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Showing metabocard for 3-Buten-2-one (HMDB0061873)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:56:20 UTC
Update Date2023-02-21 17:30:30 UTC
HMDB IDHMDB0061873
Secondary Accession Numbers
  • HMDB61873
Metabolite Identification
Common Name3-Buten-2-one
Description3-Buten-2-one, also known as 2-butenone or acetyl ethylene, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. Thus, 3-buten-2-one is considered to be an oxygenated hydrocarbon lipid molecule. 3-Buten-2-one, also called methyl vinyl ketone, is the organic compound with the formula CH3CCH=CH2. It is a reactive compound classified as an enone, in fact the simplest example thereof. It is a useful intermediate in the synthesis of other compounds. 3-Buten-2-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 3-Buten-2-one has been detected, but not quantified in, several different foods, such as radish (var.), sour cherries, tamarinds, horseradish, and caraway. This could make 3-buten-2-one a potential biomarker for the consumption of these foods. It is a colorless, flammable, highly toxic liquid with a pungent odor. It is soluble in water and polar organic solvents.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0061873 (3-Buten-2-one)

  Mrv1652304172017352D          

  5  4  0  0  0  0            999 V2000
    1.8576   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  5  2  0  0  0  0
  2  4  2  0  0  0  0
M  END
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3D MOL for HMDB0061873 (3-Buten-2-one)

HMDB0061873
     RDKit          3D
3-Buten-2-one
 11 10  0  0  0  0  0  0  0  0999 V2000
    1.4842   -0.5020   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    0.6484    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533    0.7755    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679   -0.3660    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9664    1.8807    0.5587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8558   -1.3514   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5469   -0.6153   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083    1.5438    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -1.0460    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885   -0.9705   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877    0.0027   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  2  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  4  9  1  0
  4 10  1  0
  4 11  1  0
M  END
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3D SDF for HMDB0061873 (3-Buten-2-one)

  Mrv1652304172017352D          

  5  4  0  0  0  0            999 V2000
    1.8576   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  5  2  0  0  0  0
  2  4  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061873

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3

> <INCHI_KEY>
FUSUHKVFWTUUBE-UHFFFAOYSA-N

> <FORMULA>
C4H6O

> <MOLECULAR_WEIGHT>
70.0898

> <EXACT_MASS>
70.041864814

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.552254068796541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
but-3-en-2-one

> <ALOGPS_LOGP>
0.51

> <JCHEM_LOGP>
0.8625728153333332

> <ALOGPS_LOGS>
-0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.945289804981293

> <JCHEM_PKA_STRONGEST_BASIC>
-4.670010321398548

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
20.8425

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.62e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl vinyl ketone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0061873 (3-Buten-2-one)

HMDB0061873
     RDKit          3D
3-Buten-2-one
 11 10  0  0  0  0  0  0  0  0999 V2000
    1.4842   -0.5020   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    0.6484    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533    0.7755    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679   -0.3660    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9664    1.8807    0.5587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8558   -1.3514   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5469   -0.6153   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083    1.5438    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -1.0460    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885   -0.9705   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877    0.0027   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  2  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  4  9  1  0
  4 10  1  0
  4 11  1  0
M  END
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PDB for HMDB0061873 (3-Buten-2-one)

HEADER    PROTEIN                                 17-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-20         0                                  
HETATM    1  C   UNK     0       3.468  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.801   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.135  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.801   1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.469   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2                                                            
CONECT    5    3                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0061873 (3-Buten-2-one)

COMPND    HMDB0061873
HETATM    1  C1  UNL     1       1.484  -0.502  -0.268  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.996   0.648   0.070  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.453   0.776   0.230  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.368  -0.366   0.017  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.966   1.881   0.559  1.00  0.00           O  
HETATM    6  H1  UNL     1       0.856  -1.351  -0.429  1.00  0.00           H  
HETATM    7  H2  UNL     1       2.547  -0.615  -0.390  1.00  0.00           H  
HETATM    8  H3  UNL     1       1.608   1.544   0.245  1.00  0.00           H  
HETATM    9  H4  UNL     1      -1.227  -1.046   0.904  1.00  0.00           H  
HETATM   10  H5  UNL     1      -1.089  -0.971  -0.884  1.00  0.00           H  
HETATM   11  H6  UNL     1      -2.388   0.003  -0.053  1.00  0.00           H  
CONECT    1    2    2    6    7
CONECT    2    3    8
CONECT    3    4    5    5
CONECT    4    9   10   11
END
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SMILES for HMDB0061873 (3-Buten-2-one)

CC(=O)C=C
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INCHI for HMDB0061873 (3-Buten-2-one)

InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC4H6O
Average Molecular Weight70.0898
Monoisotopic Molecular Weight70.041864814
IUPAC Namebut-3-en-2-one
Traditional Namemethyl vinyl ketone
CAS Registry Number78-94-4
SMILES
CC(=O)C=C
InChI Identifier
InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3
InChI KeyFUSUHKVFWTUUBE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnones
Alternative Parents
Substituents
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Breath
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BreathDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB007029
KNApSAcK IDNot Available
Chemspider ID6322
KEGG Compound IDNot Available
BioCyc IDCPD-8847
BiGG IDNot Available
Wikipedia LinkMethyl_vinyl_ketone
METLIN IDNot Available
PubChem Compound6570
PDB IDNot Available
ChEBI ID48058
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Unterhalt B, Koehler H: [Halogenated 4-phenyl-3-buten-2-one Oximes (author's transl)]. Arch Pharm (Weinheim). 1977 Oct;310(10):787-92. [PubMed:931562 ]
  2. Lapczynski A, Lalko J, McGinty D, Bhatia S, Letizia CS, Api AM: Fragrance material review on 4-(3,5,6-trimethyl-3-cyclohexen-1-yl)-3-buten-2-one. Food Chem Toxicol. 2007;45 Suppl 1:S315-7. Epub 2007 Sep 14. [PubMed:18031883 ]
  3. Lapczynski A, Lalko J, McGinty D, Bhatia S, Letizia CS, Api AM: Fragrance material review on 4-(2,4,6-trimethyl-3-cyclohexen-1-yl)-3-buten-2-one. Food Chem Toxicol. 2007;45 Suppl 1:S311-4. Epub 2007 Sep 14. [PubMed:18031911 ]
  4. Mohammad Aslam, Varadaraj Elango, 'Preparation of 4-(6'-methoxy-2'-naphthyl)-3-buten-2-one.' U.S. Patent US5225603, issued September, 1980. [Link]