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Showing metabocard for Xanthotoxol (HMDB0029457)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:30:31 UTC
Update Date2023-02-21 17:18:47 UTC
HMDB IDHMDB0029457
Secondary Accession Numbers
  • HMDB29457
Metabolite Identification
Common NameXanthotoxol
DescriptionXanthotoxol, also known as 8-hydroxypsoralen, belongs to the class of organic compounds known as 8-hydroxypsoralens. These are psoralens containing a hydroxyl group attached at the C8 position of the psoralen group. Xanthotoxol exists in all living organisms, ranging from bacteria to humans. Xanthotoxol has been detected, but not quantified in, several different foods, such as parsnips (Pastinaca sativa), herbs and spices, parsleys (Petroselinum crispum), fats and oils, and root vegetables. This could make xanthotoxol a potential biomarker for the consumption of these foods. Xanthotoxol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Xanthotoxol.
Structure
Data?1676999927
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029457 (Xanthotoxol)

Xanthotoxol
  Mrv1572001071617272D          

 21 23  0  0  0  0            999 V2000
    6.0576    0.1379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105    0.3275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    1.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769   -0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769   -0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624   -1.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0576   -1.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105   -1.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5391   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629   -0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629   -0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624   -1.8626    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2165   -1.6762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1163   -1.8912    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506   -0.5261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9210   -1.2133    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055    1.3797    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 13  1  0  0  0  0
  2  8  1  0  0  0  0
  2 15  1  0  0  0  0
  3 10  1  0  0  0  0
  3 21  1  0  0  0  0
  4 15  2  0  0  0  0
  5  7  2  0  0  0  0
  5  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6 12  1  0  0  0  0
  7 10  1  0  0  0  0
  8 10  2  0  0  0  0
  9 16  1  0  0  0  0
 11 13  2  0  0  0  0
 11 17  1  0  0  0  0
 12 14  2  0  0  0  0
 12 18  1  0  0  0  0
 13 19  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
M  END
Download

3D MOL for HMDB0029457 (Xanthotoxol)

HMDB0029457
     RDKit          3D
Xanthotoxol
 21 23  0  0  0  0  0  0  0  0999 V2000
   -4.1336    0.8243    1.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0380    0.4071    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -0.6306   -0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9695   -1.1402   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7860   -0.5423   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -0.9846   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -0.3976   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8995   -0.6511   -0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6571    0.2526   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431    0.9782    0.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6004    0.6269    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3988    1.0949    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442    2.1387    1.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695    0.4935    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    0.9390    1.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0955   -1.0425   -0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -1.9567   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4371   -1.7960   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2462   -1.4067   -1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7346    0.3406   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432    2.4525    2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
 11  7  2  0
  3 16  1  0
  4 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 13 21  1  0
M  END
Download

3D SDF for HMDB0029457 (Xanthotoxol)

Xanthotoxol
  Mrv1572001071617272D          

 21 23  0  0  0  0            999 V2000
    6.0576    0.1379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105    0.3275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    1.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769   -0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769   -0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624   -1.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0576   -1.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105   -1.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5391   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629   -0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629   -0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624   -1.8626    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2165   -1.6762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1163   -1.8912    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506   -0.5261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9210   -1.2133    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055    1.3797    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 13  1  0  0  0  0
  2  8  1  0  0  0  0
  2 15  1  0  0  0  0
  3 10  1  0  0  0  0
  3 21  1  0  0  0  0
  4 15  2  0  0  0  0
  5  7  2  0  0  0  0
  5  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6 12  1  0  0  0  0
  7 10  1  0  0  0  0
  8 10  2  0  0  0  0
  9 16  1  0  0  0  0
 11 13  2  0  0  0  0
 11 17  1  0  0  0  0
 12 14  2  0  0  0  0
 12 18  1  0  0  0  0
 13 19  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029457

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]OC1=C2OC(=O)C([H])=C([H])C2=C([H])C2=C1OC([H])=C2[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H

> <INCHI_KEY>
JWVYQQGERKEAHW-UHFFFAOYSA-N

> <FORMULA>
C11H6O4

> <MOLECULAR_WEIGHT>
202.165

> <EXACT_MASS>
202.026608673

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
19.008932072653543

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxy-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
2.288917694333333

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.19114208397817

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9271450364723006

> <JCHEM_POLAR_SURFACE_AREA>
59.67

> <JCHEM_REFRACTIVITY>
52.3706

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthotoxol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0029457 (Xanthotoxol)

HMDB0029457
     RDKit          3D
Xanthotoxol
 21 23  0  0  0  0  0  0  0  0999 V2000
   -4.1336    0.8243    1.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0380    0.4071    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -0.6306   -0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9695   -1.1402   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7860   -0.5423   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -0.9846   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -0.3976   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8995   -0.6511   -0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6571    0.2526   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431    0.9782    0.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6004    0.6269    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3988    1.0949    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442    2.1387    1.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695    0.4935    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    0.9390    1.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0955   -1.0425   -0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -1.9567   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4371   -1.7960   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2462   -1.4067   -1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7346    0.3406   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432    2.4525    2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15  2  1  0
 14  5  1  0
 11  7  2  0
  3 16  1  0
  4 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 13 21  1  0
M  END
Download

PDB for HMDB0029457 (Xanthotoxol)

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Xanthotoxol                                       
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  O   UNK     0      11.308   0.257   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.806   0.611   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.516   2.098   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.080   0.595   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.850  -1.752   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.183  -1.752   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.850  -0.212   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.183  -0.212   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.516  -2.522   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.516   0.558   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.308  -2.221   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.806  -2.575   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.206  -0.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.411  -1.784   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.411  -0.180   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       8.516  -3.477   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0      11.604  -3.129   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       5.817  -3.530   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0      13.161  -0.982   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.586  -2.265   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       9.344   2.575   0.000  0.00  0.00           H+0
CONECT    1    7   13                                                       
CONECT    2    8   15                                                       
CONECT    3   10   21                                                       
CONECT    4   15                                                            
CONECT    5    7    9   11                                                  
CONECT    6    8    9   12                                                  
CONECT    7    1    5   10                                                  
CONECT    8    2    6   10                                                  
CONECT    9    5    6   16                                                  
CONECT   10    3    7    8                                                  
CONECT   11    5   13   17                                                  
CONECT   12    6   14   18                                                  
CONECT   13    1   11   19                                                  
CONECT   14   12   15   20                                                  
CONECT   15    2    4   14                                                  
CONECT   16    9                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    3                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END
Download

3D PDB for HMDB0029457 (Xanthotoxol)

COMPND    HMDB0029457
HETATM    1  O1  UNL     1      -4.134   0.824   1.178  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.038   0.407   0.690  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.129  -0.631  -0.216  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.969  -1.140  -0.792  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.786  -0.542  -0.393  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.396  -0.985  -0.913  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.583  -0.398  -0.524  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.900  -0.651  -0.891  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.657   0.253  -0.175  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.843   0.978   0.554  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.600   0.627   0.379  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.399   1.095   0.923  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.444   2.139   1.840  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.770   0.493   0.520  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.885   0.939   1.035  1.00  0.00           O  
HETATM   16  H1  UNL     1      -4.096  -1.043  -0.475  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.990  -1.957  -1.511  1.00  0.00           H  
HETATM   18  H3  UNL     1       0.437  -1.796  -1.634  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.246  -1.407  -1.596  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.735   0.341  -0.215  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.443   2.452   2.214  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4    4   16
CONECT    4    5   17
CONECT    5    6    6   14
CONECT    6    7   18
CONECT    7    8   11   11
CONECT    8    9    9   19
CONECT    9   10   20
CONECT   10   11
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   21
CONECT   14   15
END
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SMILES for HMDB0029457 (Xanthotoxol)

[H]OC1=C2OC(=O)C([H])=C([H])C2=C([H])C2=C1OC([H])=C2[H]
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INCHI for HMDB0029457 (Xanthotoxol)

InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
8-HydroxyfuranocoumarinChEBI
8-HydroxypsoralenChEBI
Chemical FormulaC11H6O4
Average Molecular Weight202.165
Monoisotopic Molecular Weight202.026608673
IUPAC Name9-hydroxy-7H-furo[3,2-g]chromen-7-one
Traditional Namexanthotoxol
CAS Registry Number2009-24-7
SMILES
[H]OC1=C2OC(=O)C([H])=C([H])C2=C([H])C2=C1OC([H])=C2[H]
InChI Identifier
InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
InChI KeyJWVYQQGERKEAHW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 8-hydroxypsoralens. These are psoralens containing a hydroxyl group attached at the C8 position of the psoralen group.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct Parent8-hydroxypsoralens
Alternative Parents
Substituents
  • 8-hydroxypsoralen
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • 1-hydroxy-4-unsubstituted benzenoid
  • Pyranone
  • Pyran
  • Benzenoid
  • Furan
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point251 - 252 °CNot Available
Boiling Point428.00 to 429.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility7279 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.405 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.78 g/LALOGPS
logP1.9ALOGPS
logP2.29ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)8.19ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.67 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity52.37 m³·mol⁻¹ChemAxon
Polarizability19.01 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+142.76631661259
DarkChem[M-H]-141.90231661259
DeepCCS[M+H]+153.88830932474
DeepCCS[M-H]-151.49230932474
DeepCCS[M-2H]-184.99730932474
DeepCCS[M+Na]+160.03730932474
AllCCS[M+H]+141.732859911
AllCCS[M+H-H2O]+137.332859911
AllCCS[M+NH4]+145.932859911
AllCCS[M+Na]+147.132859911
AllCCS[M-H]-141.232859911
AllCCS[M+Na-2H]-140.832859911
AllCCS[M+HCOO]-140.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Xanthotoxol[H]OC1=C2OC(=O)C([H])=C([H])C2=C([H])C2=C1OC([H])=C2[H]3239.7Standard polar33892256
Xanthotoxol[H]OC1=C2OC(=O)C([H])=C([H])C2=C([H])C2=C1OC([H])=C2[H]1965.0Standard non polar33892256
Xanthotoxol[H]OC1=C2OC(=O)C([H])=C([H])C2=C([H])C2=C1OC([H])=C2[H]1932.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Xanthotoxol,1TMS,isomer #1C[Si](C)(C)OC1=C2OC=CC2=CC2=C1OC(=O)C=C22147.1Semi standard non polar33892256
Xanthotoxol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=C2OC=CC2=CC2=C1OC(=O)C=C22416.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Xanthotoxol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fk9-0920000000-f2a166594cf283c47f5c2017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Xanthotoxol GC-MS (1 TMS) - 70eV, Positivesplash10-00e9-4090000000-dca534ef96e39d848c132017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Xanthotoxol 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 - Xanthotoxol 10V, Positive-QTOFsplash10-0udi-0090000000-c09589cc1f633fd561112016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 20V, Positive-QTOFsplash10-0udi-0190000000-3ab98291b26fe8eeb4e82016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 40V, Positive-QTOFsplash10-0pb9-2930000000-4691abe312d6e6ecb9392016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 10V, Negative-QTOFsplash10-0udi-0290000000-c887179a30886be5e4212016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 20V, Negative-QTOFsplash10-0udi-0390000000-4c461f4a9306d3586bfd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 40V, Negative-QTOFsplash10-0aor-0900000000-b332ff7a37ce350572952016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 10V, Positive-QTOFsplash10-0udi-0090000000-2e5a86e101fa40f235c92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 20V, Positive-QTOFsplash10-0udi-0290000000-f0e15e059d45f78f5b762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 40V, Positive-QTOFsplash10-0560-0900000000-5f24b0525848ab6177532021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 10V, Negative-QTOFsplash10-0udi-0090000000-6f70ceb2368baddf4f402021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 20V, Negative-QTOFsplash10-0udi-0090000000-6f70ceb2368baddf4f402021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Xanthotoxol 40V, Negative-QTOFsplash10-0udi-0090000000-1553b0f99d6356baaebd2021-09-25Wishart 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+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 IDFDB000578
KNApSAcK IDC00000582
Chemspider ID58600
KEGG Compound IDC00841
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkXanthotoxol
METLIN IDNot Available
PubChem Compound65090
PDB IDNot Available
ChEBI ID15709
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1037851
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.. .

Enzymes

Enzyme Details
1. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
Xanthotoxol → 3,4,5-trihydroxy-6-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)oxane-2-carboxylic aciddetails