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Showing metabocard for Succinylacetone (HMDB0000635)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:01 UTC
HMDB IDHMDB0000635
Secondary Accession Numbers
  • HMDB00635
Metabolite Identification
Common NameSuccinylacetone
DescriptionSuccinylacetone, also known as 4,6-dioxoheptanoic acid or SUAC, belongs to the class of compounds known as medium-chain keto acids and derivatives. These are keto acids with 6 to 12 carbon atoms. Succinylacetone is soluble (in water) and a weakly acidic compound (based on its pKa). Succinylacetone has been detected in amniotic fluid, blood, and urine. Within the cell, succinylacetone is primarily located in the cytoplasm (predicted from logP). Succinylacetone can be created by the oxidation of glycine, and is a precursor of methylglyoxal (Wikipedia ). Succinylacetone is an abnormal tyrosine metabolite that arises from defects in the enzyme called fumarylacetoacetase (PMID: 16448836 ). Fumarylacetoacetase normally catalyzes the hydrolysis of 4-fumarylacetoacetate into fumarate and acetoacetate. If present in sufficiently high levels, succinylacetone 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 succinylacetone are associated with tyrosinemia type I. Type I tyrosinemia is an inherited metabolism 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. The urine has an odour of cabbage or rancid butter. Succinylacetone is a keto-acid, which is a subclass of organic acids. 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. Succinylacetone 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?1676999701
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000635 (Succinylacetone)

HMDB00635.mol
  Mrv1652305271900292D          

 11 10  0  0  0  0            999 V2000
   -2.5006    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  2  9  2  0  0  0  0
  5 10  2  0  0  0  0
  7 11  2  0  0  0  0
M  END
Download

3D MOL for HMDB0000635 (Succinylacetone)

HMDB0000635
     RDKit          3D
Succinylacetone
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.7764   -0.4278    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5406    0.2794   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.0609   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.0087    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1629    0.7809   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    1.9862   -0.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.0303   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644   -0.0089    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2436   -0.7766   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091   -1.2677   -1.5236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4242   -0.9543    0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346   -0.9055    1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653   -1.1980   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5724    0.3652    0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805   -1.0966    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3812    0.2102    1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2751    0.5340   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800   -0.9950   -0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4799    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4897    1.0477    0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0646   -0.1756    0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  4 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
 11 21  1  0
M  END
Download

3D SDF for HMDB0000635 (Succinylacetone)

HMDB00635.mol
  Mrv1652305271900292D          

 11 10  0  0  0  0            999 V2000
   -2.5006    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  2  9  2  0  0  0  0
  5 10  2  0  0  0  0
  7 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000635

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)CC(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)

> <INCHI_KEY>
WYEPBHZLDUPIOD-UHFFFAOYSA-N

> <FORMULA>
C7H10O4

> <MOLECULAR_WEIGHT>
158.1519

> <EXACT_MASS>
158.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.067950895772032

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6-dioxoheptanoic acid

> <ALOGPS_LOGP>
-0.18

> <JCHEM_LOGP>
0.15299652399999994

> <ALOGPS_LOGS>
-0.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.02074950449731

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.154386708536616

> <JCHEM_PKA_STRONGEST_BASIC>
-7.160172381181646

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
36.9833

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
succinylacetone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000635 (Succinylacetone)

HMDB0000635
     RDKit          3D
Succinylacetone
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.7764   -0.4278    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5406    0.2794   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.0609   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.0087    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1629    0.7809   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    1.9862   -0.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.0303   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644   -0.0089    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2436   -0.7766   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091   -1.2677   -1.5236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4242   -0.9543    0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346   -0.9055    1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653   -1.1980   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5724    0.3652    0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805   -1.0966    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3812    0.2102    1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2751    0.5340   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800   -0.9950   -0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4799    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4897    1.0477    0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0646   -0.1756    0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  4 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
 11 21  1  0
M  END
Download

PDB for HMDB0000635 (Succinylacetone)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB00635.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      -4.668   0.385   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.334   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.334  -1.925   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.667   1.925   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.334   1.925   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7                                                            
CONECT    9    2                                                            
CONECT   10    5                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0000635 (Succinylacetone)

COMPND    HMDB0000635
HETATM    1  C1  UNL     1       3.776  -0.428   0.262  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.541   0.279  -0.192  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.601   1.061  -1.134  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.266  -0.009   0.537  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.163   0.781  -0.082  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.233   1.986  -0.098  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.990   0.030  -0.659  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.164  -0.009   0.292  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.244  -0.777  -0.373  1.00  0.00           C  
HETATM   10  O3  UNL     1      -3.109  -1.268  -1.524  1.00  0.00           O  
HETATM   11  O4  UNL     1      -4.424  -0.954   0.298  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.635  -0.906   1.229  1.00  0.00           H  
HETATM   13  H2  UNL     1       4.065  -1.198  -0.499  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.572   0.365   0.340  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.080  -1.097   0.458  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.381   0.210   1.621  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.275   0.534  -1.621  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.680  -0.995  -0.920  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.874  -0.480   1.247  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.490   1.048   0.470  1.00  0.00           H  
HETATM   21  H10 UNL     1      -5.065  -0.176   0.346  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3    4
CONECT    4    5   15   16
CONECT    5    6    6    7
CONECT    7    8   17   18
CONECT    8    9   19   20
CONECT    9   10   10   11
CONECT   11   21
END
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SMILES for HMDB0000635 (Succinylacetone)

CC(=O)CC(=O)CCC(O)=O
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INCHI for HMDB0000635 (Succinylacetone)

InChI=1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4,6-DioxoheptanoateHMDB
4,6-Dioxoheptanoic acidHMDB
SuccinylacetoneChEBI
Chemical FormulaC7H10O4
Average Molecular Weight158.1519
Monoisotopic Molecular Weight158.057908808
IUPAC Name4,6-dioxoheptanoic acid
Traditional Namesuccinylacetone
CAS Registry Number51568-18-4
SMILES
CC(=O)CC(=O)CCC(O)=O
InChI Identifier
InChI=1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)
InChI KeyWYEPBHZLDUPIOD-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
  • 1,3-diketone
  • 1,3-dicarbonyl compound
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Indirect biological roleBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point66 - 67 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility257900 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available131.436http://allccs.zhulab.cn/database/detail?ID=AllCCS00001768
Predicted Molecular Properties
PropertyValueSource
Water Solubility24.1 g/LALOGPS
logP-0.18ALOGPS
logP0.15ChemAxon
logS-0.82ALOGPS
pKa (Strongest Acidic)4.15ChemAxon
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area71.44 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity36.98 m³·mol⁻¹ChemAxon
Polarizability15.07 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+135.59932859911
AllCCS[M-H]-132.64832859911
DeepCCS[M+H]+130.56630932474
DeepCCS[M-H]-126.78730932474
DeepCCS[M-2H]-164.01130932474
DeepCCS[M+Na]+139.39530932474
AllCCS[M+H]+135.632859911
AllCCS[M+H-H2O]+131.632859911
AllCCS[M+NH4]+139.332859911
AllCCS[M+Na]+140.432859911
AllCCS[M-H]-132.632859911
AllCCS[M+Na-2H]-134.532859911
AllCCS[M+HCOO]-136.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.14 minutes32390414
Predicted by Siyang on May 30, 20229.3172 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.69 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid62.1 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1224.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid303.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid97.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid178.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid73.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid263.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid318.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)79.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid681.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid240.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid819.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid206.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid252.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate525.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA231.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water185.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SuccinylacetoneCC(=O)CC(=O)CCC(O)=O2718.4Standard polar33892256
SuccinylacetoneCC(=O)CC(=O)CCC(O)=O1157.3Standard non polar33892256
SuccinylacetoneCC(=O)CC(=O)CCC(O)=O1353.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Succinylacetone,1TMS,isomer #1CC(=O)CC(=O)CCC(=O)O[Si](C)(C)C1418.8Semi standard non polar33892256
Succinylacetone,1TMS,isomer #2CC(=CC(=O)CCC(=O)O)O[Si](C)(C)C1536.7Semi standard non polar33892256
Succinylacetone,1TMS,isomer #3CC(=O)CC(=CCC(=O)O)O[Si](C)(C)C1481.0Semi standard non polar33892256
Succinylacetone,1TMS,isomer #4CC(=O)C=C(CCC(=O)O)O[Si](C)(C)C1560.5Semi standard non polar33892256
Succinylacetone,1TMS,isomer #5C=C(CC(=O)CCC(=O)O)O[Si](C)(C)C1482.7Semi standard non polar33892256
Succinylacetone,2TMS,isomer #1CC(=CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1633.4Semi standard non polar33892256
Succinylacetone,2TMS,isomer #1CC(=CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1562.1Standard non polar33892256
Succinylacetone,2TMS,isomer #1CC(=CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1736.2Standard polar33892256
Succinylacetone,2TMS,isomer #2CC(=O)CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1583.2Semi standard non polar33892256
Succinylacetone,2TMS,isomer #2CC(=O)CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1545.9Standard non polar33892256
Succinylacetone,2TMS,isomer #2CC(=O)CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1709.6Standard polar33892256
Succinylacetone,2TMS,isomer #3CC(=O)C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1626.5Semi standard non polar33892256
Succinylacetone,2TMS,isomer #3CC(=O)C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1562.3Standard non polar33892256
Succinylacetone,2TMS,isomer #3CC(=O)C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1749.4Standard polar33892256
Succinylacetone,2TMS,isomer #4C=C(CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1565.8Semi standard non polar33892256
Succinylacetone,2TMS,isomer #4C=C(CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1576.6Standard non polar33892256
Succinylacetone,2TMS,isomer #4C=C(CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1775.8Standard polar33892256
Succinylacetone,2TMS,isomer #5CC(=CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1728.1Semi standard non polar33892256
Succinylacetone,2TMS,isomer #5CC(=CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1687.2Standard non polar33892256
Succinylacetone,2TMS,isomer #5CC(=CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1970.3Standard polar33892256
Succinylacetone,2TMS,isomer #6C=C(CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1631.6Semi standard non polar33892256
Succinylacetone,2TMS,isomer #6C=C(CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1659.1Standard non polar33892256
Succinylacetone,2TMS,isomer #6C=C(CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2018.0Standard polar33892256
Succinylacetone,2TMS,isomer #7C=C(C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1666.9Semi standard non polar33892256
Succinylacetone,2TMS,isomer #7C=C(C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1616.5Standard non polar33892256
Succinylacetone,2TMS,isomer #7C=C(C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C1915.3Standard polar33892256
Succinylacetone,3TMS,isomer #1CC(=CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1747.3Semi standard non polar33892256
Succinylacetone,3TMS,isomer #1CC(=CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1688.6Standard non polar33892256
Succinylacetone,3TMS,isomer #1CC(=CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1661.2Standard polar33892256
Succinylacetone,3TMS,isomer #2C=C(CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1659.6Semi standard non polar33892256
Succinylacetone,3TMS,isomer #2C=C(CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1664.6Standard non polar33892256
Succinylacetone,3TMS,isomer #2C=C(CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1649.7Standard polar33892256
Succinylacetone,3TMS,isomer #3C=C(C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1677.7Semi standard non polar33892256
Succinylacetone,3TMS,isomer #3C=C(C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1661.3Standard non polar33892256
Succinylacetone,3TMS,isomer #3C=C(C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1645.4Standard polar33892256
Succinylacetone,1TBDMS,isomer #1CC(=O)CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C1657.6Semi standard non polar33892256
Succinylacetone,1TBDMS,isomer #2CC(=CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C1769.2Semi standard non polar33892256
Succinylacetone,1TBDMS,isomer #3CC(=O)CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C1739.1Semi standard non polar33892256
Succinylacetone,1TBDMS,isomer #4CC(=O)C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C1805.4Semi standard non polar33892256
Succinylacetone,1TBDMS,isomer #5C=C(CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C1718.3Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #1CC(=CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2094.3Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #1CC(=CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2018.4Standard non polar33892256
Succinylacetone,2TBDMS,isomer #1CC(=CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2003.8Standard polar33892256
Succinylacetone,2TBDMS,isomer #2CC(=O)CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2030.4Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #2CC(=O)CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1980.6Standard non polar33892256
Succinylacetone,2TBDMS,isomer #2CC(=O)CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1978.4Standard polar33892256
Succinylacetone,2TBDMS,isomer #3CC(=O)C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2067.9Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #3CC(=O)C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2002.2Standard non polar33892256
Succinylacetone,2TBDMS,isomer #3CC(=O)C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2011.4Standard polar33892256
Succinylacetone,2TBDMS,isomer #4C=C(CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2003.0Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #4C=C(CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1994.3Standard non polar33892256
Succinylacetone,2TBDMS,isomer #4C=C(CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2036.8Standard polar33892256
Succinylacetone,2TBDMS,isomer #5CC(=CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2184.4Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #5CC(=CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2072.4Standard non polar33892256
Succinylacetone,2TBDMS,isomer #5CC(=CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2154.9Standard polar33892256
Succinylacetone,2TBDMS,isomer #6C=C(CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2072.7Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #6C=C(CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2029.7Standard non polar33892256
Succinylacetone,2TBDMS,isomer #6C=C(CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2192.1Standard polar33892256
Succinylacetone,2TBDMS,isomer #7C=C(C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2106.5Semi standard non polar33892256
Succinylacetone,2TBDMS,isomer #7C=C(C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1980.9Standard non polar33892256
Succinylacetone,2TBDMS,isomer #7C=C(C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2123.8Standard polar33892256
Succinylacetone,3TBDMS,isomer #1CC(=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)C2399.5Semi standard non polar33892256
Succinylacetone,3TBDMS,isomer #1CC(=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)C2299.2Standard non polar33892256
Succinylacetone,3TBDMS,isomer #1CC(=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)C2055.6Standard polar33892256
Succinylacetone,3TBDMS,isomer #2C=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)C2321.2Semi standard non polar33892256
Succinylacetone,3TBDMS,isomer #2C=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)C2238.5Standard non polar33892256
Succinylacetone,3TBDMS,isomer #2C=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)C2077.8Standard polar33892256
Succinylacetone,3TBDMS,isomer #3C=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)C2332.6Semi standard non polar33892256
Succinylacetone,3TBDMS,isomer #3C=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)C2237.3Standard non polar33892256
Succinylacetone,3TBDMS,isomer #3C=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)C2082.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9200000000-418fe15f4a3ff86cd7322017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9510000000-9b8725af310299084be02017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinylacetone GC-MS (TBDMS_1_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-000f-9100000000-a3b92f310030718acb912014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0a4i-0900000000-bc1ed64644f1d5262a672012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0a4l-4900000000-4a799061d93a46eb98ab2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0a4i-1900000000-bb8ea63020dfb2d73fd62012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone 20V, Positive-QTOFsplash10-0fdy-9000000000-d000e19711c34e043ab92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone 20V, Positive-QTOFsplash10-0002-9000000000-60a15fc8627ad96e85322021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone 10V, Positive-QTOFsplash10-0002-9400000000-d9f2cde762a2868297c32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone 40V, Positive-QTOFsplash10-0a59-9000000000-0c4c76b64acd6d49029a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone 40V, Positive-QTOFsplash10-0006-9000000000-03c08ce11d1bfc6939ac2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinylacetone 10V, Positive-QTOFsplash10-0002-9100000000-940ff687b04afbb690852021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 10V, Positive-QTOFsplash10-006x-1900000000-78eabe7ae2f320bd578f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 20V, Positive-QTOFsplash10-0kml-7900000000-db14b02751e17fac33232015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 40V, Positive-QTOFsplash10-0a4i-9100000000-b6e51a674fbdfbbe701a2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 10V, Negative-QTOFsplash10-0a4i-1900000000-cfd9bc7542d69961cfde2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 20V, Negative-QTOFsplash10-0a4r-5900000000-3abd8a41f7a1bab5e9a22015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 40V, Negative-QTOFsplash10-0a4i-9200000000-63209abdb7044cb484b22015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 10V, Negative-QTOFsplash10-014i-9600000000-e6fe2f0606f1545e63f82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 20V, Negative-QTOFsplash10-0601-9300000000-f4da7f3a1baacd6285c22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 40V, Negative-QTOFsplash10-0a4i-9000000000-9a962f60cab056b14ceb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 10V, Positive-QTOFsplash10-0006-9500000000-8ab84079b41abee332012021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 20V, Positive-QTOFsplash10-0007-9000000000-4c7d97bda3ec2644c3b02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinylacetone 40V, Positive-QTOFsplash10-052f-9000000000-1b9dad08fc2bac65faee2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, 5%_DMSO, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Amniotic Fluid
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Amniotic FluidDetected and Quantified0.003 (0.00-0.013) uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.013 (0.003-0.021) uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.15 (0.00-0.30) uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified2.8 (0.6-4.7) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified8.329 +/- 5.467 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
UrineDetected and Quantified0-10 umol/mmol creatinineNewborn (0-30 days old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.033 (0.021-0.055) uMAdult (>18 years old)Both
Tyrosinemia		 details
BloodDetected and Quantified3.3 (0.9-5.7) uMAdult (>18 years old)BothHepatorenal tyrosinemia type I details
BloodDetected and Quantified327.300 +/- 125.8(190-543) uMChildren (1-13 years old)BothTyrosinemia I details
UrineDetected and Quantified9.683 +/- 7.284 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
Associated Disorders and Diseases
Disease References
Tyrosinemia
  1. Cyr D, Giguere R, Villain G, Lemieux B, Drouin R: A GC/MS validated method for the nanomolar range determination of succinylacetone in amniotic fluid and plasma: an analytical tool for tyrosinemia type I. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Feb 17;832(1):24-9. Epub 2006 Jan 18. [PubMed:16414314 ]
Tyrosinemia I
  1. Han LS, Ye J, Qiu WJ, Zhang HW, Wang Y, Ji WJ, Gao XL, Li XY, Jin J, Gu XF: [Application of succinylacetone levels measurement in the blood and urine in the diagnosis of tyrosinemia type 1]. Zhonghua Er Ke Za Zhi. 2012 Feb;50(2):126-30. [PubMed:22455637 ]
  2. G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022156
KNApSAcK IDC00052413
Chemspider ID5121
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSuccinylacetone
METLIN ID5608
PubChem Compound5312
PDB IDNot Available
ChEBI ID87897
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1196051
References
Synthesis Reference Levenson, Corey H. Process for the preparation of succinylacetone. PCT Int. Appl. (1991), 9 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Fernandez-Canon JM, Baetscher MW, Finegold M, Burlingame T, Gibson KM, Grompe M: Maleylacetoacetate isomerase (MAAI/GSTZ)-deficient mice reveal a glutathione-dependent nonenzymatic bypass in tyrosine catabolism. Mol Cell Biol. 2002 Jul;22(13):4943-51. [PubMed:12052898 ]
  2. Laberge C, Lescault A, Grenier A, Morrisette J, Gagne R, Gadbois P, Halket J: Oral loading of homogentisic acid in controls and in obligate heterozygotes for hereditary tyrosinemia type I. Am J Hum Genet. 1990 Aug;47(2):329-37. [PubMed:2378359 ]
  3. Poudrier J, Lettre F, St-Louis M, Tanguay RM: Genotyping of a case of tyrosinaemia type I with normal level of succinylacetone in amniotic fluid. Prenat Diagn. 1999 Jan;19(1):61-3. [PubMed:10073910 ]
  4. Jakobs C, Dorland L, Wikkerink B, Kok RM, de Jong AP, Wadman SK: Stable isotope dilution analysis of succinylacetone using electron capture negative ion mass fragmentography: an accurate approach to the pre- and neonatal diagnosis of hereditary tyrosinemia type I. Clin Chim Acta. 1988 Feb 15;171(2-3):223-31. [PubMed:3286060 ]
  5. Kimura A, Endo F, Kagimoto S, Inoue T, Suzuki M, Kurosawa T, Tohma M, Fujisawa T, Kato H: Tyrosinemia type I-like disease: a possible manifestation of 3-oxo-delta 4-steroid 5 beta-reductase deficiency. Acta Paediatr Jpn. 1998 Jun;40(3):211-7. [PubMed:9695292 ]
  6. Magera MJ, Gunawardena ND, Hahn SH, Tortorelli S, Mitchell GA, Goodman SI, Rinaldo P, Matern D: Quantitative determination of succinylacetone in dried blood spots for newborn screening of tyrosinemia type I. Mol Genet Metab. 2006 May;88(1):16-21. Epub 2006 Jan 31. [PubMed:16448836 ]
  7. Endo F, Katoh H, Yamamoto S, Matsuda I: A murine model for type III tyrosinemia: lack of immunologically detectable 4-hydroxyphenylpyruvic acid dioxygenase enzyme protein in a novel mouse strain with hypertyrosinemia. Am J Hum Genet. 1991 Apr;48(4):704-9. [PubMed:2014797 ]
  8. 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 ]