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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:55 UTC

Update Date

2022-03-07 02:53:11 UTC

HMDB ID

HMDB0031971

Secondary Accession Numbers

HMDB31971

Metabolite Identification

Common Name

Xanthotoxol arabinoside

Description

Xanthotoxol arabinoside, also known as rhodexin b, belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Based on a literature review very few articles have been published on Xanthotoxol arabinoside.

Structure

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

HMDB0031971
     RDKit          3D
Xanthotoxol arabinoside
 38 41  0  0  0  0  0  0  0  0999 V2000
   -0.9174   -0.3540   -4.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6279   -0.4505   -3.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -1.0271   -3.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -1.1269   -2.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0857   -0.6256   -0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910   -0.6964    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426   -0.1912    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7363   -0.1334    2.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384    0.4806    3.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    0.7684    2.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    0.3787    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609    0.4605    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220    1.0240    0.1740 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1894    0.3582    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9186    0.8678    1.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -0.0221    1.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -0.5397    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618   -0.4722    0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855    0.2351   -0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.4215   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0398    0.5441   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.8992   -1.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -0.0496   -0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    0.0078   -2.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2163   -1.3971   -4.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877   -1.5762   -2.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7762   -1.1475    0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6901   -0.5086    2.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425    0.6659    4.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -0.7120    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679    0.4394    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4223   -0.9115    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -1.6167    0.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5827   -0.0618    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8509   -0.3711   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9762    2.0780   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -0.0861   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077    2.4482   -0.3991 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 12 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 11  7  2  0
 21 14  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv0541 05061306162D          

 24 27  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  4  3  2  0  0  0  0
  7  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  2  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  2  0  0  0  0
 14  7  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  2  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  2  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21  4  1  0  0  0  0
 21 13  1  0  0  0  0
 22  6  1  0  0  0  0
 22 16  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031971

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1COC(OC2=C3OC(=O)C=CC3=CC3=C2OC=C3)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O8/c17-9-6-22-16(12(20)11(9)19)24-15-13-8(3-4-21-13)5-7-1-2-10(18)23-14(7)15/h1-5,9,11-12,16-17,19-20H,6H2

> <INCHI_KEY>
HBYXUKYDTXEALZ-UHFFFAOYSA-N

> <FORMULA>
C16H14O8

> <MOLECULAR_WEIGHT>
334.2776

> <EXACT_MASS>
334.068867424

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.514443610940013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-[(3,4,5-trihydroxyoxan-2-yl)oxy]-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
0.0011845429999998158

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.399672209741183

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.234744500846475

> <JCHEM_PKA_STRONGEST_BASIC>
-3.428410607508362

> <JCHEM_POLAR_SURFACE_AREA>
118.59000000000002

> <JCHEM_REFRACTIVITY>
78.55250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-[(3,4,5-trihydroxyoxan-2-yl)oxy]furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031971
     RDKit          3D
Xanthotoxol arabinoside
 38 41  0  0  0  0  0  0  0  0999 V2000
   -0.9174   -0.3540   -4.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6279   -0.4505   -3.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -1.0271   -3.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -1.1269   -2.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0857   -0.6256   -0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910   -0.6964    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426   -0.1912    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7363   -0.1334    2.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384    0.4806    3.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    0.7684    2.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    0.3787    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609    0.4605    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220    1.0240    0.1740 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1894    0.3582    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9186    0.8678    1.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -0.0221    1.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -0.5397    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618   -0.4722    0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855    0.2351   -0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.4215   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0398    0.5441   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.8992   -1.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -0.0496   -0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    0.0078   -2.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2163   -1.3971   -4.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877   -1.5762   -2.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7762   -1.1475    0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6901   -0.5086    2.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425    0.6659    4.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -0.7120    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679    0.4394    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4223   -0.9115    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -1.6167    0.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5827   -0.0618    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8509   -0.3711   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9762    2.0780   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -0.0861   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077    2.4482   -0.3991 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 12 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 11  7  2  0
 21 14  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
M  END

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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.133  -0.294   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.133  -2.786   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1   10                                                       
CONECT    3    4    8                                                       
CONECT    4    3   21                                                       
CONECT    5    7    8                                                       
CONECT    6    9   22                                                       
CONECT    7    1    5   14                                                  
CONECT    8    3    5   13                                                  
CONECT    9    6   11   17                                                  
CONECT   10    2   18   23                                                  
CONECT   11    9   12   19                                                  
CONECT   12   11   16   20                                                  
CONECT   13    8   15   21                                                  
CONECT   14    7   15   23                                                  
CONECT   15   13   14   24                                                  
CONECT   16   12   22   24                                                  
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21    4   13                                                       
CONECT   22    6   16                                                       
CONECT   23   10   14                                                       
CONECT   24   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0031971
HETATM    1  O1  UNL     1      -0.917  -0.354  -4.267  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.628  -0.451  -3.213  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.861  -1.027  -3.262  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.621  -1.127  -2.118  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.086  -0.626  -0.945  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.791  -0.696   0.215  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.243  -0.191   1.379  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.736  -0.133   2.685  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.738   0.481   3.402  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.737   0.768   2.614  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.000   0.379   1.379  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.261   0.461   0.197  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.022   1.024   0.174  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.189   0.358   0.379  1.00  0.00           C  
HETATM   15  O4  UNL     1       1.919   0.868   1.451  1.00  0.00           O  
HETATM   16  C12 UNL     1       2.914  -0.022   1.819  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.707  -0.540   0.651  1.00  0.00           C  
HETATM   18  O5  UNL     1       5.062  -0.472   0.969  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.485   0.235  -0.609  1.00  0.00           C  
HETATM   20  O6  UNL     1       4.244   1.421  -0.503  1.00  0.00           O  
HETATM   21  C15 UNL     1       2.040   0.544  -0.860  1.00  0.00           C  
HETATM   22  O7  UNL     1       1.952   1.899  -1.210  1.00  0.00           O  
HETATM   23  C16 UNL     1      -1.834  -0.050  -0.939  1.00  0.00           C  
HETATM   24  O8  UNL     1      -1.163   0.008  -2.088  1.00  0.00           O  
HETATM   25  H1  UNL     1      -3.216  -1.397  -4.212  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.588  -1.576  -2.145  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.776  -1.148   0.220  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.690  -0.509   2.972  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.843   0.666   4.471  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.959  -0.712   0.564  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.568   0.439   2.587  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.422  -0.912   2.296  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.492  -1.617   0.426  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.583  -0.062   0.246  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.851  -0.371  -1.471  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.976   2.078  -1.205  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.582  -0.086  -1.652  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.808   2.448  -0.399  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   24
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   23
CONECT    6    7   27
CONECT    7    8   11   11
CONECT    8    9    9   28
CONECT    9   10   29
CONECT   10   11
CONECT   11   12
CONECT   12   13   23   23
CONECT   13   14
CONECT   14   15   21   30
CONECT   15   16
CONECT   16   17   31   32
CONECT   17   18   19   33
CONECT   18   34
CONECT   19   20   21   35
CONECT   20   36
CONECT   21   22   37
CONECT   22   38
CONECT   23   24
END

HMDB0031971
     RDKit          3D
Xanthotoxol arabinoside
 38 41  0  0  0  0  0  0  0  0999 V2000
   -0.9174   -0.3540   -4.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6279   -0.4505   -3.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -1.0271   -3.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -1.1269   -2.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0857   -0.6256   -0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910   -0.6964    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426   -0.1912    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7363   -0.1334    2.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384    0.4806    3.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    0.7684    2.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    0.3787    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609    0.4605    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220    1.0240    0.1740 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1894    0.3582    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9186    0.8678    1.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -0.0221    1.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -0.5397    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618   -0.4722    0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855    0.2351   -0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.4215   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0398    0.5441   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.8992   -1.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -0.0496   -0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    0.0078   -2.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2163   -1.3971   -4.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877   -1.5762   -2.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7762   -1.1475    0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6901   -0.5086    2.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425    0.6659    4.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -0.7120    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679    0.4394    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4223   -0.9115    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -1.6167    0.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5827   -0.0618    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8509   -0.3711   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9762    2.0780   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -0.0861   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077    2.4482   -0.3991 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 12 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 11  7  2  0
 21 14  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(3beta,5beta)-3,14-Dihydroxycardo-16,20(22)-dienolide	HMDB
3,14-Dihydroxy-(3beta,5beta)-cardo-16,20(22)-dienolide	HMDB
Rhodexin b	HMDB

Chemical Formula

C₁₆H₁₄O₈

Average Molecular Weight

334.2776

Monoisotopic Molecular Weight

334.068867424

IUPAC Name

9-[(3,4,5-trihydroxyoxan-2-yl)oxy]-7H-furo[3,2-g]chromen-7-one

Traditional Name

9-[(3,4,5-trihydroxyoxan-2-yl)oxy]furo[3,2-g]chromen-7-one

CAS Registry Number

160845-06-7

SMILES

OC1COC(OC2=C3OC(=O)C=CC3=CC3=C2OC=C3)C(O)C1O

InChI Identifier

InChI=1S/C16H14O8/c17-9-6-22-16(12(20)11(9)19)24-15-13-8(3-4-21-13)5-7-1-2-10(18)23-14(7)15/h1-5,9,11-12,16-17,19-20H,6H2

InChI Key

HBYXUKYDTXEALZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin o-glycoside
Coumarin-8-o-glycoside
Phenolic glycoside
Furanocoumarin
Linear furanocoumarin
Psoralen
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Benzofuran
Pyranone
Benzenoid
Monosaccharide
Oxane
Pyran
Furan
Heteroaromatic compound
Secondary alcohol
Lactone
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031971)
Cytoplasm (HMDB: HMDB0031971)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031971)

Source

Endogenous

Endogenous (HMDB: HMDB0031971)

Plant

Plant (HMDB: HMDB0031971)

Exogenous

Food

Food (HMDB: HMDB0031971)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031971)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	180 - 182 °C	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
Water Solubility	4.23 g/L	ALOGPS
logP	0.22	ALOGPS
logP	0.0012	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	12.23	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.59 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.55 m³·mol⁻¹	ChemAxon
Polarizability	31.51 Å³	ChemAxon
Number of Rings	4	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
DarkChem	[M+H]+	175.292	31661259
DarkChem	[M-H]-	170.962	31661259
DeepCCS	[M+H]+	176.517	30932474
DeepCCS	[M-H]-	174.159	30932474
DeepCCS	[M-2H]-	207.924	30932474
DeepCCS	[M+Na]+	183.151	30932474
AllCCS	[M+H]+	176.3	32859911
AllCCS	[M+H-H2O]+	173.0	32859911
AllCCS	[M+NH4]+	179.3	32859911
AllCCS	[M+Na]+	180.2	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	174.6	32859911
AllCCS	[M+HCOO]-	174.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	4.11 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4963 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.81 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	101.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1258.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	252.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	116.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	68.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	304.6 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	354.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	156.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	685.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	295.7 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	1099.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	213.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	435.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	338.8 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	111.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Xanthotoxol arabinoside	OC1COC(OC2=C3OC(=O)C=CC3=CC3=C2OC=C3)C(O)C1O	3862.0	Standard polar	33892256
Xanthotoxol arabinoside	OC1COC(OC2=C3OC(=O)C=CC3=CC3=C2OC=C3)C(O)C1O	2919.6	Standard non polar	33892256
Xanthotoxol arabinoside	OC1COC(OC2=C3OC(=O)C=CC3=CC3=C2OC=C3)C(O)C1O	3227.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Xanthotoxol arabinoside,1TMS,isomer #1	C[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O)C1O	3198.8	Semi standard non polar	33892256
Xanthotoxol arabinoside,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)OCC(O)C1O	3190.5	Semi standard non polar	33892256
Xanthotoxol arabinoside,1TMS,isomer #3	C[Si](C)(C)OC1C(O)COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C1O	3181.3	Semi standard non polar	33892256
Xanthotoxol arabinoside,2TMS,isomer #1	C[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O[Si](C)(C)C)C1O	3171.0	Semi standard non polar	33892256
Xanthotoxol arabinoside,2TMS,isomer #2	C[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O)C1O[Si](C)(C)C	3156.0	Semi standard non polar	33892256
Xanthotoxol arabinoside,2TMS,isomer #3	C[Si](C)(C)OC1C(O)COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C1O[Si](C)(C)C	3131.4	Semi standard non polar	33892256
Xanthotoxol arabinoside,3TMS,isomer #1	C[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3110.5	Semi standard non polar	33892256
Xanthotoxol arabinoside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O)C1O	3435.7	Semi standard non polar	33892256
Xanthotoxol arabinoside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)OCC(O)C1O	3418.1	Semi standard non polar	33892256
Xanthotoxol arabinoside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C1O	3416.4	Semi standard non polar	33892256
Xanthotoxol arabinoside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O[Si](C)(C)C(C)(C)C)C1O	3653.7	Semi standard non polar	33892256
Xanthotoxol arabinoside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O)C1O[Si](C)(C)C(C)(C)C	3663.6	Semi standard non polar	33892256
Xanthotoxol arabinoside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C1O[Si](C)(C)C(C)(C)C	3639.9	Semi standard non polar	33892256
Xanthotoxol arabinoside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1COC(OC2=C3OC=CC3=CC3=C2OC(=O)C=C3)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3853.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthotoxol arabinoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-1000-9467000000-11cc4acf923f323d23c8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthotoxol arabinoside GC-MS (3 TMS) - 70eV, Positive	splash10-000i-3251390000-6056cd812be7e6acbef0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthotoxol arabinoside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Xanthotoxol arabinoside 10V, Positive-QTOF	splash10-0udr-0197000000-e91308be05993426e538	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 20V, Positive-QTOF	splash10-0udi-0491000000-4282b36ecaf242d320cd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 40V, Positive-QTOF	splash10-0udi-3790000000-7f0560a31c00b922642e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 10V, Negative-QTOF	splash10-0f89-1189000000-4a0d77e29741bce953f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 20V, Negative-QTOF	splash10-0udi-1492000000-c2f73dc7c9c2d71b77cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 40V, Negative-QTOF	splash10-0a4i-2910000000-e205e59c3dfad8b11751	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 10V, Positive-QTOF	splash10-0udi-0091000000-71855bf60108d2d799c5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 20V, Positive-QTOF	splash10-0udi-0190000000-a8dcafedd77b31fd446f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 40V, Positive-QTOF	splash10-1001-5890000000-0482e35bbe4597233225	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 10V, Negative-QTOF	splash10-001i-0039000000-2fee8eba3c92610db329	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 20V, Negative-QTOF	splash10-0udi-2190000000-16fca9d775ac26d6e96e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthotoxol arabinoside 40V, Negative-QTOF	splash10-0udi-0690000000-3b612dbd6ae085bf3779	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB008663

KNApSAcK ID

C00057943

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13846560

PDB ID

Not Available

ChEBI ID

175254

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Xanthotoxol arabinoside → [3,5-dihydroxy-2-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)oxan-4-yl]oxidanesulfonic acid	details
Xanthotoxol arabinoside → [4,5-dihydroxy-2-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)oxan-3-yl]oxidanesulfonic acid	details
Xanthotoxol arabinoside → [4,5-dihydroxy-6-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)oxan-3-yl]oxidanesulfonic acid	details

Enzyme Details

2. 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 arabinoside → 6-{[3,5-dihydroxy-2-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)oxan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Xanthotoxol arabinoside → 6-{[4,5-dihydroxy-2-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)oxan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Xanthotoxol arabinoside → 6-{[4,5-dihydroxy-6-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)oxan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Xanthotoxol arabinoside (HMDB0031971)

MOL for HMDB0031971 (Xanthotoxol arabinoside)

3D MOL for HMDB0031971 (Xanthotoxol arabinoside)

3D SDF for HMDB0031971 (Xanthotoxol arabinoside)

3D-SDF for HMDB0031971 (Xanthotoxol arabinoside)

PDB for HMDB0031971 (Xanthotoxol arabinoside)

3D PDB for HMDB0031971 (Xanthotoxol arabinoside)

SMILES for HMDB0031971 (Xanthotoxol arabinoside)

INCHI for HMDB0031971 (Xanthotoxol arabinoside)

Structure for HMDB0031971 (Xanthotoxol arabinoside)

3D Structure for HMDB0031971 (Xanthotoxol arabinoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions