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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2018-02-28 20:41:01 UTC
Update Date2022-03-07 03:18:14 UTC
HMDB IDHMDB0240258
Secondary Accession NumbersNone
Metabolite Identification
Common NameSuccinylacetoacetate
DescriptionSuccinylacetoacetate is an intermediate that arises due to the incomplete breakdown of tyrosine (PMID: 7171740 ). It is produced as a result of defects in the enzyme called fumarylacetoacetase. Fumarylacetoacetase normally catalyzes the hydrolysis of 4-fumarylacetoacetate into fumarate and acetoacetate. If present in sufficiently high levels, succinylacetoacetate can act as an acidogen, an oncometabolite, and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. An oncometabolite is an endogenous metabolite that causes cancer. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of succinylacetoacetate are associated with tyrosinemia type I. Type I tyrosinemia is an inherited metabolic disorder due to a shortage of the enzyme fumarylacetoacetate hydrolase that is needed to break down tyrosine. Patients usually develop features such as hepatic necrosis, renal tubular injury, and hypertrophic cardiomyopathy. Neurologic and dermatologic manifestations are also possible as well as hepatocellular carcinoma. The urine of tyrosinemia patients has an odour of cabbage or rancid butter. Succinylacetoacetate is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated tyrosinemia. Many affected children with organic acidemias experience intellectual disability or delayed development. Succinylacetoacetate appears to function as an oncometabolite (similar in function to succinate, another oncometabolite) as patients with high levels of this compound often develop hepatocellular carcinoma (PMID: 20003495 ).
Structure
Data?1563892738
Synonyms
ValueSource
3,5-Dioxosuberic acidChEBI
Succinyl-acetoacetateChEBI
SuccinylacetoacetateChEBI
3,5-DioxosuberateGenerator
Succinyl-acetoacetic acidGenerator
Succinylacetoacetic acidGenerator
Succinyl acetoacetic acidGenerator
3,5-Dioxooctanedioic acidHMDB
Chemical FormulaC8H10O6
Average Molecular Weight202.1614
Monoisotopic Molecular Weight202.047738052
IUPAC Name3,5-dioxooctanedioic acid
Traditional Name3,5-dioxooctanedioic acid
CAS Registry Number65115-74-4
SMILES
OC(=O)CCC(=O)CC(=O)CC(O)=O
InChI Identifier
InChI=1S/C8H10O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-4H2,(H,11,12)(H,13,14)
InChI KeyOMFWHSRZHVVVAL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassMedium-chain keto acids and derivatives
Direct ParentMedium-chain keto acids and derivatives
Alternative Parents
Substituents
  • Medium-chain keto acid
  • Gamma-keto acid
  • Beta-keto acid
  • 1,3-diketone
  • Beta-hydroxy ketone
  • Dicarboxylic acid or derivatives
  • 1,3-dicarbonyl compound
  • Ketone
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-0.56ALOGPS
logP0.045ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)3.46ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area108.74 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity43.33 m³·mol⁻¹ChemAxon
Polarizability17.72 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M-H]-140.79531661259
AllCCS[M+H]+143.69831661259
DeepCCS[M+H]+138.77330932474
DeepCCS[M-H]-134.94430932474
DeepCCS[M-2H]-172.67830932474
DeepCCS[M+Na]+148.21730932474
AllCCS[M+H]+143.732859911
AllCCS[M+H-H2O]+140.032859911
AllCCS[M+NH4]+147.132859911
AllCCS[M+Na]+148.132859911
AllCCS[M-H]-140.832859911
AllCCS[M+Na-2H]-141.732859911
AllCCS[M+HCOO]-142.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SuccinylacetoacetateOC(=O)CCC(=O)CC(=O)CC(O)=O3108.3Standard polar33892256
SuccinylacetoacetateOC(=O)CCC(=O)CC(=O)CC(O)=O1434.2Standard non polar33892256
SuccinylacetoacetateOC(=O)CCC(=O)CC(=O)CC(O)=O1807.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Succinylacetoacetate,1TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=O)CC(=O)CC(=O)O1737.3Semi standard non polar33892256
Succinylacetoacetate,1TMS,isomer #2C[Si](C)(C)OC(=O)CC(=O)CC(=O)CCC(=O)O1746.9Semi standard non polar33892256
Succinylacetoacetate,1TMS,isomer #3C[Si](C)(C)OC(=CC(=O)CC(=O)O)CCC(=O)O1871.8Semi standard non polar33892256
Succinylacetoacetate,1TMS,isomer #4C[Si](C)(C)OC(=CCC(=O)O)CC(=O)CC(=O)O1822.5Semi standard non polar33892256
Succinylacetoacetate,1TMS,isomer #5C[Si](C)(C)OC(=CC(=O)O)CC(=O)CCC(=O)O1909.6Semi standard non polar33892256
Succinylacetoacetate,1TMS,isomer #6C[Si](C)(C)OC(=CC(=O)CCC(=O)O)CC(=O)O1873.6Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=O)CC(=O)CC(=O)O[Si](C)(C)C1885.4Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #10C[Si](C)(C)OC(=CC(=O)O)C=C(CCC(=O)O)O[Si](C)(C)C2170.5Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #11C[Si](C)(C)OC(=CCC(=O)O)CC(=CC(=O)O)O[Si](C)(C)C2055.1Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #12C[Si](C)(C)OC(=CCC(=O)O)C=C(CC(=O)O)O[Si](C)(C)C2095.2Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #2C[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O)O[Si](C)(C)C1915.6Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #3C[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O)O[Si](C)(C)C1913.9Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #4C[Si](C)(C)OC(=O)CCC(=O)CC(=CC(=O)O)O[Si](C)(C)C1973.7Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #5C[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O)O[Si](C)(C)C1916.2Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #6C[Si](C)(C)OC(=O)CC(=CC(=O)CCC(=O)O)O[Si](C)(C)C1916.3Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #7C[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O)O[Si](C)(C)C1954.8Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #8C[Si](C)(C)OC(=O)CC(=O)CC(=CCC(=O)O)O[Si](C)(C)C1931.8Semi standard non polar33892256
Succinylacetoacetate,2TMS,isomer #9C[Si](C)(C)OC(=O)CC(=O)C=C(CCC(=O)O)O[Si](C)(C)C1920.1Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1975.0Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1940.2Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2132.0Standard polar33892256
Succinylacetoacetate,3TMS,isomer #10C[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2169.8Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #10C[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2048.0Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #10C[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2328.8Standard polar33892256
Succinylacetoacetate,3TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1982.8Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1949.5Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2134.6Standard polar33892256
Succinylacetoacetate,3TMS,isomer #3C[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1986.5Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #3C[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1975.2Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #3C[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2121.6Standard polar33892256
Succinylacetoacetate,3TMS,isomer #4C[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1976.6Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #4C[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1937.3Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #4C[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2131.8Standard polar33892256
Succinylacetoacetate,3TMS,isomer #5C[Si](C)(C)OC(=O)CCC(=CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2122.4Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #5C[Si](C)(C)OC(=O)CCC(=CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2024.2Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #5C[Si](C)(C)OC(=O)CCC(=CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2383.8Standard polar33892256
Succinylacetoacetate,3TMS,isomer #6C[Si](C)(C)OC(=O)CC=C(CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2052.7Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #6C[Si](C)(C)OC(=O)CC=C(CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2016.4Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #6C[Si](C)(C)OC(=O)CC=C(CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2390.1Standard polar33892256
Succinylacetoacetate,3TMS,isomer #7C[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2098.7Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #7C[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2004.1Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #7C[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2320.3Standard polar33892256
Succinylacetoacetate,3TMS,isomer #8C[Si](C)(C)OC(=O)CC(=CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2079.7Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #8C[Si](C)(C)OC(=O)CC(=CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2030.5Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #8C[Si](C)(C)OC(=O)CC(=CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2421.5Standard polar33892256
Succinylacetoacetate,3TMS,isomer #9C[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2070.6Semi standard non polar33892256
Succinylacetoacetate,3TMS,isomer #9C[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2059.7Standard non polar33892256
Succinylacetoacetate,3TMS,isomer #9C[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2417.9Standard polar33892256
Succinylacetoacetate,4TMS,isomer #1C[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2126.7Semi standard non polar33892256
Succinylacetoacetate,4TMS,isomer #1C[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2056.3Standard non polar33892256
Succinylacetoacetate,4TMS,isomer #1C[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2055.6Standard polar33892256
Succinylacetoacetate,4TMS,isomer #2C[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2024.3Semi standard non polar33892256
Succinylacetoacetate,4TMS,isomer #2C[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2042.5Standard non polar33892256
Succinylacetoacetate,4TMS,isomer #2C[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2043.1Standard polar33892256
Succinylacetoacetate,4TMS,isomer #3C[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2091.7Semi standard non polar33892256
Succinylacetoacetate,4TMS,isomer #3C[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2017.1Standard non polar33892256
Succinylacetoacetate,4TMS,isomer #3C[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2059.8Standard polar33892256
Succinylacetoacetate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CC(=O)CC(=O)O2012.1Semi standard non polar33892256
Succinylacetoacetate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC(=O)CC(=O)CCC(=O)O2016.7Semi standard non polar33892256
Succinylacetoacetate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)CC(=O)O)CCC(=O)O2109.4Semi standard non polar33892256
Succinylacetoacetate,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)CC(=O)CC(=O)O2078.0Semi standard non polar33892256
Succinylacetoacetate,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CC(=O)O)CC(=O)CCC(=O)O2162.9Semi standard non polar33892256
Succinylacetoacetate,1TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=CC(=O)CCC(=O)O)CC(=O)O2106.5Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C2342.9Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC(=CC(=O)O)C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C2609.9Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C2502.0Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #12CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C2535.9Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O)O[Si](C)(C)C(C)(C)C2390.4Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O)O[Si](C)(C)C(C)(C)C2387.6Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C2458.7Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C2382.4Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)CC(=CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C2379.4Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C2393.5Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CC(=O)CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C2400.8Semi standard non polar33892256
Succinylacetoacetate,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=O)CC(=O)C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C2393.6Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2620.8Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2531.5Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2496.6Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2806.1Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2579.2Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2586.4Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2617.0Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2543.1Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2493.8Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2631.2Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2564.3Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2496.1Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2628.4Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2537.8Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2494.8Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2801.6Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2610.2Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2614.0Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2737.6Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2602.0Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2613.2Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2764.4Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2537.2Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2567.5Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CC(=CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2735.7Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CC(=CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2558.3Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CC(=CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2650.6Standard polar33892256
Succinylacetoacetate,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2707.2Semi standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2578.0Standard non polar33892256
Succinylacetoacetate,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2649.2Standard polar33892256
Succinylacetoacetate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2969.3Semi standard non polar33892256
Succinylacetoacetate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2760.0Standard non polar33892256
Succinylacetoacetate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2506.1Standard polar33892256
Succinylacetoacetate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2878.3Semi standard non polar33892256
Succinylacetoacetate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2742.3Standard non polar33892256
Succinylacetoacetate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2494.1Standard polar33892256
Succinylacetoacetate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2959.0Semi standard non polar33892256
Succinylacetoacetate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2722.1Standard non polar33892256
Succinylacetoacetate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC=C(C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2502.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetoacetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetoacetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 10V, Positive-QTOFsplash10-0f79-1920000000-22c7089e732e52f519562016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 20V, Positive-QTOFsplash10-000i-5900000000-3ca1ab6d1f60b5276b832016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 40V, Positive-QTOFsplash10-05mo-9200000000-27c4746155a2bf563b4d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 10V, Negative-QTOFsplash10-0zfr-2950000000-b298b52855b7e52a39d32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 20V, Negative-QTOFsplash10-0a4i-5900000000-7f946ff237e2d2e0574d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 40V, Negative-QTOFsplash10-0a4i-9500000000-8273967ad8e55cae90742016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 10V, Negative-QTOFsplash10-0zfs-6910000000-51d444e0d2a7348705ca2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 20V, Negative-QTOFsplash10-06r6-9500000000-0f1867f6d485728fc23e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 40V, Negative-QTOFsplash10-0abc-9000000000-7cb03fab668c620b77c32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 10V, Positive-QTOFsplash10-000i-4900000000-fdbdf265adb371131e3b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 20V, Positive-QTOFsplash10-000e-9300000000-8dd9a3181010bae1e4892021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetoacetate 40V, Positive-QTOFsplash10-0536-9000000000-a42cd704adb3322429a82021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID111425
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound125181
PDB IDNot Available
ChEBI ID87999
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1468761
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Lindblad B, Steen G: Identification of 4,6-dioxoheptanoic acid (succinylacetone), 3,5-dioxooctanedioic acid (succinylacetoacetate) and 4-Oxo-6-hydroxyheptanoic acid in the urine from patients with hereditary tyrosinemia. Biomed Mass Spectrom. 1982 Oct;9(10):419-24. [PubMed:7171740 ]
  2. Cassiman D, Zeevaert R, Holme E, Kvittingen EA, Jaeken J: A novel mutation causing mild, atypical fumarylacetoacetase deficiency (Tyrosinemia type I): a case report. Orphanet J Rare Dis. 2009 Dec 15;4:28. doi: 10.1186/1750-1172-4-28. [PubMed:20003495 ]