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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

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
Virtual combinatorial syntheses and computational screening of new potential anti-herpes compounds.
1999 Aug 26
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
Synthesis of ethyl alkylidene alpha cyanoacetates under ultrasound irradiation.
2001 Apr
Enhancement of 3,4-methylenedioxymethamphetamine neurotoxicity by the energy inhibitor malonate.
2001 Apr
Combined effect of propofol and GSNO on oxidative phosphorylation of isolated rat liver mitochondria.
2001 Apr
Identification of respiratory complexes I and III as mitochondrial sites of damage following exposure to ionizing radiation and nitric oxide.
2001 Apr
The effects of feed and intracellular pyruvate levels on the redistribution of metabolic fluxes in Escherichia coli.
2001 Apr
The effects of endurance training and exhaustive exercise on mitochondrial enzymes in tissues of the rat (Rattus norvegicus).
2001 Apr
Glutamine supplementation promotes anaplerosis but not oxidative energy delivery in human skeletal muscle.
2001 Apr
Glutathione depletion, lipid peroxidation and mitochondrial dysfunction are induced by chronic stress in rat brain.
2001 Apr
Probing the active site of L-aspartate oxidase by site-directed mutagenesis: role of basic residues in fumarate reduction.
2001 Apr 17
A subtoxic interactive toxicity study of ethanol and chromium in male Wistar rats.
2001 Feb
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 Feb
Dramatic improvement in mitochondrial cardiomyopathy following treatment with idebenone.
2001 Feb
Establishment and characterization of three new rat renal cell carcinoma cell lines from N-ethyl-N-hydroxyethylnitrosamine-induced basophilic cell tumors.
2001 Feb
Acidianus ambivalens Complex II typifies a novel family of succinate dehydrogenases.
2001 Feb 16
Paradoxical effects of copper and manganese on brain mitochondrial function.
2001 Feb 23
Dimeric pig heart succinate-coenzyme A transferase uses only one subunit to support catalysis.
2001 Feb 27
Developmental aspects of the rat endolymphatic sac and functional implications.
2001 Jan
Adenine and guanine nucleotide-specific succinyl-CoA synthetases in the clonal beta-cell mitochondria: implications in the beta-cell high-energy phosphate metabolism in relation to physiological insulin secretion.
2001 Jan
Computerized analysis of cytochemical reactions for dehydrogenases and oxygraphic studies as methods to evaluate the function of the mitochondrial sheath in rat spermatozoa.
2001 Jan
Effects of cortisol on chloride cells in the gill epithelium of Japanese eel, Anguilla japonica.
2001 Jan
Reactivity of some sugars and sugar phosphates towards gold(III) in sodium acetate-acetic acid buffer medium.
2001 Jan 15
Selective cancer cell killing by alpha-tocopheryl succinate.
2001 Jan 5
Expression of a glutamate decarboxylase homologue is required for normal oxidative stress tolerance in Saccharomyces cerevisiae.
2001 Jan 5
Succinic dehydrogenase histochemistry as an early marker for hair cell pathology.
2001 Jan-Feb
Alloxan-induced mitochondrial permeability transition triggered by calcium, thiol oxidation, and matrix ATP.
2001 Jul 20
Quantitative cytochemical mapping of mitochondrial enzymes in rat cerebella.
2001 Jun
Ubiquinol:cytochrome c oxidoreductase (complex III). Effect of inhibitors on cytochrome b reduction in submitochondrial particles and the role of ubiquinone in complex III.
2001 Jun 1
Kinetic analyses of mitochondrial 75selenium uptake in Trigonella foenum-graecum seedlings exposed to selenium and mimosine.
2001 Mar
A general method for the quantitative analysis of functional chimeras: applications from site-directed mutagenesis and macromolecular association.
2001 Mar
Cytochrome c oxidase deficient cells accumulate in the hippocampus and choroid plexus with age.
2001 Mar-Apr
Possible involvement of protein phosphorylation in aluminum-responsive malate efflux from wheat root apex.
2001 May
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 May
Kinetic and crystallographic studies on deacetoxycephalosporin C synthase (DAOCS).
2001 May 18
In vitro effects of nicotine on mitochondrial respiration and superoxide anion generation.
2001 May 4
Aerobic capacity of frog skeletal muscle during hibernation.
2001 May-Jun
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
Name Type Language
SUCCINIC ACID
FCC   HSDB   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official 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 [INCI]
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
SUCCINICUM ACIDUM
HPUS  
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 Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
DSLD 3384 (Number of products:37)
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
NCI_THESAURUS C345
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
CFR 21 CFR 184.1091
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
Code System Code Type Description
MESH
D019802
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
SMS_ID
100000078761
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
DAILYMED
AB6MNQ6J6L
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
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
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
FDA UNII
AB6MNQ6J6L
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID6023602
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
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
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
RXCUI
37255
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY RxNorm
MERCK INDEX
m10269
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY Merck Index
DRUG CENTRAL
2487
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
CHEBI
15741
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
NSC
106449
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
WIKIPEDIA
SUCCINIC ACID
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
PUBCHEM
1110
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY
ChEMBL
CHEMBL576
Created by admin on Fri Dec 15 17:27:09 UTC 2023 , Edited by admin on Fri Dec 15 17:27:09 UTC 2023
PRIMARY