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Showing metabocard for Ethyl formate (HMDB0031229)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:44 UTC
Update Date2023-02-21 17:20:07 UTC
HMDB IDHMDB0031229
Secondary Accession Numbers
  • HMDB31229
Metabolite Identification
Common NameEthyl formate
DescriptionEthyl formate, also known as areginal or ethyl methanoate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl formate is an alcohol, bitter, and cognac tasting compound. Ethyl formate has been detected, but not quantified, in several different foods, such as citrus, pineapples, apples, fruits, and pomes. This could make ethyl formate a potential biomarker for the consumption of these foods. It occurs naturally in the body of ants and in the stingers of bees. Ethyl formate has the characteristic smell of rum and is also partially responsible for the flavor of raspberries. The U.S. National Institute for Occupational Safety and Health (NIOSH) also considers a time-weighted average of 100 ppm over an eight-hour period as the recommended exposure limit. Ethyl formate is an ester formed when ethanol (an alcohol) reacts with formic acid (a carboxylic acid). According to the U.S Occupational Safety and Health Administration (OSHA), ethyl formate can irritate eyes, skin, mucous membranes, and the respiratory system of humans and other animals; it is also a central nervous system depressant. Ethyl formate has been identified in dust clouds in an area of the Milky Way galaxy called Sagittarius B2 and it is among 50 molecular species identified using the 30 metre IRAM radiotelescope. In industry, it is used as a solvent for cellulose nitrate, cellulose acetate, oils, and greases.
Structure
Data?1677000007
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031229 (Ethyl formate)


  Mrv1652305271900112D          

  5  4  0  0  0  0            999 V2000
   -4.3537    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6392    3.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2102    3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537    4.5378    0.0000 O   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  4  1  0  0  0  0
  1  5  2  0  0  0  0
M  END
Download

3D MOL for HMDB0031229 (Ethyl formate)

HMDB0031229
     RDKit          3D
Ethyl formate
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.1516    0.3383   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -0.6626    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506   -0.0934    0.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    0.2814   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4679    0.1002   -1.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720    1.1733   -0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9503    0.8010    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -0.1369   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996   -0.9191    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2712   -1.6029   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385    0.7207    0.1489 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
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  4 11  1  0
M  END
Download

3D SDF for HMDB0031229 (Ethyl formate)


  Mrv1652305271900112D          

  5  4  0  0  0  0            999 V2000
   -4.3537    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6392    3.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2102    3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537    4.5378    0.0000 O   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  4  1  0  0  0  0
  1  5  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031229

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O2/c1-2-5-3-4/h3H,2H2,1H3

> <INCHI_KEY>
WBJINCZRORDGAQ-UHFFFAOYSA-N

> <FORMULA>
C3H6O2

> <MOLECULAR_WEIGHT>
74.0785

> <EXACT_MASS>
74.036779436

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.320130895070666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl formate

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
0.23065758833333322

> <ALOGPS_LOGS>
0.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.815865490869983

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
17.670900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl formate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0031229 (Ethyl formate)

HMDB0031229
     RDKit          3D
Ethyl formate
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.1516    0.3383   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -0.6626    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506   -0.0934    0.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    0.2814   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4679    0.1002   -1.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720    1.1733   -0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9503    0.8010    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -0.1369   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996   -0.9191    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2712   -1.6029   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385    0.7207    0.1489 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
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  4 11  1  0
M  END
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PDB for HMDB0031229 (Ethyl formate)

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      -8.127   6.931   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.793   6.160   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.459   6.931   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.126   6.160   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -8.127   8.471   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    1                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0031229 (Ethyl formate)

COMPND    HMDB0031229
HETATM    1  C1  UNL     1      -1.152   0.338  -0.287  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.399  -0.663   0.555  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.851  -0.093   0.886  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.772   0.281  -0.059  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.468   0.100  -1.262  1.00  0.00           O  
HETATM    6  H1  UNL     1      -0.472   1.173  -0.543  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.950   0.801   0.346  1.00  0.00           H  
HETATM    8  H3  UNL     1      -1.585  -0.137  -1.194  1.00  0.00           H  
HETATM    9  H4  UNL     1      -1.000  -0.919   1.442  1.00  0.00           H  
HETATM   10  H5  UNL     1      -0.271  -1.603  -0.033  1.00  0.00           H  
HETATM   11  H6  UNL     1       2.739   0.721   0.149  1.00  0.00           H  
CONECT    1    2    6    7    8
CONECT    2    3    9   10
CONECT    3    4
CONECT    4    5    5   11
END
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SMILES for HMDB0031229 (Ethyl formate)

CCOC=O
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INCHI for HMDB0031229 (Ethyl formate)

InChI=1S/C3H6O2/c1-2-5-3-4/h3H,2H2,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
AethylformiatChEBI
AreginalChEBI
Carboxylic acid oxaethaneChEBI
Ethyl formic esterChEBI
Ethyl methanoateChEBI
Ethyle (formiate d')ChEBI
EthylformiaatChEBI
Formiato de etiloChEBI
Formic acid, ethyl esterChEBI
Formic etherChEBI
Carboxylate oxaethaneGenerator
Ethyl methanoic acidGenerator
Ethyle (formiic acid d')Generator
Formate, ethyl esterGenerator
Ethyl formic acidGenerator
Ethyl ester OF formic acidHMDB
Ethylformic esterHMDB
Formic acid ethyl esterHMDB
Chemical FormulaC3H6O2
Average Molecular Weight74.0785
Monoisotopic Molecular Weight74.036779436
IUPAC Nameethyl formate
Traditional Nameethyl formate
CAS Registry Number109-94-4
SMILES
CCOC=O
InChI Identifier
InChI=1S/C3H6O2/c1-2-5-3-4/h3H,2H2,1H3
InChI KeyWBJINCZRORDGAQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • 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
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-80.5 °CNot Available
Boiling Point52.00 to 54.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility88.2 mg/mL at 25 °CNot Available
LogP0.23Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility305 g/LALOGPS
logP0.38ALOGPS
logP0.23ChemAxon
logS0.61ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity17.67 m³·mol⁻¹ChemAxon
Polarizability7.32 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
DarkChem[M+H]+112.92431661259
DarkChem[M-H]-106.50231661259
DeepCCS[M+H]+121.17830932474
DeepCCS[M-H]-119.28230932474
DeepCCS[M-2H]-154.59330932474
DeepCCS[M+Na]+128.96830932474
AllCCS[M+H]+122.032859911
AllCCS[M+H-H2O]+117.532859911
AllCCS[M+NH4]+126.232859911
AllCCS[M+Na]+127.432859911
AllCCS[M-H]-131.832859911
AllCCS[M+Na-2H]-137.432859911
AllCCS[M+HCOO]-143.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl formateCCOC=O813.3Standard polar33892256
Ethyl formateCCOC=O494.6Standard non polar33892256
Ethyl formateCCOC=O594.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Ethyl formate EI-B (Non-derivatized)splash10-0059-9000000000-af41fd3c13c3889019512017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl formate EI-B (Non-derivatized)splash10-0059-9000000000-eb53d7dda3275b0108782017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl formate EI-B (Non-derivatized)splash10-0059-9000000000-639550e9e1c74fbbccb12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl formate EI-B (Non-derivatized)splash10-0059-9000000000-af41fd3c13c3889019512018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl formate EI-B (Non-derivatized)splash10-0059-9000000000-eb53d7dda3275b0108782018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl formate EI-B (Non-derivatized)splash10-0059-9000000000-639550e9e1c74fbbccb12018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl formate GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9000000000-4e7fec3a3563b3646dac2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl formate 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 - Ethyl formate 10V, Positive-QTOFsplash10-004i-9000000000-f332b78fc3540f1d8cba2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 20V, Positive-QTOFsplash10-004j-9000000000-a60a39738e3d9ba3b2452016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 40V, Positive-QTOFsplash10-002b-9000000000-f3f53bc8df222e96faba2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 10V, Negative-QTOFsplash10-00di-9000000000-17cb369d3f239dfc1d352016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 20V, Negative-QTOFsplash10-00di-9000000000-bef1fd03fe4be52d7d202016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 40V, Negative-QTOFsplash10-0006-9000000000-53f92a088cfd840983ef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 10V, Positive-QTOFsplash10-002b-9000000000-3804e6a80d0d30de97a82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 20V, Positive-QTOFsplash10-004j-9000000000-726bddcb8b2753b0a8772021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 40V, Positive-QTOFsplash10-0006-9000000000-ff7c837564b364e8e2512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 10V, Negative-QTOFsplash10-00dl-9000000000-5a3fa4459d9426fc27f22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 20V, Negative-QTOFsplash10-0006-9000000000-d948d5d95ae14e701f572021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl formate 40V, Negative-QTOFsplash10-0007-9000000000-0d069e9b5cbed1eb132c2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX 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 IDFDB003253
KNApSAcK IDC00050447
Chemspider ID7734
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthyl_formate
METLIN IDNot Available
PubChem Compound8025
PDB IDNot Available
ChEBI ID52342
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1015051
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .