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Showing metabocard for Diisopropyl disulfide (HMDB0029578)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:15 UTC
Update Date2023-02-21 17:18:49 UTC
HMDB IDHMDB0029578
Secondary Accession Numbers
  • HMDB29578
Metabolite Identification
Common NameDiisopropyl disulfide
DescriptionDiisopropyl disulfide belongs to the class of organic compounds known as dialkyldisulfides. These are organic compounds containing a disulfide group R-SS-R' where R and R' are both alkyl groups. Diisopropyl disulfide is an alliaceous, cabbage, and meaty tasting compound. Diisopropyl disulfide has been detected, but not quantified in, a few different foods, such as fruits, guavas (Psidium guajava), and herbs and spices. This could make diisopropyl disulfide a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Diisopropyl disulfide.
Structure
Data?1676999929
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029578 (Diisopropyl disulfide)


  Mrv0541 05061304492D          

  8  7  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
M  END
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3D MOL for HMDB0029578 (Diisopropyl disulfide)

HMDB0029578
     RDKit          3D
Diisopropyl disulfide
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.0402    1.5809   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0613    0.4560    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7718   -0.8743    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849    0.5564   -1.1853 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -0.9510   -0.9940 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656   -0.4167    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -1.5284    0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459    0.8089   -0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2491    2.1229    0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    2.3400   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9956    1.2238   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5837    0.5470    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3131   -0.9337   -0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -1.0019    0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9980   -1.6680    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6030   -0.2099    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -1.3373   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522   -2.4860   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4680   -1.5581    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682    1.5231    0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    1.2345   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7857    0.5719   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
M  END
Download

3D SDF for HMDB0029578 (Diisopropyl disulfide)


  Mrv0541 05061304492D          

  8  7  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029578

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)SSC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C6H14S2/c1-5(2)7-8-6(3)4/h5-6H,1-4H3

> <INCHI_KEY>
LZAZXBXPKRULLB-UHFFFAOYSA-N

> <FORMULA>
C6H14S2

> <MOLECULAR_WEIGHT>
150.305

> <EXACT_MASS>
150.053691828

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
17.626569747024874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(propan-2-yldisulfanyl)propane

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
2.7937246866666663

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
45.3708

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropyl disulfide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0029578 (Diisopropyl disulfide)

HMDB0029578
     RDKit          3D
Diisopropyl disulfide
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.0402    1.5809   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0613    0.4560    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7718   -0.8743    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849    0.5564   -1.1853 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -0.9510   -0.9940 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656   -0.4167    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -1.5284    0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459    0.8089   -0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2491    2.1229    0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    2.3400   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9956    1.2238   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5837    0.5470    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3131   -0.9337   -0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -1.0019    0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9980   -1.6680    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6030   -0.2099    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -1.3373   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522   -2.4860   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4680   -1.5581    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682    1.5231    0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    1.2345   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7857    0.5719   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
M  END
Download

PDB for HMDB0029578 (Diisopropyl disulfide)

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      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.206   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       1.540   0.000   0.000  0.00  0.00           S+0
HETATM    8  S   UNK     0       2.874   0.770   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    6                                                            
CONECT    5    1    2    7                                                  
CONECT    6    3    4    8                                                  
CONECT    7    5    8                                                       
CONECT    8    6    7                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0029578 (Diisopropyl disulfide)

COMPND    HMDB0029578
HETATM    1  C1  UNL     1      -3.040   1.581  -0.157  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.061   0.456   0.093  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.772  -0.874   0.029  1.00  0.00           C  
HETATM    4  S1  UNL     1      -0.785   0.556  -1.185  1.00  0.00           S  
HETATM    5  S2  UNL     1       0.683  -0.951  -0.994  1.00  0.00           S  
HETATM    6  C4  UNL     1       2.066  -0.417   0.069  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.075  -1.528   0.167  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.746   0.809  -0.464  1.00  0.00           C  
HETATM    9  H1  UNL     1      -3.249   2.123   0.805  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.615   2.340  -0.851  1.00  0.00           H  
HETATM   11  H3  UNL     1      -3.996   1.224  -0.572  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.584   0.547   1.092  1.00  0.00           H  
HETATM   13  H5  UNL     1      -3.313  -0.934  -0.947  1.00  0.00           H  
HETATM   14  H6  UNL     1      -3.457  -1.002   0.870  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.998  -1.668   0.001  1.00  0.00           H  
HETATM   16  H8  UNL     1       1.603  -0.210   1.074  1.00  0.00           H  
HETATM   17  H9  UNL     1       3.890  -1.337  -0.552  1.00  0.00           H  
HETATM   18  H10 UNL     1       2.552  -2.486  -0.081  1.00  0.00           H  
HETATM   19  H11 UNL     1       3.468  -1.558   1.216  1.00  0.00           H  
HETATM   20  H12 UNL     1       2.868   1.523   0.379  1.00  0.00           H  
HETATM   21  H13 UNL     1       2.133   1.234  -1.282  1.00  0.00           H  
HETATM   22  H14 UNL     1       3.786   0.572  -0.804  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    4   12
CONECT    3   13   14   15
CONECT    4    5
CONECT    5    6
CONECT    6    7    8   16
CONECT    7   17   18   19
CONECT    8   20   21   22
END
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SMILES for HMDB0029578 (Diisopropyl disulfide)

CC(C)SSC(C)C
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INCHI for HMDB0029578 (Diisopropyl disulfide)

InChI=1S/C6H14S2/c1-5(2)7-8-6(3)4/h5-6H,1-4H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Diisopropyl disulphideGenerator
2,2'-DithiodipropaneHMDB
2,5-Dimethyl-3,4-dithiahexaneHMDB
2-(Isopropyldisulfanyl)propaneHMDB
Bis(1-methylethyl) disulfide, 9ciHMDB
Disulfide, bis(1-methylethyl) (9ci)HMDB
FEMA 3827HMDB
Isopropyl disulfide (8ci)HMDB
2-(Propan-2-yldisulphanyl)propaneGenerator
Chemical FormulaC6H14S2
Average Molecular Weight150.305
Monoisotopic Molecular Weight150.053691828
IUPAC Name2-(propan-2-yldisulfanyl)propane
Traditional Nameisopropyl disulfide
CAS Registry Number4253-89-8
SMILES
CC(C)SSC(C)C
InChI Identifier
InChI=1S/C6H14S2/c1-5(2)7-8-6(3)4/h5-6H,1-4H3
InChI KeyLZAZXBXPKRULLB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dialkyldisulfides. These are organic compounds containing a disulfide group R-SS-R' where R and R' are both alkyl groups.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassOrganic disulfides
Sub ClassDialkyldisulfides
Direct ParentDialkyldisulfides
Alternative Parents
Substituents
  • Dialkyldisulfide
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-69 °CNot Available
Boiling Point175.00 to 177.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP3.876 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP3.55ALOGPS
logP2.79ChemAxon
logS-3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.37 m³·mol⁻¹ChemAxon
Polarizability17.63 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]+133.00431661259
DarkChem[M-H]-128.39431661259
DeepCCS[M+H]+136.91930932474
DeepCCS[M-H]-134.56130932474
DeepCCS[M-2H]-170.65530932474
DeepCCS[M+Na]+145.89630932474
AllCCS[M+H]+130.332859911
AllCCS[M+H-H2O]+126.732859911
AllCCS[M+NH4]+133.732859911
AllCCS[M+Na]+134.732859911
AllCCS[M-H]-139.932859911
AllCCS[M+Na-2H]-143.432859911
AllCCS[M+HCOO]-147.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Diisopropyl disulfideCC(C)SSC(C)C1261.2Standard polar33892256
Diisopropyl disulfideCC(C)SSC(C)C987.6Standard non polar33892256
Diisopropyl disulfideCC(C)SSC(C)C1022.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Diisopropyl disulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-6cd124fbf8acc2a539262017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diisopropyl disulfide 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 - Diisopropyl disulfide 10V, Positive-QTOFsplash10-0udi-2900000000-214565640a27439eece72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 20V, Positive-QTOFsplash10-0a4i-4900000000-ce36e27a8ddcc08a7efc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 40V, Positive-QTOFsplash10-002f-9000000000-3704063c4103821c03852016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 10V, Negative-QTOFsplash10-0002-0900000000-276784ccab484d02b6df2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 20V, Negative-QTOFsplash10-00ba-9300000000-322f76edd19ee647bbd82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 40V, Negative-QTOFsplash10-052f-9800000000-df94f511cac997245a402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 10V, Positive-QTOFsplash10-0a6r-6900000000-cc6d29ea269822d9cd512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 20V, Positive-QTOFsplash10-004i-9000000000-d87f005043739b3158812021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 40V, Positive-QTOFsplash10-01tc-9000000000-400a0a04716ac65321982021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 10V, Negative-QTOFsplash10-06r2-4900000000-b01dc5a02e470d68e7cc2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 20V, Negative-QTOFsplash10-05fr-9000000000-ff694d4b5b9024b9c2b72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diisopropyl disulfide 40V, Negative-QTOFsplash10-0229-9000000000-57bde61955f43fa9cde32021-09-24Wishart 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
  • 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000734
KNApSAcK IDC00054010
Chemspider ID70322
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound77932
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1097251
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .