Showing NP-Card for Glutaric acid (NP0000194)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2024-09-03 04:16:56 UTC
NP-MRD IDNP0000194
Natural Product DOIhttps://doi.org/10.57994/0865
Secondary Accession NumbersNone
Natural Product Identification
Common NameGlutaric acid
Description
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000194 (Glutaric acid)

  Mrv1652307202007252D          

  9  8  0  0  0  0            999 V2000
   -2.1434   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
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3D MOL for NP0000194 (Glutaric acid)

HMDB0000661
     RDKit          3D
Glutaric acid
 17 16  0  0  0  0  0  0  0  0999 V2000
   -2.8688   -0.0173    0.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048    0.5465   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854    1.3397   -1.3528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390    0.3212   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241   -0.5837    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1286   -0.8986    0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    0.2407    0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    1.3937    1.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    0.0558    0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4205    0.9465   -2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352   -0.0490   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2769    1.3241   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -1.5685    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6858   -0.1723    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -1.4815   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2394   -1.6763    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655    0.2789    1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  3 10  1  0
  4 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  9 17  1  0
M  END
Download

3D SDF for NP0000194 (Glutaric acid)

  Mrv1652307202007252D          

  9  8  0  0  0  0            999 V2000
   -2.1434   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000194

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)

> <INCHI_KEY>
JFCQEDHGNNZCLN-UHFFFAOYSA-N

> <FORMULA>
C5H8O4

> <MOLECULAR_WEIGHT>
132.1146

> <EXACT_MASS>
132.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.169201851337222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pentanedioic acid

> <JCHEM_LOGP>
0.04608569766666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.5589990451010864

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7599502336940396

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
28.137999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
glutaric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000194 (Glutaric acid)

HMDB0000661
     RDKit          3D
Glutaric acid
 17 16  0  0  0  0  0  0  0  0999 V2000
   -2.8688   -0.0173    0.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048    0.5465   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854    1.3397   -1.3528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390    0.3212   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241   -0.5837    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1286   -0.8986    0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    0.2407    0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    1.3937    1.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    0.0558    0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4205    0.9465   -2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352   -0.0490   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2769    1.3241   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -1.5685    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6858   -0.1723    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -1.4815   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2394   -1.6763    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655    0.2789    1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  3 10  1  0
  4 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  9 17  1  0
M  END
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PDB for NP0000194 (Glutaric acid)

HEADER    PROTEIN                                 20-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUL-20         0                                  
HETATM    1  O   UNK     0      -4.001  -1.155   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.667  -0.385   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667   1.155   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.385   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -1.155   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   1.155   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for NP0000194 (Glutaric acid)

COMPND    HMDB0000661
HETATM    1  O1  UNL     1      -2.869  -0.017   0.451  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.205   0.547  -0.452  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.885   1.340  -1.353  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.739   0.321  -0.486  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.324  -0.584   0.625  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.129  -0.899   0.703  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.025   0.241   0.898  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.570   1.394   1.012  1.00  0.00           O  
HETATM    9  O4  UNL     1       3.390   0.056   0.959  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.420   0.947  -2.130  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.435  -0.049  -1.487  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.277   1.324  -0.365  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.860  -1.569   0.541  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.686  -0.172   1.610  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.381  -1.481  -0.235  1.00  0.00           H  
HETATM   16  H7  UNL     1       1.239  -1.676   1.511  1.00  0.00           H  
HETATM   17  H8  UNL     1       3.966   0.279   1.763  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   10
CONECT    4    5   11   12
CONECT    5    6   13   14
CONECT    6    7   15   16
CONECT    7    8    8    9
CONECT    9   17
END
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SMILES for NP0000194 (Glutaric acid)

OC(=O)CCCC(O)=O
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INCHI for NP0000194 (Glutaric acid)

InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)
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View in JSmol
Synonyms
ValueSource
1,3-Propanedicarboxylic acidChEBI
1,5-Pentanedioic acidChEBI
GlutarsaeureChEBI
Pentanedioic acidChEBI
1,3-PropanedicarboxylateGenerator
1,5-PentanedioateGenerator
PentanedioateGenerator
GlutarateGenerator
PentandioateHMDB
Pentandioic acidHMDB
Chemical FormulaC5H8O4
Average Mass132.1146 Da
Monoisotopic Mass132.04226 Da
IUPAC Namepentanedioic acid
Traditional Nameglutaric acid
CAS Registry Number110-94-1
SMILES
OC(=O)CCCC(O)=O
InChI Identifier
InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)
InChI KeyJFCQEDHGNNZCLN-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-09-05View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-09-05View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
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
  • Fatty acid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point95.8 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1600 mg/mLNot Available
LogP-0.29Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility56 g/LALOGPS
logP0.046ChemAxon
pKa (Strongest Acidic)3.76ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity28.14 m³·mol⁻¹ChemAxon
Polarizability12.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000661
DrugBank IDDB03553
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001477
KNApSAcK IDC00001184
Chemspider ID723
KEGG Compound IDC00489
BioCyc IDGLUTARATE
BiGG IDNot Available
Wikipedia LinkGlutaric_acid
METLIN ID3254
PubChem Compound743
PDB IDNot Available
ChEBI ID17859
Good Scents IDrw1248291
References
General References