITEM_NUM
1623422
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ALTERNATIVE
ECHA (EC/EINECS)
203-740-4
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PRIMARY
EVMPD
SUB12599MIG
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PRIMARY
RXCUI
37255
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PRIMARY RxNorm
MERCK INDEX
m10269
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PRIMARY Merck Index
DRUG CENTRAL
2487
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PRIMARY
CHEBI
15741
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PRIMARY
NSC
106449
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PRIMARY
WIKIPEDIA
SUCCINIC ACID
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PRIMARY
PUBCHEM
1110
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PRIMARY
ChEMBL
CHEMBL576
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PRIMARY
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