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Showing metabocard for 4-Octen-3-one (HMDB0032451)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:52 UTC
Update Date2023-02-21 17:22:10 UTC
HMDB IDHMDB0032451
Secondary Accession Numbers
  • HMDB32451
Metabolite Identification
Common Name4-Octen-3-one
Description4-Octen-3-one, also known as oct-4-en-3-one, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. Based on a literature review very few articles have been published on 4-Octen-3-one.
Structure
Data?1677000130
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0032451 (4-Octen-3-one)


  Mrv0541 05061306312D          

  9  8  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
M  END
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3D MOL for HMDB0032451 (4-Octen-3-one)

HMDB0032451
     RDKit          3D
4-Octen-3-one
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.2736    1.5124    0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328    0.0649    0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596   -0.8667    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162   -0.6573    0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831   -1.6028    0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0071   -1.3918   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710   -2.3299   -0.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -0.1171    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377    1.0015   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1713    1.6596    0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758    1.6838    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    2.1979   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4114   -0.0485   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5997   -0.1176    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827   -1.9041    0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -0.6453    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    0.2837    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983   -2.5382   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -0.2827    0.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4598    0.1767    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0957    1.3150   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914    1.8938   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109    0.7127   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
M  END
Download

3D SDF for HMDB0032451 (4-Octen-3-one)


  Mrv0541 05061306312D          

  9  8  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032451

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O/c1-3-5-6-7-8(9)4-2/h6-7H,3-5H2,1-2H3/b7-6+

> <INCHI_KEY>
JPTOCTSNXXKSSN-VOTSOKGWSA-N

> <FORMULA>
C8H14O

> <MOLECULAR_WEIGHT>
126.1962

> <EXACT_MASS>
126.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.424051389780596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E)-oct-4-en-3-one

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.8388809869999996

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.636515045542717

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
40.344899999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-oct-4-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0032451 (4-Octen-3-one)

HMDB0032451
     RDKit          3D
4-Octen-3-one
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.2736    1.5124    0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328    0.0649    0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596   -0.8667    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162   -0.6573    0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831   -1.6028    0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0071   -1.3918   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710   -2.3299   -0.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -0.1171    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377    1.0015   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1713    1.6596    0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758    1.6838    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    2.1979   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4114   -0.0485   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5997   -0.1176    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827   -1.9041    0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -0.6453    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    0.2837    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983   -2.5382   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -0.2827    0.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4598    0.1767    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0957    1.3150   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914    1.8938   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109    0.7127   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
M  END
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PDB for HMDB0032451 (4-Octen-3-one)

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       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0032451 (4-Octen-3-one)

COMPND    HMDB0032451
HETATM    1  C1  UNL     1      -2.274   1.512   0.397  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.533   0.065   0.035  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.660  -0.867   0.801  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.216  -0.657   0.571  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.583  -1.603   0.066  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.007  -1.392  -0.159  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.671  -2.330  -0.640  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.681  -0.117   0.157  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.238   1.002  -0.757  1.00  0.00           C  
HETATM   10  H1  UNL     1      -1.171   1.660   0.361  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.676   1.684   1.422  1.00  0.00           H  
HETATM   12  H3  UNL     1      -2.820   2.198  -0.287  1.00  0.00           H  
HETATM   13  H4  UNL     1      -2.411  -0.049  -1.064  1.00  0.00           H  
HETATM   14  H5  UNL     1      -3.600  -0.118   0.282  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.983  -1.904   0.608  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.825  -0.645   1.899  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.246   0.284   0.808  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.098  -2.538  -0.166  1.00  0.00           H  
HETATM   19  H10 UNL     1       3.786  -0.283   0.093  1.00  0.00           H  
HETATM   20  H11 UNL     1       2.460   0.177   1.197  1.00  0.00           H  
HETATM   21  H12 UNL     1       3.096   1.315  -1.359  1.00  0.00           H  
HETATM   22  H13 UNL     1       1.891   1.894  -0.157  1.00  0.00           H  
HETATM   23  H14 UNL     1       1.411   0.713  -1.438  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5    5   17
CONECT    5    6   18
CONECT    6    7    7    8
CONECT    8    9   19   20
CONECT    9   21   22   23
END
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SMILES for HMDB0032451 (4-Octen-3-one)

CCC\C=C\C(=O)CC
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INCHI for HMDB0032451 (4-Octen-3-one)

InChI=1S/C8H14O/c1-3-5-6-7-8(9)4-2/h6-7H,3-5H2,1-2H3/b7-6+
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(4E)-4-Octen-3-oneHMDB
Oct-4-en-3-oneHMDB
Chemical FormulaC8H14O
Average Molecular Weight126.1962
Monoisotopic Molecular Weight126.10446507
IUPAC Name(4E)-oct-4-en-3-one
Traditional Name(4E)-oct-4-en-3-one
CAS Registry Number14129-48-7
SMILES
CCC\C=C\C(=O)CC
InChI Identifier
InChI=1S/C8H14O/c1-3-5-6-7-8(9)4-2/h6-7H,3-5H2,1-2H3/b7-6+
InChI KeyJPTOCTSNXXKSSN-VOTSOKGWSA-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 DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
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
PropertyValueSource
Water Solubility1.45 g/LALOGPS
logP2.44ALOGPS
logP2.84ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity40.34 m³·mol⁻¹ChemAxon
Polarizability15.42 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+130.99730932474
DeepCCS[M-H]-127.74130932474
DeepCCS[M-2H]-164.92930932474
DeepCCS[M+Na]+139.90930932474
AllCCS[M+H]+131.632859911
AllCCS[M+H-H2O]+127.432859911
AllCCS[M+NH4]+135.632859911
AllCCS[M+Na]+136.832859911
AllCCS[M-H]-134.232859911
AllCCS[M+Na-2H]-136.932859911
AllCCS[M+HCOO]-139.932859911

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, 2022.5.47 minutes32390414
Predicted by Siyang on May 30, 202215.3967 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.76 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1941.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid525.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid196.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid361.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid263.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid614.4 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 Acid596.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)119.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1336.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid444.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1306.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid433.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid353.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate469.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA509.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water24.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Octen-3-oneCCC\C=C\C(=O)CC1331.8Standard polar33892256
4-Octen-3-oneCCC\C=C\C(=O)CC998.5Standard non polar33892256
4-Octen-3-oneCCC\C=C\C(=O)CC1014.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Octen-3-one,1TMS,isomer #1CC=C(/C=C/CCC)O[Si](C)(C)C1224.8Semi standard non polar33892256
4-Octen-3-one,1TMS,isomer #1CC=C(/C=C/CCC)O[Si](C)(C)C1208.1Standard non polar33892256
4-Octen-3-one,1TBDMS,isomer #1CC=C(/C=C/CCC)O[Si](C)(C)C(C)(C)C1453.0Semi standard non polar33892256
4-Octen-3-one,1TBDMS,isomer #1CC=C(/C=C/CCC)O[Si](C)(C)C(C)(C)C1396.4Standard non polar33892256
Spectra
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 IDFDB009961
KNApSAcK IDC00010350
Chemspider ID4520211
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5369061
PDB IDNot Available
ChEBI ID172026
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. (). EAFUS: Everything Added to Food in the United States.. .