Hmdb loader

Showing metabocard for But-2-enoic acid (HMDB0010720)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2008-10-15 12:12:16 UTC
Update Date2023-02-21 17:17:25 UTC
HMDB IDHMDB0010720
Secondary Accession Numbers
  • HMDB10720
Metabolite Identification
Common NameBut-2-enoic acid
DescriptionBut-2-enoic acid, also known as (2E)-2-butenoate or alpha-crotonic acid, belongs to the class of organic compounds known as straight chain organic acids. These are organic acids with a straight aliphatic chain. But-2-enoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0010720 (But-2-enoic acid)

  Mrv1652305271900042D          

  6  5  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
M  END
Download

3D MOL for HMDB0010720 (But-2-enoic acid)

HMDB0010720
     RDKit          3D
But-2-enoic acid
 12 11  0  0  0  0  0  0  0  0999 V2000
   -2.0835   -0.0130   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7210    0.2537    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -0.2510   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7072    0.0011    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8733    0.7216    1.3898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8216   -0.5640   -0.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8250    0.0614    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3608    0.7888   -0.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383   -0.9639   -0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    0.8807    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690   -0.8699   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6947   -0.0456   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  6 12  1  0
M  END
Download

3D SDF for HMDB0010720 (But-2-enoic acid)

  Mrv1652305271900042D          

  6  5  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010720

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+

> <INCHI_KEY>
LDHQCZJRKDOVOX-NSCUHMNNSA-N

> <FORMULA>
C4H6O2

> <MOLECULAR_WEIGHT>
86.0892

> <EXACT_MASS>
86.036779436

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
8.443178849897404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-but-2-enoic acid

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
0.9195822873333331

> <ALOGPS_LOGS>
0.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.900895626912272

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
22.9649

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butenoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0010720 (But-2-enoic acid)

HMDB0010720
     RDKit          3D
But-2-enoic acid
 12 11  0  0  0  0  0  0  0  0999 V2000
   -2.0835   -0.0130   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7210    0.2537    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -0.2510   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7072    0.0011    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8733    0.7216    1.3898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8216   -0.5640   -0.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8250    0.0614    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3608    0.7888   -0.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383   -0.9639   -0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    0.8807    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690   -0.8699   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6947   -0.0456   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  6 12  1  0
M  END
Download

PDB for HMDB0010720 (But-2-enoic acid)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
Download

3D PDB for HMDB0010720 (But-2-enoic acid)

COMPND    HMDB0010720
HETATM    1  C1  UNL     1      -2.084  -0.013  -0.245  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.721   0.254   0.337  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.377  -0.251  -0.184  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.707   0.001   0.372  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.873   0.722   1.390  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.822  -0.564  -0.229  1.00  0.00           O  
HETATM    7  H1  UNL     1      -2.825   0.061   0.582  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.361   0.789  -0.977  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.138  -0.964  -0.769  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.614   0.881   1.216  1.00  0.00           H  
HETATM   11  H5  UNL     1       0.269  -0.870  -1.053  1.00  0.00           H  
HETATM   12  H6  UNL     1       3.695  -0.046  -0.368  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    3   10
CONECT    3    4   11
CONECT    4    5    5    6
CONECT    6   12
END
Download

SMILES for HMDB0010720 (But-2-enoic acid)

C\C=C\C(O)=O
Download

INCHI for HMDB0010720 (But-2-enoic acid)

InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+
Download
View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC4H6O2
Average Molecular Weight86.0892
Monoisotopic Molecular Weight86.036779436
IUPAC Name(2E)-but-2-enoic acid
Traditional Namebutenoic acid
CAS Registry Number3724-65-0
SMILES
C\C=C\C(O)=O
InChI Identifier
InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+
InChI KeyLDHQCZJRKDOVOX-NSCUHMNNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentStraight chain fatty acids
Alternative Parents
Substituents
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • 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 Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Source
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point72 °CNot Available
Boiling Point185.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility86000 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP0.72HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDDB02074
Phenol Explorer Compound IDNot Available
FooDB IDFDB003283
KNApSAcK IDNot Available
Chemspider ID552744
KEGG Compound IDC01771
BioCyc IDCROTONATE
BiGG IDNot Available
Wikipedia LinkCrotonic_acid
METLIN IDNot Available
PubChem Compound637090
PDB IDBEO
ChEBI ID41131
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1039881
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.