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Showing metabocard for Euxanthone (HMDB0030724)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:38:39 UTC
Update Date2022-03-07 02:52:40 UTC
HMDB IDHMDB0030724
Secondary Accession Numbers
  • HMDB30724
Metabolite Identification
Common NameEuxanthone
DescriptionEuxanthone, also known as purrenone, belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Euxanthone has been detected, but not quantified in, fruits and mammee apples (Mammea americana). This could make euxanthone a potential biomarker for the consumption of these foods. Euxanthone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Euxanthone.
Structure
Data?1563862028
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030724 (Euxanthone)


  Mrv0541 05061305282D          

 17 19  0  0  0  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.1434    1.2375    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
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  2  0  0  0  0
 11  3  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  1  0  0  0  0
 17 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0030724 (Euxanthone)

HMDB0030724
     RDKit          3D
Euxanthone
 25 27  0  0  0  0  0  0  0  0999 V2000
    0.1102    0.5339    2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455    0.2446    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    0.0682    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3563    0.2030    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    0.0292   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7722    0.1596    0.4481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3501   -0.2944   -1.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0713   -0.4265   -1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355   -0.2511   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717   -0.3807   -1.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559   -0.2197   -0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102   -0.3692   -1.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -0.1989   -0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    0.1203    0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414    0.2748    1.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4308    0.5901    2.5823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    0.1040    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4580    0.4527    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063    0.3979    1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2170   -0.4358   -2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607   -0.6764   -2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6801   -0.6205   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7343   -0.3163   -1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6087    0.2531    1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7598    0.7582    3.2552 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17  2  1  0
  9  3  1  0
 17 11  1  0
  4 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
 12 22  1  0
 13 23  1  0
 14 24  1  0
 16 25  1  0
M  END
Download

3D SDF for HMDB0030724 (Euxanthone)


  Mrv0541 05061305282D          

 17 19  0  0  0  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.1434    1.2375    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
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  2  0  0  0  0
 11  3  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  1  0  0  0  0
 17 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030724

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(OC3=CC=CC(O)=C3C2=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H8O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,14-15H

> <INCHI_KEY>
KDXFPEKLLFWHMN-UHFFFAOYSA-N

> <FORMULA>
C13H8O4

> <MOLECULAR_WEIGHT>
228.2002

> <EXACT_MASS>
228.042258744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.20852683771401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,7-dihydroxy-9H-xanthen-9-one

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
3.0025095769999997

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.745263629358506

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.983433314888153

> <JCHEM_PKA_STRONGEST_BASIC>
-4.466638558803951

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
60.77810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
euxanthone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0030724 (Euxanthone)

HMDB0030724
     RDKit          3D
Euxanthone
 25 27  0  0  0  0  0  0  0  0999 V2000
    0.1102    0.5339    2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455    0.2446    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    0.0682    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3563    0.2030    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    0.0292   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7722    0.1596    0.4481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3501   -0.2944   -1.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0713   -0.4265   -1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355   -0.2511   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717   -0.3807   -1.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559   -0.2197   -0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102   -0.3692   -1.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -0.1989   -0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    0.1203    0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414    0.2748    1.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4308    0.5901    2.5823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    0.1040    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4580    0.4527    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063    0.3979    1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2170   -0.4358   -2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607   -0.6764   -2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6801   -0.6205   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7343   -0.3163   -1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6087    0.2531    1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7598    0.7582    3.2552 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17  2  1  0
  9  3  1  0
 17 11  1  0
  4 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
 12 22  1  0
 13 23  1  0
 14 24  1  0
 16 25  1  0
M  END
Download

PDB for HMDB0030724 (Euxanthone)

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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    9                                                       
CONECT    3    1   11                                                       
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    7    8                                                       
CONECT    7    4    6   14                                                  
CONECT    8    6   10   13                                                  
CONECT    9    2   12   15                                                  
CONECT   10    5    8   17                                                  
CONECT   11    3   12   17                                                  
CONECT   12    9   11   13                                                  
CONECT   13    8   12   16                                                  
CONECT   14    7                                                            
CONECT   15    9                                                            
CONECT   16   13                                                            
CONECT   17   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END
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3D PDB for HMDB0030724 (Euxanthone)

COMPND    HMDB0030724
HETATM    1  O1  UNL     1       0.110   0.534   2.230  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.045   0.245   1.026  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.084   0.068   0.236  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.356   0.203   0.741  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.478   0.029  -0.038  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.772   0.160   0.448  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.350  -0.294  -1.387  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.071  -0.427  -1.881  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.936  -0.251  -1.094  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.272  -0.381  -1.581  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.356  -0.220  -0.857  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.610  -0.369  -1.426  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.744  -0.199  -0.660  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.708   0.120   0.675  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.441   0.275   1.263  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.431   0.590   2.582  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.309   0.104   0.496  1.00  0.00           C  
HETATM   18  H1  UNL     1       2.458   0.453   1.782  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.906   0.398   1.440  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.217  -0.436  -2.019  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.961  -0.676  -2.922  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.680  -0.621  -2.474  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.734  -0.316  -1.106  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.609   0.253   1.272  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.760   0.758   3.255  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4    4    9
CONECT    4    5   18
CONECT    5    6    7    7
CONECT    6   19
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   22
CONECT   13   14   14   23
CONECT   14   15   24
CONECT   15   16   17   17
CONECT   16   25
END
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SMILES for HMDB0030724 (Euxanthone)

OC1=CC2=C(OC3=CC=CC(O)=C3C2=O)C=C1
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INCHI for HMDB0030724 (Euxanthone)

InChI=1S/C13H8O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,14-15H
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Synonyms
ValueSource
1,7-DihydroxyxanthoneChEBI
EyxanthoneChEBI
PurrenoneChEBI
1,7-Dihydroxy-9H-xanthen-9-oneHMDB
1,7-Dihydroxy-9H-xanthen-9-one, 9ciHMDB
Chemical FormulaC13H8O4
Average Molecular Weight228.2002
Monoisotopic Molecular Weight228.042258744
IUPAC Name1,7-dihydroxy-9H-xanthen-9-one
Traditional Nameeuxanthone
CAS Registry Number529-61-3
SMILES
OC1=CC2=C(OC3=CC=CC(O)=C3C2=O)C=C1
InChI Identifier
InChI=1S/C13H8O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,14-15H
InChI KeyKDXFPEKLLFWHMN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentXanthones
Alternative Parents
Substituents
  • Xanthone
  • Chromone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point240 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility6.88 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.44 g/LALOGPS
logP2.83ALOGPS
logP3ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)8.98ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity60.78 m³·mol⁻¹ChemAxon
Polarizability22.21 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]+149.19431661259
DarkChem[M-H]-148.93831661259
DeepCCS[M+H]+154.92830932474
DeepCCS[M-H]-152.53330932474
DeepCCS[M-2H]-185.6230932474
DeepCCS[M+Na]+160.91730932474
AllCCS[M+H]+149.032859911
AllCCS[M+H-H2O]+144.832859911
AllCCS[M+NH4]+152.932859911
AllCCS[M+Na]+154.132859911
AllCCS[M-H]-149.532859911
AllCCS[M+Na-2H]-148.832859911
AllCCS[M+HCOO]-148.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.5.54 minutes32390414
Predicted by Siyang on May 30, 202211.8462 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.21 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1936.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid349.6 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid145.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid216.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid400.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid456.8 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid560.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)122.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid949.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid380.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1332.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid340.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid343.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate457.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA216.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water121.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EuxanthoneOC1=CC2=C(OC3=CC=CC(O)=C3C2=O)C=C13543.0Standard polar33892256
EuxanthoneOC1=CC2=C(OC3=CC=CC(O)=C3C2=O)C=C12364.3Standard non polar33892256
EuxanthoneOC1=CC2=C(OC3=CC=CC(O)=C3C2=O)C=C12333.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Euxanthone,1TMS,isomer #1C[Si](C)(C)OC1=CC=C2OC3=CC=CC(O)=C3C(=O)C2=C12637.3Semi standard non polar33892256
Euxanthone,1TMS,isomer #2C[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=CC(O)=CC=C1O22567.8Semi standard non polar33892256
Euxanthone,2TMS,isomer #1C[Si](C)(C)OC1=CC=C2OC3=CC=CC(O[Si](C)(C)C)=C3C(=O)C2=C12702.9Semi standard non polar33892256
Euxanthone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2OC3=CC=CC(O)=C3C(=O)C2=C12828.8Semi standard non polar33892256
Euxanthone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=CC(O)=CC=C1O22815.9Semi standard non polar33892256
Euxanthone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C2OC3=CC=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C13130.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Euxanthone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fb9-2790000000-af1524aa23d87b7665fa2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Euxanthone GC-MS (2 TMS) - 70eV, Positivesplash10-05fr-7396000000-9b6f035c8eba5b144bf32017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Euxanthone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Euxanthone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Euxanthone , positive-QTOFsplash10-056r-0970000000-cf4db3179bd9a6325f782017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 10V, Positive-QTOFsplash10-004i-0090000000-a08f275bc45444bec1662015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 20V, Positive-QTOFsplash10-004i-0090000000-3cbc1086267323b748412015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 40V, Positive-QTOFsplash10-000i-4920000000-26bf1905ebade1e277ab2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 10V, Negative-QTOFsplash10-004i-0090000000-a52ce41d5a789009ff702015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 20V, Negative-QTOFsplash10-004i-0090000000-b2fa0915a7aef67969e32015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 40V, Negative-QTOFsplash10-000f-9720000000-d6c24bdf3bfeb5017c772015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 10V, Positive-QTOFsplash10-004i-0090000000-02cbe499adea44a396272021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 20V, Positive-QTOFsplash10-004i-0090000000-02cbe499adea44a396272021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 40V, Positive-QTOFsplash10-0udj-9620000000-9b9454f1242b9bdf94a92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 10V, Negative-QTOFsplash10-004i-0090000000-d8e725b6742766a16bb52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 20V, Negative-QTOFsplash10-004i-0090000000-d8e725b6742766a16bb52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euxanthone 40V, Negative-QTOFsplash10-0002-1900000000-3369c888fefdc216e03e2021-09-24Wishart 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 IDFDB002648
KNApSAcK IDC00002949
Chemspider ID4444950
KEGG Compound IDC10061
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIndian yellow
METLIN IDNot Available
PubChem Compound5281631
PDB IDNot Available
ChEBI ID4946
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1822271
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Camara DV, Lemos VS, Santos MH, Nagem TJ, Cortes SF: Mechanism of the vasodilator effect of Euxanthone in rat small mesenteric arteries. Phytomedicine. 2010 Jul;17(8-9):690-2. doi: 10.1016/j.phymed.2009.12.003. Epub 2010 Jan 22. [PubMed:20097048 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .