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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:51:57 UTC

Update Date

2021-09-24 06:51:57 UTC

HMDB ID

HMDB0304066

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-cis,4-trans-xanthoxin

Description

2-cis,4-trans-xanthoxin, also known as xanthoxin, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 2-cis,4-trans-xanthoxin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 2-cis,4-trans-xanthoxin can be found in a number of food items such as broad bean, canola, mustard spinach, and hickory nut, which makes 2-cis,4-trans-xanthoxin a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0304066
     RDKit          3D
2-cis,4-trans-xanthoxin
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.3765   -1.2270    1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911   -0.3035    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717    0.0386   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    0.9092   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2913    1.4565   -2.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884    0.1587   -0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703   -0.2698    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.1393    0.2893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0008    0.7685    1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643    1.4303    0.2821 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0231    2.6024    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3487    1.7061   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541    0.5455    0.0916 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5820    0.8010   -0.1694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228   -0.6428   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3994   -1.0104   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -1.7916   -1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -1.9681    1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -1.3817    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962   -0.7258    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -2.1901    1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668   -0.3655   -0.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2329    1.1464   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769    0.8173   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9401    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4767    3.5253    0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9401    2.4545    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1622    2.7688   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974    2.0428   -1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    2.5793    0.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.2824    1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9886    1.2026    0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319   -1.5053   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -0.3526   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530   -1.5119   -2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579   -1.6360   -1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8333   -2.8904   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100   -1.4131    1.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7769   -2.6018    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4773   -2.6479    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  2  6  1  0
  6  7  2  0
  8  7  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 10  8  1  0
 16  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  1
 14 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv1652303082010282D          

 22 23  0  0  1  0            999 V2000
    1.4289   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0461   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -0.9887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -2.0329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  1  0  0  0
 14 10  1  0  0  0  0
 15  7  1  1  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  2  0  0  0  0
 12 17  1  1  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19  5  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 12 22  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0304066

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(C=O)=C(/C)\C(\[H])=C(/[H])[C@@]12O[C@]1(C)C[C@@]([H])(O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-11(6-8-16)5-7-15-13(2,3)9-12(17)10-14(15,4)18-15/h5-8,12,17H,9-10H2,1-4H3/b7-5+,11-6-/t12-,14+,15-/m0/s1

> <INCHI_KEY>
ZTALKMXOHWQNIA-TVBSHJCBSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.338

> <EXACT_MASS>
250.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.91458630921908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,4E)-5-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3-methylpenta-2,4-dienal

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
1.6246488456666666

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.13968403410598

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7377022034820433

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
72.3038

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthoxin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304066
     RDKit          3D
2-cis,4-trans-xanthoxin
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.3765   -1.2270    1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911   -0.3035    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717    0.0386   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    0.9092   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2913    1.4565   -2.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884    0.1587   -0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703   -0.2698    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.1393    0.2893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0008    0.7685    1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643    1.4303    0.2821 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0231    2.6024    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3487    1.7061   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541    0.5455    0.0916 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5820    0.8010   -0.1694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228   -0.6428   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3994   -1.0104   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -1.7916   -1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -1.9681    1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -1.3817    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962   -0.7258    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -2.1901    1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668   -0.3655   -0.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2329    1.1464   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769    0.8173   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9401    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4767    3.5253    0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9401    2.4545    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1622    2.7688   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974    2.0428   -1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    2.5793    0.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.2824    1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9886    1.2026    0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319   -1.5053   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -0.3526   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530   -1.5119   -2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579   -1.6360   -1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8333   -2.8904   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100   -1.4131    1.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7769   -2.6018    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4773   -2.6479    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  2  6  1  0
  6  7  2  0
  8  7  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 10  8  1  0
 16  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  1
 14 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0       2.667  -3.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.991  -0.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.011  -0.410   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.897   4.414   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -1.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.357  -2.461   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.897   0.206   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.413  -1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.897  -2.461   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.953  -1.127   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       4.030  -1.846   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.413  -3.795   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.357   0.206   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.335   4.620   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    7   11   19                                                  
CONECT    6    8   11   20                                                  
CONECT    7    5   15   21                                                  
CONECT    8    6   16                                                       
CONECT    9   12   13                                                       
CONECT   10   12   14                                                       
CONECT   11    1    5    6                                                  
CONECT   12    9   10   17   22                                             
CONECT   13    2    3    9   15                                             
CONECT   14    4   10   15   18                                             
CONECT   15    7   13   14   18                                             
CONECT   16    8                                                            
CONECT   17   12                                                            
CONECT   18   14   15                                                       
CONECT   19    5                                                            
CONECT   20    6                                                            
CONECT   21    7                                                            
CONECT   22   12                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0304066
HETATM    1  C1  UNL     1       3.377  -1.227   1.293  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.191  -0.303   0.141  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.272   0.039  -0.506  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.268   0.909  -1.624  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.291   1.456  -2.140  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.888   0.159  -0.203  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.870  -0.270   0.544  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.543   0.139   0.289  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.001   0.768   1.559  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.964   1.430   0.282  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.023   2.602   0.155  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.349   1.706  -0.201  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.254   0.545   0.092  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.582   0.801  -0.169  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.723  -0.643  -0.691  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.399  -1.010  -0.125  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.633  -1.792  -1.169  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.657  -1.968   1.047  1.00  0.00           C  
HETATM   19  H1  UNL     1       4.424  -1.382   1.563  1.00  0.00           H  
HETATM   20  H2  UNL     1       2.896  -0.726   2.174  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.832  -2.190   1.136  1.00  0.00           H  
HETATM   22  H4  UNL     1       5.267  -0.366  -0.177  1.00  0.00           H  
HETATM   23  H5  UNL     1       5.233   1.146  -2.115  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.577   0.817  -0.989  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.033  -0.940   1.374  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.477   3.525   0.574  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.940   2.454   0.661  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.162   2.769  -0.908  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.397   2.043  -1.251  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.735   2.579   0.403  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.090   0.282   1.175  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.989   1.203   0.659  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.432  -1.505  -0.565  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.681  -0.353  -1.757  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.953  -1.512  -2.214  1.00  0.00           H  
HETATM   36  H18 UNL     1       0.458  -1.636  -1.110  1.00  0.00           H  
HETATM   37  H19 UNL     1      -0.833  -2.890  -1.099  1.00  0.00           H  
HETATM   38  H20 UNL     1      -2.010  -1.413   1.924  1.00  0.00           H  
HETATM   39  H21 UNL     1      -0.777  -2.602   1.245  1.00  0.00           H  
HETATM   40  H22 UNL     1      -2.477  -2.648   0.724  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    6
CONECT    3    4   22
CONECT    4    5    5   23
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9   10   16
CONECT    9   10
CONECT   10   11   12
CONECT   11   26   27   28
CONECT   12   13   29   30
CONECT   13   14   15   31
CONECT   14   32
CONECT   15   16   33   34
CONECT   16   17   18
CONECT   17   35   36   37
CONECT   18   38   39   40
END

HMDB0304066
     RDKit          3D
2-cis,4-trans-xanthoxin
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.3765   -1.2270    1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911   -0.3035    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717    0.0386   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    0.9092   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2913    1.4565   -2.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884    0.1587   -0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703   -0.2698    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.1393    0.2893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0008    0.7685    1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643    1.4303    0.2821 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0231    2.6024    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3487    1.7061   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541    0.5455    0.0916 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5820    0.8010   -0.1694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228   -0.6428   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3994   -1.0104   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -1.7916   -1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -1.9681    1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -1.3817    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962   -0.7258    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -2.1901    1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668   -0.3655   -0.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2329    1.1464   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769    0.8173   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9401    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4767    3.5253    0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9401    2.4545    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1622    2.7688   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974    2.0428   -1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    2.5793    0.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.2824    1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9886    1.2026    0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319   -1.5053   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -0.3526   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530   -1.5119   -2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579   -1.6360   -1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8333   -2.8904   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100   -1.4131    1.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7769   -2.6018    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4773   -2.6479    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  2  6  1  0
  6  7  2  0
  8  7  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 10  8  1  0
 16  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  1
 14 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-cis,4-trans-Xanthoxin	Kegg
cis,trans-Xanthoxin	MeSH
Xanthoxin, (1S-(1alpha(2E,4E),4alpha,6alpha))-isomer	MeSH
trans,trans-Xanthoxin	MeSH
trans,trans-5-(1',2'-Epoxy-4'-hydroxy-2',6',6'- trimethyl-1'-cyclohexyl)-3-methylpentadienal	MeSH
Xanthoxin, (1R-(1alpha(2E,4E),4beta,6alpha))-isomer	MeSH
Xanthoxin, (1S-(1alpha(2Z,4E),4alpha,6alpha))-isomer	MeSH
Xanthoxin	ChEBI

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.338

Monoisotopic Molecular Weight

250.156894568

IUPAC Name

(2Z,4E)-5-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3-methylpenta-2,4-dienal

Traditional Name

xanthoxin

CAS Registry Number

Not Available

SMILES

[H]\C(C=O)=C(/C)\C(\[H])=C(/[H])[C@@]12O[C@]1(C)C[C@@]([H])(O)CC2(C)C

InChI Identifier

InChI=1S/C15H22O3/c1-11(6-8-16)5-7-15-13(2,3)9-12(17)10-14(15,4)18-15/h5-8,12,17H,9-10H2,1-4H3/b7-5+,11-6-/t12-,14+,15-/m0/s1

InChI Key

ZTALKMXOHWQNIA-TVBSHJCBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Sesquiterpenoid
Oxepane
Alpha,beta-unsaturated aldehyde
Cyclic alcohol
Enal
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Aldehyde
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

apo carotenoid sesquiterpenoid (CHEBI:32304 )
enal (CHEBI:32304 )

Ontology

Not Available

Exogenous (HMDB: HMDB0304066)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Abscisic Acid Biosynthesis (PathBank: SMP0012019)
Neophaseic Acid Biosynthesis (PathBank: SMP0012031)
Phaseic Acid Biosynthesis (PathBank: SMP0012032)
Abscisic Acid Glucose Ester Metabolism (PathBank: SMP0012033)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.56	ALOGPS
logP	1.62	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	15.14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.3 m³·mol⁻¹	ChemAxon
Polarizability	27.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	160.748	32859911
AllCCS	[M+H-H2O]+	157.301	32859911
AllCCS	[M+Na]+	164.868	32859911
AllCCS	[M+NH4]+	163.948	32859911
AllCCS	[M-H]-	165.921	32859911
AllCCS	[M+Na-2H]-	166.32	32859911
AllCCS	[M+HCOO]-	166.877	32859911
DeepCCS	[M-2H]-	204.455	30932474
DeepCCS	[M+Na]+	179.687	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.4799 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.99 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1980.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	197.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	147.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	52.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	551.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	450.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	823.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	250.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	912.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	271.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	291.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	275.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-cis,4-trans-xanthoxin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 10V, Positive-QTOF	splash10-001i-2090000000-1d54d38895a7ab7d0aa4	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 20V, Positive-QTOF	splash10-001i-9570000000-b031b8af4eea1329e3c3	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 40V, Positive-QTOF	splash10-05nr-9000000000-f987bca527b3f1fa7e6d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 10V, Negative-QTOF	splash10-0002-0090000000-0f5439a37c7f6757b9ea	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 20V, Negative-QTOF	splash10-0feb-0090000000-88a3459a367c446ee449	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 40V, Negative-QTOF	splash10-052b-5920000000-9ab68f71b12fef1e9f75	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 10V, Positive-QTOF	splash10-0f89-0190000000-1ef281b59bf2da9c0251	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 20V, Positive-QTOF	splash10-0ue9-2390000000-a55b29329f954d2aad6a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 40V, Positive-QTOF	splash10-0kw3-9120000000-1f1bce9312a0a9cc5939	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 10V, Negative-QTOF	splash10-0002-0190000000-b599738cfc5532635d12	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 20V, Negative-QTOF	splash10-0f7a-0920000000-a3242e5b92a6d36373cf	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,4-trans-xanthoxin 40V, Negative-QTOF	splash10-000j-3940000000-f3b9be0585f609027919	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282222

PDB ID

Not Available

ChEBI ID

32304

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2-cis,4-trans-xanthoxin (HMDB0304066)

MOL for HMDB0304066 (2-cis,4-trans-xanthoxin)

3D MOL for HMDB0304066 (2-cis,4-trans-xanthoxin)

3D SDF for HMDB0304066 (2-cis,4-trans-xanthoxin)

3D-SDF for HMDB0304066 (2-cis,4-trans-xanthoxin)

PDB for HMDB0304066 (2-cis,4-trans-xanthoxin)

3D PDB for HMDB0304066 (2-cis,4-trans-xanthoxin)

SMILES for HMDB0304066 (2-cis,4-trans-xanthoxin)

INCHI for HMDB0304066 (2-cis,4-trans-xanthoxin)

Structure for HMDB0304066 (2-cis,4-trans-xanthoxin)

3D Structure for HMDB0304066 (2-cis,4-trans-xanthoxin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra