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Showing metabocard for Succinic anhydride (HMDB0032523)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:16 UTC
Update Date2023-02-21 17:22:16 UTC
HMDB IDHMDB0032523
Secondary Accession Numbers
  • HMDB32523
Metabolite Identification
Common NameSuccinic anhydride
DescriptionSuccinic anhydride, also known as succinyl oxide or butanedioic anhydride, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Based on a literature review a significant number of articles have been published on Succinic anhydride.
Structure
Data?1677000136
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0032523 (Succinic anhydride)


  Mrv0541 05061306322D          

  7  7  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
M  END
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3D MOL for HMDB0032523 (Succinic anhydride)

HMDB0032523
     RDKit          3D
Succinic anhydride
 11 11  0  0  0  0  0  0  0  0999 V2000
    2.4707   -0.6865   -0.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273   -0.5384   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536    0.7753   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214    0.3641    0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0148   -0.9201   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1594   -1.3824   -0.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2086   -1.4649   -0.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    1.1163   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433    1.5110    0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    1.1033    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4619    0.1223    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  2  1  0
  3  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
M  END
Download

3D SDF for HMDB0032523 (Succinic anhydride)


  Mrv0541 05061306322D          

  7  7  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032523

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2

> <INCHI_KEY>
RINCXYDBBGOEEQ-UHFFFAOYSA-N

> <FORMULA>
C4H4O3

> <MOLECULAR_WEIGHT>
100.0728

> <EXACT_MASS>
100.016043994

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
8.339354926244653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
oxolane-2,5-dione

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
-0.26431095699999996

> <ALOGPS_LOGS>
0.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.990995505106807

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
20.331600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
succinic anhydride

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0032523 (Succinic anhydride)

HMDB0032523
     RDKit          3D
Succinic anhydride
 11 11  0  0  0  0  0  0  0  0999 V2000
    2.4707   -0.6865   -0.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273   -0.5384   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536    0.7753   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214    0.3641    0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0148   -0.9201   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1594   -1.3824   -0.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2086   -1.4649   -0.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    1.1163   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433    1.5110    0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    1.1033    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4619    0.1223    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  2  1  0
  3  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
M  END
Download

PDB for HMDB0032523 (Succinic anhydride)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    7                                                  
CONECT    4    2    6    7                                                  
CONECT    5    3                                                            
CONECT    6    4                                                            
CONECT    7    3    4                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END
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3D PDB for HMDB0032523 (Succinic anhydride)

COMPND    HMDB0032523
HETATM    1  O1  UNL     1       2.471  -0.687  -0.262  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.227  -0.538  -0.312  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.554   0.775  -0.171  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.721   0.364   0.527  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.015  -0.920  -0.150  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.159  -1.382  -0.347  1.00  0.00           O  
HETATM    7  O3  UNL     1       0.209  -1.465  -0.496  1.00  0.00           O  
HETATM    8  H1  UNL     1       0.281   1.116  -1.190  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.143   1.511   0.392  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.527   1.103   0.431  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.462   0.122   1.577  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4    8    9
CONECT    4    5   10   11
CONECT    5    6    6    7
END
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SMILES for HMDB0032523 (Succinic anhydride)

O=C1CCC(=O)O1
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INCHI for HMDB0032523 (Succinic anhydride)

InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2,5-DiketotetrahydrofuranChEBI
2,5-DioxotetrahydrofuranChEBI
BernsteinsaeureanhydridChEBI
Butanedioic anhydrideChEBI
Dihydro-2,5-furandioneChEBI
Dihydrofuran-2,5-dioneChEBI
Succinic acid anhydrideChEBI
Succinyl anhydrideChEBI
Succinyl oxideChEBI
Tetrahydro-2,5-dioxofuranChEBI
Tetrahydro-2,5-furandioneChEBI
Succinate anhydrideGenerator
2,5(3H,4H)-FurandioneHMDB
2,5-Furandione, dihydro-, mono-C11-13-alkenyl derivs.HMDB
2-Alkenyl (C11-C13) succinic acid anhydrideHMDB
Butanedioic acid,anhydride succinic anhydrideHMDB
Dihydro-2, 5-furandioneHMDB
Dihydro-2,5-diketotetrahydrofuranHMDB
Dihydro-furan-2,5-dioneHMDB
Oxolane-2,5-dioneHMDB
Rikacid saHMDB
SAAHMDB
Succinic anhydride treated bovine serum albuminHMDB
Succinic anhydride treated bsaHMDB
Succinyl peroxideHMDB
SuccinyloxideHMDB
Tetrahydro-2, 5-dioxofuranHMDB
Chemical FormulaC4H4O3
Average Molecular Weight100.0728
Monoisotopic Molecular Weight100.016043994
IUPAC Nameoxolane-2,5-dione
Traditional Namesuccinic anhydride
CAS Registry Number108-30-5
SMILES
O=C1CCC(=O)O1
InChI Identifier
InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2
InChI KeyRINCXYDBBGOEEQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • Dicarboxylic acid or derivatives
  • Tetrahydrofuran
  • Carboxylic acid anhydride
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point119 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility348 g/LALOGPS
logP-0.25ALOGPS
logP-0.26ChemAxon
logS0.54ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity20.33 m³·mol⁻¹ChemAxon
Polarizability8.34 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+118.39131661259
DarkChem[M-H]-112.64431661259
DeepCCS[M+H]+124.55830932474
DeepCCS[M-H]-122.66330932474
DeepCCS[M-2H]-158.14630932474
DeepCCS[M+Na]+132.55330932474
AllCCS[M+H]+121.432859911
AllCCS[M+H-H2O]+116.432859911
AllCCS[M+NH4]+126.132859911
AllCCS[M+Na]+127.432859911
AllCCS[M-H]-117.532859911
AllCCS[M+Na-2H]-120.532859911
AllCCS[M+HCOO]-123.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Succinic anhydrideO=C1CCC(=O)O11982.7Standard polar33892256
Succinic anhydrideO=C1CCC(=O)O1867.0Standard non polar33892256
Succinic anhydrideO=C1CCC(=O)O1996.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Succinic anhydride GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kdi-9200000000-7aa5270b2ac5ed677ac42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinic anhydride 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 - Succinic anhydride 10V, Positive-QTOFsplash10-0udi-2900000000-b6c9d054dced9b9c7d792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 20V, Positive-QTOFsplash10-0udi-4900000000-f15e0d8dde55d48b16422016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 40V, Positive-QTOFsplash10-0a4i-9000000000-751ce6ded2976303a3ea2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 10V, Negative-QTOFsplash10-0002-9000000000-fce94dd02c8af5927d042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 20V, Negative-QTOFsplash10-052b-9000000000-64e15626f36dab29d6722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 40V, Negative-QTOFsplash10-0pb9-9000000000-d647422e00ac0f19d6892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 10V, Negative-QTOFsplash10-0002-9000000000-bd4c8170b9ee3c19f59a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 20V, Negative-QTOFsplash10-052b-9000000000-c55763477e5bb8a6b7072021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 40V, Negative-QTOFsplash10-0pb9-9000000000-a693fcab8c2aa97ff11c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 10V, Positive-QTOFsplash10-0zfr-9700000000-4d81f50d0ea48e8c13dd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 20V, Positive-QTOFsplash10-0a4l-9100000000-23d4f9891f64c49c57892021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinic anhydride 40V, Positive-QTOFsplash10-0a4l-9000000000-58e61e6d42bb2d9c8fe82021-09-24Wishart 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

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB010338
KNApSAcK IDC00034296
Chemspider ID7634
KEGG Compound IDC19524
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSuccinic anhydride
METLIN IDNot Available
PubChem Compound7922
PDB IDNot Available
ChEBI ID36595
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Maeda H: Preparation of succinyl neocarzinostatin. Antimicrob Agents Chemother. 1974 Mar;5(3):354-5. [PubMed:4840443 ]
  2. (). EAFUS: Everything Added to Food in the United States.. .