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| Name | Succinic acid | |||||||||||||||||||||||||||||||||||||||
| Accession Number | DB00139 (NUTR00054) | |||||||||||||||||||||||||||||||||||||||
| Type | small molecule | |||||||||||||||||||||||||||||||||||||||
| Groups | approved, nutraceutical | |||||||||||||||||||||||||||||||||||||||
| Description | A water-soluble, colorless crystal with an acid taste that is used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. (Hawley's Condensed Chemical Dictionary, 12th ed, p1099; McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed, p1851) |
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| Structure |
Download: MOL | SDF | SMILES | InChI Display: 2D Structure | 3D Structure |
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| Synonyms |
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| Salts | Not Available | |||||||||||||||||||||||||||||||||||||||
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| CAS number | 110-15-6 | |||||||||||||||||||||||||||||||||||||||
| Weight |
Average: 118.088 Monoisotopic: 118.02660868 |
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| Chemical Formula | C4H6O4 | |||||||||||||||||||||||||||||||||||||||
| InChI Key | InChIKey=KDYFGRWQOYBRFD-UHFFFAOYSA-N | |||||||||||||||||||||||||||||||||||||||
| InChI |
InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
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| IUPAC Name |
butanedioic acid
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| SMILES |
OC(=O)CCC(O)=O
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| Mass Spec | show (9.46 KB) | |||||||||||||||||||||||||||||||||||||||
| Taxonomy | ||||||||||||||||||||||||||||||||||||||||
| Kingdom | Organic | |||||||||||||||||||||||||||||||||||||||
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| Substructures |
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| Pharmacology | ||||||||||||||||||||||||||||||||||||||||
| Indication | For nutritional supplementation, also for treating dietary shortage or imbalance | |||||||||||||||||||||||||||||||||||||||
| Pharmacodynamics | Not Available | |||||||||||||||||||||||||||||||||||||||
| Mechanism of action | Succinate is an essential component of the Krebs or citric acid cycle and serves an electron donor in the production of fumaric acid and FADH2. It also has been shown to be a good "natural" antibiotic because of its relative acidic or caustic nature (high concentrations can even cause burns). Succinate supplements have been shown to help reduce the effects of hangovers by activating the degradation of acetaldehyde - a toxic byproduct of alcohol metabolism - into CO2 and H2O through aerobic metabolism. Succinic acid has been shown to stimulate neural system recovery and bolster the immune system. Claims have also been made that it boosts awareness, concentration and reflexes. | |||||||||||||||||||||||||||||||||||||||
| Absorption | Not Available | |||||||||||||||||||||||||||||||||||||||
| Volume of distribution | Not Available | |||||||||||||||||||||||||||||||||||||||
| Protein binding | Not Available | |||||||||||||||||||||||||||||||||||||||
| Metabolism |
Not Available
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| Route of elimination | Not Available | |||||||||||||||||||||||||||||||||||||||
| Half life | Not Available | |||||||||||||||||||||||||||||||||||||||
| Clearance | Not Available | |||||||||||||||||||||||||||||||||||||||
| Toxicity | Oral rat LD50: 2260 mg/kg | |||||||||||||||||||||||||||||||||||||||
| Affected organisms |
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| Pathways | Not Available | |||||||||||||||||||||||||||||||||||||||
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| Manufacturers | Not Available | |||||||||||||||||||||||||||||||||||||||
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| Prices |
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational
purposes only.
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| Patents | Not Available | |||||||||||||||||||||||||||||||||||||||
| Properties | ||||||||||||||||||||||||||||||||||||||||
| State | solid | |||||||||||||||||||||||||||||||||||||||
| Experimental Properties |
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| Synthesis Reference | Not Available | |||||||||||||||||||||||||||||||||||||||
| General Reference | Not Available | |||||||||||||||||||||||||||||||||||||||
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| ATC Codes | Not Available | |||||||||||||||||||||||||||||||||||||||
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| FDA label | Not Available | |||||||||||||||||||||||||||||||||||||||
| MSDS | show (71.8 KB) | |||||||||||||||||||||||||||||||||||||||
| Interactions | ||||||||||||||||||||||||||||||||||||||||
| Drug Interactions | Not Available | |||||||||||||||||||||||||||||||||||||||
| Food Interactions | Not Available | |||||||||||||||||||||||||||||||||||||||
| Targets |
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1. Succinate dehydrogenase cytochrome b560 subunit, mitochondrial Pharmacological action: unknownMono-heme cytochrome b. May act as a mediator of low potential couples in an electron flow through cardiac complex II. Is involved in system II of the mitochondrial electron transport chain which is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q) Organism class: humanUniProt ID: Q99643 ![]() Gene: SDHC ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
Pharmacological action: unknown
Receptor for succinate Organism class: humanUniProt ID: Q9BXA5 ![]() Gene: SUCNR1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
3. Succinyl-CoA:3-ketoacid-coenzyme A transferase 2, mitochondrial Pharmacological action: unknownKey enzyme for ketone body catabolism. Transfers the CoA moiety from succinate to acetoacetate. Formation of the enzyme-CoA intermediate proceeds via an unstable anhydride species formed between the carboxylate groups of the enzyme and substrate Organism class: humanUniProt ID: Q9BYC2 ![]() Gene: OXCT2 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References: 4. Trimethyllysine dioxygenase, mitochondrial Pharmacological action: unknownConverts trimethyllysine (TML) into hydroxytrimethyllysine (HTML) Organism class: humanUniProt ID: Q9NVH6 ![]() Gene: TMLHE ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References: 5. Succinyl-CoA ligase [ADP-forming] beta-chain, mitochondrial Pharmacological action: unknownATP + succinate + CoA = ADP + phosphate + succinyl-CoA Organism class: humanUniProt ID: Q9P2R7 ![]() Gene: SUCLA2 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
6. Mitochondrial dicarboxylate carrier Pharmacological action: unknownInvolved in translocation of malonate, malate and succinate in exchange for phosphate, sulfate, sulfite or thiosulfate across mitochondrial inner membrane Organism class: humanUniProt ID: Q9UBX3 ![]() Gene: SLC25A10 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
7. Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Pharmacological action: unknownOrganism class: human UniProt ID: P31040 ![]() Gene: SDHA ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
Pharmacological action: unknown
Organism class: human UniProt ID: O14756 ![]() Gene: HSD17B6 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
9. Solute carrier family 13 member 3 Pharmacological action: unknownHigh-affinity sodium-dicarboxylate cotransporter that accepts a range of substrates with 4-5 carbon atoms. The stoichiometry is probably 3 Na(+) for 1 divalent succinate Organism class: humanUniProt ID: Q8WWT9 ![]() Gene: SLC13A3 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
10. Solute carrier family 13 member 2 Pharmacological action: unknownCotransport of sodium ions and dicarboxylates such as succinate and citrate Organism class: humanUniProt ID: Q13183 ![]() Gene: SLC13A2 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
11. Solute carrier family 13 member 1 Pharmacological action: unknownSodium/sulfate cotransporter that mediates sulfate reabsorption in the kidney Organism class: humanUniProt ID: Q9BZW2 ![]() Gene: SLC13A1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
12. Succinyl-CoA ligase [GDP-forming] beta-chain, mitochondrial Pharmacological action: unknownOrganism class: human UniProt ID: Q96I99 ![]() Gene: SUCLG2 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References: 13. Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial Pharmacological action: unknownOrganism class: human UniProt ID: O14521 ![]() Gene: SDHD ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
14. Prolyl 4-hydroxylase subunit alpha-2 Pharmacological action: unknownCatalyzes the posttranslational formation of 4- hydroxyproline in -Xaa-Pro-Gly- sequences in collagens and other proteins Organism class: humanUniProt ID: O15460 ![]() Gene: P4HA2 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References: 15. Procollagen-lysine,2-oxoglutarate 5-dioxygenase 3 Pharmacological action: unknownForms hydroxylysine residues in -Xaa-Lys-Gly- sequences in collagens. These hydroxylysines serve as sites of attachment for carbohydrate units and are essential for the stability of the intermolecular collagen cross-links Organism class: humanUniProt ID: O60568 ![]() Gene: PLOD3 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References: 16. Gamma-butyrobetaine dioxygenase Pharmacological action: unknownCatalyzes the formation of L-carnitine from gamma- butyrobetaine Organism class: humanUniProt ID: O75936 ![]() Gene: BBOX1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
17. Prolyl 4-hydroxylase subunit alpha-1 Pharmacological action: unknownCatalyzes the posttranslational formation of 4- hydroxyproline in -Xaa-Pro-Gly- sequences in collagens and other proteins Organism class: humanUniProt ID: P13674 ![]() Gene: P4HA1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References: 18. Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Pharmacological action: unknownSuccinate + ubiquinone = fumarate + ubiquinol Organism class: humanUniProt ID: P21912 ![]() Gene: SDHB ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
19. Succinate semialdehyde dehydrogenase, mitochondrial Pharmacological action: unknownActions: inhibitor Organism class: human UniProt ID: P51649 ![]() Gene: ALDH5A1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
20. Succinyl-CoA ligase [GDP-forming] subunit alpha, mitochondrial Pharmacological action: unknownGTP + succinate + CoA = GDP + phosphate + succinyl-CoA Organism class: humanUniProt ID: P53597 ![]() Gene: SUCLG1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
21. Succinyl-CoA:3-ketoacid-coenzyme A transferase 1, mitochondrial Pharmacological action: unknownKey enzyme for ketone body catabolism. Transfers the CoA moiety from succinate to acetoacetate. Formation of the enzyme-CoA intermediate proceeds via an unstable anhydride species formed between the carboxylate groups of the enzyme and substrate Organism class: humanUniProt ID: P55809 ![]() Gene: OXCT1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
22. Procollagen-lysine,2-oxoglutarate 5-dioxygenase 1 Pharmacological action: unknownForms hydroxylysine residues in -Xaa-Lys-Gly- sequences in collagens. These hydroxylysines serve as sites of attachment for carbohydrate units and are essential for the stability of the intermolecular collagen cross-links Organism class: humanUniProt ID: Q02809 ![]() Gene: PLOD1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
23. Aspartyl/asparaginyl beta-hydroxylase Pharmacological action: unknownSpecifically hydroxylates an Asp or Asn residue in certain epidermal growth factor-like (EGF) domains of a number of proteins Organism class: humanUniProt ID: Q12797 ![]() Gene: ASPH ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
Pharmacological action: unknown
Basement membrane-associated chondroitin sulfate proteoglycan (CSPG). Has prolyl 3-hydroxylase activity catalyzing the posttranslational formation of 3-hydroxyproline in -Xaa-Pro- Gly- sequences in collagens, especially types IV and V. May be involved in the secretory pathway of cells. Has growth suppressive activity in fibroblasts Organism class: humanUniProt ID: Q32P28 ![]() Gene: LEPRE1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
Pharmacological action: unknown
Has prolyl 3-hydroxylase activity catalyzing the posttranslational formation of 3-hydroxyproline in -Xaa-Pro-Gly- sequences in collagens, especially types IV and V Organism class: humanUniProt ID: Q8IVL5 ![]() Gene: LEPREL1 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References:
Pharmacological action: unknown
Has prolyl 3-hydroxylase activity catalyzing the posttranslational formation of 3-hydroxyproline in -Xaa-Pro-Gly- sequences in collagens, especially types IV and V Organism class: humanUniProt ID: Q8IVL6 ![]() Gene: LEPREL2 ![]() Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report ![]() References: |
| Transporters |
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1. Solute carrier family 22 member 8 Actions: substratePlays an important role in the excretion/detoxification of endogenous and exogenous organic anions, especially from the brain and kidney. Involved in the transport basolateral of steviol, fexofenadine. Transports benzylpenicillin (PCG), estrone- 3-sulfate (E1S), cimetidine (CMD), 2,4-dichloro-phenoxyacetate (2,4-D), p-amino-hippurate (PAH), acyclovir (ACV) and ochratoxin (OTA) UniProt ID: Q8TCC7![]() Gene: SLC22A8 ![]() Protein Sequence: FASTA SNPs: SNPJam Report ![]() References:
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