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Session ID: d6922c6073c7fe29de84d78ec8efedc7

Search Type: metabolite

Started at: 2010-03-19 03:55:11

Finished at: 2010-03-19 03:56:19

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Field Result Source
Name
Succinic acid External
HMDB ID
HMDB00254 HMDB
Bigg ID
Not Available Not Applicable
Description
At room temperature, pure succinic acid is a solid that forms colorless, odorless crystals. It has a melting point of 185 °C and a boiling point of 235 °C. It is a diprotic acid. Wikipedia
Succinate is a component of the citric acid cycle and is capable of donating electrons to the electron transport chain by the reaction: Wikipedia
Succinic acid ( pronunciation: [sək-ˈsi-nik ˈa-səd]; IUPAC systematic name: butanedioic acid; historically known as spirit of amber) is a dicarboxylic acid. Succinate plays a biochemical role in the citric acid cycle. The name derives from Latin succinum, meaning amber, from which the acid may be obtained. Wikipedia
Succinic acid can be converted to fumaric acid by oxidation. The diethyl ester is a substrate in the Stobbe condensation. Wikipedia
Succinic acid is a dicarboxylic acid. The anion, succinate, is a component of the citric acid cycle capable of donating electrons to the electron transfer chain. Succinate dehydrogenase (SDH) plays an important role in the mitochondria, being both part of the respiratory chain and the Krebs cycle. SDH with a covalently attached FAD prosthetic group, binds enzyme substrates (succinate and fumarate) and physiological regulators (oxaloacetate and ATP). Oxidizing succinate links SDH to the fast-cycling Krebs cycle portion where it participates in the breakdown of acetyl-CoA throughout the whole Krebs cycle. The succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e. g. malate. (PMID 16143825) Mutations in the four genes encoding the subunits of the mitochondrial respiratory chain succinate dehydrogenase are associated with a wide spectrum of clinical presentations (i.e.: Huntington's disease. (PMID 11803021) HMDB
This is catalysed by the enzyme succinate dehydrogenase (or complex II of the mitochondrial ETC). The complex is a 4 subunit membrane-bound lipoprotein which couples the oxidation of succinate to the reduction of ubiquinone. Intermediate electron carriers are FAD and three Fe2S2 clusters part of subunit B. Wikipedia
Chemical Kingdom
Organic BioSpider
Chemical Class
Dicarboxylic Acids HMDB
Organic Acids NuGO
Chemical Species
carboxylic acid Checkmol
Synonym
1,2-Ethanedicarboxylate HMDB
1,2-Ethanedicarboxylic acid HMDB
1,4-BUTANEDIOIC ACID (SUCCINIC ACID) Pubchem
1,4-Butanedioate HMDB
1,4-Butanedioic acid HMDB
1cze Pubchem
Acid of amber NIST
Acide butanedioique Pubchem
Acide succinique Pubchem
Acidum succinicum Pubchem
Amber acid HMDB
Amber acid, butanedioic acid, ethylenesuccinic acid Pubchem
Ammonium succinate Pubchem
Asuccin HMDB
Bernsteinsaeure Pubchem
Bernsteinsaure NIST
Bernsteinsaure [german] Pubchem
Butandisaeure Pubchem
Butanedioic acid Pubchem
Butanedioic acid (9CI) Pubchem
Butanedioic acid diammonium salt Pubchem
Butanedionic acid Pubchem
Dicarboxylic acid NIST
Dihydrofumarate HMDB
Dihydrofumaric acid HMDB
Ethanedicarboxylic acid NIST
Ethylene dicarboxylic acid Pubchem
Ethylene succinic acid NIST
Ethylenesuccinic acid Pubchem
FMR Pubchem
FUM Pubchem
HOOC-CH2-CH2-COOH Pubchem
Katasuccin HMDB
Kyselina jantarova NIST
Kyselina jantarova [czech] Pubchem
MAE Pubchem
Potassium succinate Pubchem
SIN Pubchem
SUC Pubchem
SUCC Pubchem
Sal succini NIST
Salt of amber NIST
Spirit of amber Pubchem
Succinate HMDB
Succinellite NIST
Succinic acid (8CI) Pubchem
Succinic acid, acs Pubchem
Succinicum acidum Pubchem
Succinicun acidum Pubchem
UNII-AB6MNQ6J6L Pubchem
WLN: QV2VQ Pubchem
Wormwood NIST
Wormwood acid HMDB
nchembio.186-comp50 Pubchem
nchembio.198-comp17 Pubchem
nchembio.2007.47-comp2 Pubchem
nchembio.266-comp26 Pubchem
succinate, 9 Pubchem
succinic acid (ACD/Name 4.0) NCI
CAS
110-15-6 HMDB
InChI Identifier
InChI=1/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
World Wide Molecular Matrix
IUPAC
Butanedioic acid HMDB
Chemical Formula
C4H6O4 HMDB
Chemical Structure
Chemical Structure Molconvert
Average Molecular Weight (g/mol)
118.088040 BioSpider
Monoisotopic Molecular Weight (g/mol)
118.026610 BioSpider
SMILES (Isomeric)
O=C(O)CCC(=O)O
ChemSpider
SMILES (Canonical)
OC(=O)CCC(O)=O
HMDB
Kegg Compound
C00042 HMDB
Pubchem Compound ID
1110 HMDB
Pubchem Substance ID
10318445 HMDB
10340196 HMDB
10503810 HMDB
10514060 HMDB
151153 HMDB
26706286 Pubchem
26706288 Pubchem
26711895 Pubchem
26712094 Pubchem
26712458 Pubchem
26714881 Pubchem
26715062 Pubchem
26715448 Pubchem
26715455 Pubchem
26715459 Pubchem
26736147 Pubchem
26736652 Pubchem
26750624 Pubchem
26754468 Pubchem
29215296 Pubchem
3135967 HMDB
3188 HMDB
3344 Kegg
36528855 Pubchem
36529352 Pubchem
36529398 Pubchem
36529400 Pubchem
36529818 Pubchem
36529996 Pubchem
36530028 Pubchem
36530091 Pubchem
36530600 Pubchem
36530714 Pubchem
36530805 Pubchem
36531159 Pubchem
36531254 Pubchem
36531416 Pubchem
36531652 Pubchem
36531852 Pubchem
36531944 Pubchem
36531996 Pubchem
36532440 Pubchem
36536618 Pubchem
36539484 Pubchem
36539571 Pubchem
36539603 Pubchem
36539869 Pubchem
36539870 Pubchem
36540900 Pubchem
36540977 Pubchem
36541237 Pubchem
36541441 Pubchem
36541547 Pubchem
36723068 Pubchem
37905049 Pubchem
37905096 Pubchem
37907460 Pubchem
37912313 Pubchem
37913566 Pubchem
37913752 Pubchem
37913766 Pubchem
37913769 Pubchem
37914353 Pubchem
37915157 Pubchem
37915200 Pubchem
37915310 Pubchem
37915532 Pubchem
37916242 Pubchem
37916262 Pubchem
37916374 Pubchem
406687 HMDB
4403520 HMDB
46391683 Pubchem
46505859 Pubchem
48416561 Pubchem
48417230 Pubchem
48420431 Pubchem
49689860 Pubchem
49903863 Pubchem
50048309 Pubchem
50096478 Pubchem
50126470 Pubchem
55161770 Pubchem
56270097 Pubchem
56310490 Pubchem
56437338 Pubchem
56464558 Pubchem
57288284 Pubchem
57320741 Pubchem
57580916 Pubchem
57647134 Pubchem
58023896 Pubchem
584433 HMDB
584435 HMDB
584564 HMDB
587866 HMDB
58874710 Pubchem
607133 HMDB
6436447 HMDB
74541334 Pubchem
7890496 HMDB
7994858 HMDB
81044530 Pubchem
81054194 Pubchem
81055060 Pubchem
81060083 Pubchem
81065099 Pubchem
81065924 Pubchem
81067303 Pubchem
8138088 HMDB
8145138 HMDB
8150978 HMDB
819425 HMDB
819559 HMDB
819708 HMDB
821516 HMDB
821762 HMDB
82183992 Pubchem
824094 HMDB
824501 HMDB
824529 HMDB
824649 HMDB
826313 HMDB
829564 HMDB
829567 HMDB
829570 HMDB
834460 HMDB
835271 HMDB
836699 HMDB
836870 HMDB
837917 HMDB
838888 HMDB
841754 HMDB
85089592 Pubchem
85089593 Pubchem
85089594 Pubchem
85198058 Pubchem
85198124 Pubchem
85267088 Pubchem
854616 HMDB
86941 HMDB
87575714 Pubchem
88519612 Pubchem
OMIM ID
168000 HMDB
255125 HMDB
600335 HMDB
ChEBI
15741 HMDB
BioCyc
SUC HMDB
Wikipedia
Succinic acid HMDB
Melting Point
185-188 oC HMDB
Charge
Not Available Not Applicable
State
Solid HMDB
MSDS Link
1268992563.pdf www.sciencelab.com
1268992565.pdf HMDB
Experimental Water Solubility
83.2 mg/mL at 25 oC [YALKOWSKY,SH & HE,Y (2003)] PhysProp
Predicted Water Solubility
211 mg/mL [Predicted by ALOGPS] Alogps
Experimental LogP
-0.59 [HANSCH,C ET AL. (1995)] PhysProp
Predicted LogP
-0.53 [Predicted by ALOGPS] HMDB
pKa
4.21 PhysProp
SDF File
1268992520.sdf Pubchem
Mol File
1268992548.mol Molconvert
Pdb File
1268992569.pdb Molconvert
Mass Spec File
Not Available Not Applicable
Associated Disorder
Epema syndrome (encephalopathy, petechiae, ethylmalonic aciduria) Metagene
Feeding: amino acid formula [DD] Metagene
Short chain acyl-coa dehydrogenase deficiency (scad) Metagene
Pathway
map01060 - Biosynthesis of plant secondary metabolites Kegg Compound
Enzymes
O00469
[ UniProt | Analyze ]
HMDB
O14521
[ UniProt | Analyze ]
HMDB
O14756
[ UniProt | Analyze ]
HMDB
O15460
[ UniProt | Analyze ]
HMDB
O60568
[ UniProt | Analyze ]
HMDB
O75609
[ UniProt | Analyze ]
HMDB
P13674
[ UniProt | Analyze ]
HMDB
P21912
[ UniProt | Analyze ]
HMDB
P31040
[ UniProt | Analyze ]
HMDB
P51649
[ UniProt | Analyze ]
HMDB
P53597
[ UniProt | Analyze ]
HMDB
P55809
[ UniProt | Analyze ]
HMDB
Q02809
[ UniProt | Analyze ]
HMDB
Q12797
[ UniProt | Analyze ]
HMDB
Q32P28
[ UniProt | Analyze ]
HMDB
Q3C2D8
[ UniProt | Analyze ]
HMDB
Q5T9Q4
[ UniProt | Analyze ]
HMDB
Q7Z4N8
[ UniProt | Analyze ]
HMDB
Q8IVL5
[ UniProt | Analyze ]
HMDB
Q8IVL6
[ UniProt | Analyze ]
HMDB
Q8WWT9
[ UniProt | Analyze ]
HMDB
Q96I99
[ UniProt | Analyze ]
HMDB
Q99643
[ UniProt | Analyze ]
HMDB
Q9BYC2
[ UniProt | Analyze ]
HMDB
Q9NVH6
[ UniProt | Analyze ]
HMDB
Q9NWT6
[ UniProt | Analyze ]
HMDB
Q9P2R7
[ UniProt | Analyze ]
HMDB
Q9UBX3
[ UniProt | Analyze ]
HMDB
Compartments
Not Available Not Applicable
Reaction (query compound consumed)
Not Available Not Applicable
Reaction (query compound produced)
Not Available Not Applicable
Reaction, reversible (query compound neither consumed nor produced)
Not Available Not Applicable
Reaction (query compound is transported across a membrane)
Not Available Not Applicable