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Showing metabocard for Menthone lactone (HMDB0040330)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:51:45 UTC
Update Date2022-03-07 02:56:33 UTC
HMDB IDHMDB0040330
Secondary Accession Numbers
  • HMDB40330
Metabolite Identification
Common NameMenthone lactone
DescriptionMenthone lactone belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Menthone lactone is a brown, maple syrup, and sugar tasting compound. Based on a literature review very few articles have been published on Menthone lactone.
Structure
Data?1563863539
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0040330 (Menthone lactone)

  Mrv0541 05061311462D          

 12 12  0  0  0  0            999 V2000
    0.1421    2.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5710    2.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    2.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8746    0.0174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0040330 (Menthone lactone)

HMDB0040330
     RDKit          3D
Menthone lactone
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.6004    0.2081   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2271   -0.3241    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3173   -0.3791   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.2046   -0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -0.7678   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -0.3192    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.9893    0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -0.2711   -1.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4249   -1.0549    1.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781   -0.3968    1.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -0.5261    3.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641    0.4264    1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.0301    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    1.3038   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0443   -0.3233   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3782   -1.3854    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726   -1.4142   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944    0.1900   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    1.2144   -0.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    0.3274   -1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155   -1.7080   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563   -1.0919    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5571    1.2374    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1855    0.8177    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9577    1.8243    0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336    0.7958   -1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5361   -0.7982   -2.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0864   -0.7184   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    0.5119    2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708    1.4574    1.0658 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 12 30  1  0
M  END
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3D SDF for HMDB0040330 (Menthone lactone)

  Mrv0541 05061311462D          

 12 12  0  0  0  0            999 V2000
    0.1421    2.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5710    2.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    2.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8746    0.0174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040330

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O2/c1-7(2)9-5-4-8(3)6-10(11)12-9/h7-9H,4-6H2,1-3H3

> <INCHI_KEY>
GGAXPLCKKANQED-UHFFFAOYSA-N

> <FORMULA>
C10H18O2

> <MOLECULAR_WEIGHT>
170.2487

> <EXACT_MASS>
170.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
19.861033983173684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-7-(propan-2-yl)oxepan-2-one

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.629777978

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.045026788254643

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
47.47310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
menthone lactone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0040330 (Menthone lactone)

HMDB0040330
     RDKit          3D
Menthone lactone
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.6004    0.2081   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2271   -0.3241    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3173   -0.3791   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.2046   -0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -0.7678   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -0.3192    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.9893    0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -0.2711   -1.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4249   -1.0549    1.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781   -0.3968    1.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -0.5261    3.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641    0.4264    1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.0301    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    1.3038   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0443   -0.3233   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3782   -1.3854    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726   -1.4142   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944    0.1900   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    1.2144   -0.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    0.3274   -1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155   -1.7080   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563   -1.0919    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5571    1.2374    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1855    0.8177    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9577    1.8243    0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336    0.7958   -1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5361   -0.7982   -2.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0864   -0.7184   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    0.5119    2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708    1.4574    1.0658 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 12 30  1  0
M  END
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PDB for HMDB0040330 (Menthone lactone)

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       0.265   4.855   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.933   4.855   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.037  -2.216   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.329   0.375   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.986   1.877   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.829  -0.829   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.599   4.085   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.369  -0.829   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.599   2.545   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.131   0.375   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.633   0.032   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.211   1.877   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    8   10                                                       
CONECT    7    1    2    9                                                  
CONECT    8    3    4    6                                                  
CONECT    9    5    7   12                                                  
CONECT   10    6   11   12                                                  
CONECT   11   10                                                            
CONECT   12    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0040330 (Menthone lactone)

COMPND    HMDB0040330
HETATM    1  C1  UNL     1       3.600   0.208  -0.203  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.227  -0.324   0.110  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.317  -0.379  -1.060  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.038   0.205  -0.842  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.903  -0.768  -0.100  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.335  -0.319   0.025  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.471   0.989   0.758  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.057  -0.271  -1.295  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.425  -1.055   1.199  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.578  -0.397   1.870  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.545  -0.526   3.114  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.664   0.426   1.293  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.237  -0.030   0.697  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.638   1.304  -0.304  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.044  -0.323  -1.073  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.378  -1.385   0.468  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.173  -1.414  -1.465  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.794   0.190  -1.899  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.019   1.214  -0.406  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.508   0.327  -1.858  1.00  0.00           H  
HETATM   21  H9  UNL     1      -0.915  -1.708  -0.702  1.00  0.00           H  
HETATM   22  H10 UNL     1      -2.856  -1.092   0.643  1.00  0.00           H  
HETATM   23  H11 UNL     1      -3.557   1.237   0.772  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.185   0.818   1.814  1.00  0.00           H  
HETATM   25  H13 UNL     1      -1.958   1.824   0.283  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.234   0.796  -1.605  1.00  0.00           H  
HETATM   27  H15 UNL     1      -2.536  -0.798  -2.104  1.00  0.00           H  
HETATM   28  H16 UNL     1      -4.086  -0.718  -1.229  1.00  0.00           H  
HETATM   29  H17 UNL     1       2.516   0.512   2.030  1.00  0.00           H  
HETATM   30  H18 UNL     1       1.371   1.457   1.066  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   12   16
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6    9   21
CONECT    6    7    8   22
CONECT    7   23   24   25
CONECT    8   26   27   28
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   29   30
END
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SMILES for HMDB0040330 (Menthone lactone)

CC(C)C1CCC(C)CC(=O)O1
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INCHI for HMDB0040330 (Menthone lactone)

InChI=1S/C10H18O2/c1-7(2)9-5-4-8(3)6-10(11)12-9/h7-9H,4-6H2,1-3H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
4-Methyl-7-(1-methylethyl)-2-oxepanoneChEBI
4-Methyl-7-(1-methylethyl)oxepan-2-oneChEBI
4-Methyl-7-isopropyl-2-oxepanoneChEBI
6-Hydroxy-3,7-dimethylcaprylic acid epsilon-lactoneChEBI
6-Hydroxy-3,7-dimethyloctanoic acid lactoneChEBI
6-Hydroxy-3,7-dimethylcaprylate epsilon-lactoneGenerator
6-Hydroxy-3,7-dimethyloctanoate lactoneGenerator
(4R-trans)-4-Methyl-7-(1-methylethyl)-2-oxepanoneHMDB
(4R-trans)-7-Isopropyl-4-methyloxepan-2-oneHMDB
3,7-Dimethyl-6-octanolideHMDB
3-Methyl-6-isopropyl-6-hexanolideHMDB
4-Methyl-7-(1-methylethyl)-(4R,7S)-2-oxepanoneHMDB
4-Methyl-7-(propan-2-yl)oxepan-2-oneHMDB
7-Isopropyl-4-methyloxepan-2-oneHMDB
FEMA 3355HMDB
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Name4-methyl-7-(propan-2-yl)oxepan-2-one
Traditional Namementhone lactone
CAS Registry Number499-54-7
SMILES
CC(C)C1CCC(C)CC(=O)O1
InChI Identifier
InChI=1S/C10H18O2/c1-7(2)9-5-4-8(3)6-10(11)12-9/h7-9H,4-6H2,1-3H3
InChI KeyGGAXPLCKKANQED-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassNot Available
Direct ParentLactones
Alternative Parents
Substituents
  • Caprolactone
  • Oxepane
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point247.00 to 248.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility525.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.357 (est)The Good Scents Company Information System
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020055
KNApSAcK IDC00000838
Chemspider ID56140
KEGG Compound IDC18066
BioCyc ID7-isopropyl-4-methyloxepan-2-ones
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62349
PDB IDNot Available
ChEBI ID50243
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1027581
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.. .