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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:54:27 UTC

Update Date

2021-09-26 23:17:46 UTC

HMDB ID

HMDB0259919

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Xanthinol

Description

Xanthinol belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Based on a literature review very few articles have been published on Xanthinol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Xanthinol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Xanthinol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0259919
     RDKit          3D
Xanthinol
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.6843   -1.1371   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3588   -0.1636   -0.5088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    0.2132    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4518    1.0112   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638    2.1641   -1.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210   -0.5604    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.7845   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    0.3231   -0.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797   -1.2408    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -1.4405    0.5200 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909   -2.5187   -0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0690   -2.2702   -0.4343 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3468   -0.9985   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2061   -0.4904    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2865    0.8220    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983    1.3652    1.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990    1.5627    0.8224 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4388    2.9402    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655    1.0007    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454    1.6634    0.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4692   -0.2664   -0.2253 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6377   -0.8573   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4735   -1.8541   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0426   -0.6156   -2.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210   -1.7723   -1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085   -0.7634    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039    0.7272    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189    1.2861   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6182    0.4238   -1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9614    2.9426   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625   -1.3528    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    0.3457    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0503   -1.6187   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0770    1.1114   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4920   -2.1974    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -0.5307    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -3.4465   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276    3.2289    1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6337    3.5512    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423    3.1143    2.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4203   -1.0866   -0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3754   -1.7381   -1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0924   -1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  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  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 14 10  1  0
 21 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
M  END

9913
  Mrv1572009161512142D          

 22 23  0  0  1  0            999 V2000
    7.2204   -0.4333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106    0.2124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6817   -2.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0529    2.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6058   -0.7735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7330    1.1351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106   -2.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3961   -1.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6058   -2.1014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6694    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8621    0.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9257    0.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8252   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8252   -1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0873   -1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9893    1.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3961   -1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2840    0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7966    2.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106   -3.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6817   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 17  2  0  0  0  0
  3 18  2  0  0  0  0
  4 20  1  0  0  0  0
  5 11  1  0  0  0  0
  5 13  1  0  0  0  0
  5 15  1  0  0  0  0
  6 12  1  0  0  0  0
  6 16  1  0  0  0  0
  6 19  1  0  0  0  0
  7 14  1  0  0  0  0
  7 18  1  0  0  0  0
  7 21  1  0  0  0  0
  8 17  1  0  0  0  0
  8 18  1  0  0  0  0
  8 22  1  0  0  0  0
  9 14  1  0  0  0  0
  9 15  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 16 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259919

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CCO)CC(O)CN1C=NC2=C1C(=O)N(C)C(=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C13H21N5O4/c1-15(4-5-19)6-9(20)7-18-8-14-11-10(18)12(21)17(3)13(22)16(11)2/h8-9,19-20H,4-7H2,1-3H3

> <INCHI_KEY>
DSFGXPJYDCSWTA-UHFFFAOYSA-N

> <FORMULA>
C13H21N5O4

> <MOLECULAR_WEIGHT>
311.342

> <EXACT_MASS>
311.159354176

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.945285831907213

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-{2-hydroxy-3-[(2-hydroxyethyl)(methyl)amino]propyl}-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
-1.01

> <JCHEM_LOGP>
-1.8474380233333336

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.621442496874796

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.38120970062192

> <JCHEM_PKA_STRONGEST_BASIC>
8.857557227917013

> <JCHEM_POLAR_SURFACE_AREA>
102.13999999999999

> <JCHEM_REFRACTIVITY>
80.1051

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthinol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259919
     RDKit          3D
Xanthinol
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.6843   -1.1371   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3588   -0.1636   -0.5088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    0.2132    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4518    1.0112   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638    2.1641   -1.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210   -0.5604    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.7845   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    0.3231   -0.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797   -1.2408    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -1.4405    0.5200 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909   -2.5187   -0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0690   -2.2702   -0.4343 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3468   -0.9985   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2061   -0.4904    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2865    0.8220    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983    1.3652    1.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990    1.5627    0.8224 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4388    2.9402    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655    1.0007    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454    1.6634    0.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4692   -0.2664   -0.2253 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6377   -0.8573   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4735   -1.8541   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0426   -0.6156   -2.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210   -1.7723   -1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085   -0.7634    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039    0.7272    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189    1.2861   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6182    0.4238   -1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9614    2.9426   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625   -1.3528    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    0.3457    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0503   -1.6187   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0770    1.1114   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4920   -2.1974    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -0.5307    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -3.4465   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276    3.2289    1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6337    3.5512    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423    3.1143    2.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4203   -1.0866   -0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3754   -1.7381   -1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0924   -1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  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  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 14 10  1  0
 21 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
M  END

HEADER    PROTEIN                                 16-SEP-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 9913                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-SEP-15         0                                  
HETATM    1  O   UNK     0      13.478  -0.809   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.673   0.396   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.006  -4.223   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.899   5.364   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      10.464  -1.444   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      14.435   2.119   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       7.673  -4.223   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       6.339  -1.913   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      10.464  -3.923   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      12.450   0.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.943   0.020   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.928   1.801   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.007  -1.913   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.007  -3.453   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.363  -2.683   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.913   3.583   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.673  -1.143   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.339  -3.453   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.463   0.972   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.420   3.900   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.673  -5.764   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.006  -1.143   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   20                                                            
CONECT    5   11   13   15                                                  
CONECT    6   12   16   19                                                  
CONECT    7   14   18   21                                                  
CONECT    8   17   18   22                                                  
CONECT    9   14   15                                                       
CONECT   10    1   11   12                                                  
CONECT   11    5   10                                                       
CONECT   12    6   10                                                       
CONECT   13    5   14   17                                                  
CONECT   14    7    9   13                                                  
CONECT   15    5    9                                                       
CONECT   16    6   20                                                       
CONECT   17    2    8   13                                                  
CONECT   18    3    7    8                                                  
CONECT   19    6                                                            
CONECT   20    4   16                                                       
CONECT   21    7                                                            
CONECT   22    8                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0259919
HETATM    1  C1  UNL     1      -3.684  -1.137  -1.501  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.359  -0.164  -0.509  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.581   0.213   0.200  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.452   1.011  -0.742  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.764   2.164  -1.159  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.421  -0.560   0.489  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.033  -0.785  -0.066  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.515   0.323  -0.672  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.080  -1.241   1.041  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.248  -1.440   0.520  1.00  0.00           N  
HETATM   11  C7  UNL     1       1.791  -2.519  -0.059  1.00  0.00           C  
HETATM   12  N3  UNL     1       3.069  -2.270  -0.434  1.00  0.00           N  
HETATM   13  C8  UNL     1       3.347  -0.998  -0.084  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.206  -0.490   0.511  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.286   0.822   0.957  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.298   1.365   1.515  1.00  0.00           O  
HETATM   17  N4  UNL     1       3.399   1.563   0.822  1.00  0.00           N  
HETATM   18  C11 UNL     1       3.439   2.940   1.296  1.00  0.00           C  
HETATM   19  C12 UNL     1       4.466   1.001   0.234  1.00  0.00           C  
HETATM   20  O4  UNL     1       5.545   1.663   0.082  1.00  0.00           O  
HETATM   21  N5  UNL     1       4.469  -0.266  -0.225  1.00  0.00           N  
HETATM   22  C13 UNL     1       5.638  -0.857  -0.868  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.473  -1.854  -1.175  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.043  -0.616  -2.412  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.821  -1.772  -1.800  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.109  -0.763   0.457  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.404   0.727   1.151  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.419   1.286  -0.284  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.618   0.424  -1.672  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.961   2.943  -0.546  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.762  -1.353   1.174  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.305   0.346   1.161  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.050  -1.619  -0.800  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.077   1.111  -0.736  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.492  -2.197   1.423  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.135  -0.531   1.890  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.264  -3.446  -0.195  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.428   3.229   1.644  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.634   3.551   0.379  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.142   3.114   2.101  1.00  0.00           H  
HETATM   41  H19 UNL     1       6.420  -1.087  -0.092  1.00  0.00           H  
HETATM   42  H20 UNL     1       5.375  -1.738  -1.466  1.00  0.00           H  
HETATM   43  H21 UNL     1       6.094  -0.092  -1.552  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    6
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5   30
CONECT    6    7   31   32
CONECT    7    8    9   33
CONECT    8   34
CONECT    9   10   35   36
CONECT   10   11   14
CONECT   11   12   12   37
CONECT   12   13
CONECT   13   14   14   21
CONECT   14   15
CONECT   15   16   16   17
CONECT   17   18   19
CONECT   18   38   39   40
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   41   42   43
END

HMDB0259919
     RDKit          3D
Xanthinol
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.6843   -1.1371   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3588   -0.1636   -0.5088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    0.2132    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4518    1.0112   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638    2.1641   -1.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210   -0.5604    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.7845   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    0.3231   -0.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797   -1.2408    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -1.4405    0.5200 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909   -2.5187   -0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0690   -2.2702   -0.4343 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3468   -0.9985   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2061   -0.4904    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2865    0.8220    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983    1.3652    1.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990    1.5627    0.8224 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4388    2.9402    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655    1.0007    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454    1.6634    0.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4692   -0.2664   -0.2253 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6377   -0.8573   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4735   -1.8541   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0426   -0.6156   -2.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210   -1.7723   -1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085   -0.7634    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039    0.7272    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189    1.2861   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6182    0.4238   -1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9614    2.9426   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625   -1.3528    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    0.3457    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0503   -1.6187   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0770    1.1114   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4920   -2.1974    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -0.5307    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -3.4465   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276    3.2289    1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6337    3.5512    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423    3.1143    2.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4203   -1.0866   -0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3754   -1.7381   -1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0924   -1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  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  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 14 10  1  0
 21 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Jupal	MeSH

Chemical Formula

C₁₃H₂₁N₅O₄

Average Molecular Weight

311.342

Monoisotopic Molecular Weight

311.159354176

IUPAC Name

7-{2-hydroxy-3-[(2-hydroxyethyl)(methyl)amino]propyl}-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Traditional Name

xanthinol

CAS Registry Number

Not Available

SMILES

CN(CCO)CC(O)CN1C=NC2=C1C(=O)N(C)C(=O)N2C

InChI Identifier

InChI=1S/C13H21N5O4/c1-15(4-5-19)6-9(20)7-18-8-14-11-10(18)12(21)17(3)13(22)16(11)2/h8-9,19-20H,4-7H2,1-3H3

InChI Key

DSFGXPJYDCSWTA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Xanthines

Alternative Parents

Substituents

Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Pyrimidone
N-substituted imidazole
Pyrimidine
Heteroaromatic compound
Azole
Imidazole
Vinylogous amide
Lactam
Urea
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Azacycle
Alkanolamine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Alcohol
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0259919)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1	ALOGPS
logP	-1.8	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	14.38	ChemAxon
pKa (Strongest Basic)	8.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	80.11 m³·mol⁻¹	ChemAxon
Polarizability	31.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	170.587	32859911
AllCCS	[M+H-H2O]+	167.644	32859911
AllCCS	[M+Na]+	174.088	32859911
AllCCS	[M+NH4]+	173.307	32859911
AllCCS	[M-H]-	173.297	32859911
AllCCS	[M+Na-2H]-	173.576	32859911
AllCCS	[M+HCOO]-	174.0	32859911
DeepCCS	[M+H]+	165.349	30932474
DeepCCS	[M-H]-	162.991	30932474
DeepCCS	[M-2H]-	196.451	30932474
DeepCCS	[M+Na]+	171.945	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Xanthinol	CN(CCO)CC(O)CN1C=NC2=C1C(=O)N(C)C(=O)N2C	3169.8	Standard polar	33892256
Xanthinol	CN(CCO)CC(O)CN1C=NC2=C1C(=O)N(C)C(=O)N2C	1968.5	Standard non polar	33892256
Xanthinol	CN(CCO)CC(O)CN1C=NC2=C1C(=O)N(C)C(=O)N2C	2626.2	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 - Xanthinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052o-9440000000-a8d9629fcf2b57351e3d	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthinol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthinol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthinol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthinol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthinol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xanthinol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Xanthinol 35V, Positive-QTOF	splash10-03e9-1943000000-ea52103100f00cdc7b49	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthinol 10V, Positive-QTOF	splash10-03dl-0098000000-0d0454c61c58ee3d3707	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthinol 20V, Positive-QTOF	splash10-000f-2191000000-58d56af52994b6086825	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthinol 40V, Positive-QTOF	splash10-0080-5940000000-98bb262e668a27d708e7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthinol 10V, Negative-QTOF	splash10-03dl-1298000000-568ebc36338536f74734	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthinol 20V, Negative-QTOF	splash10-004i-2920000000-7313907d0b900b1de739	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthinol 40V, Negative-QTOF	splash10-03k9-6900000000-589ae3ea2272ef9ee74d	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB09092

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00023037

Chemspider ID

9526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Xanthinol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Xanthinol (HMDB0259919)

MOL for HMDB0259919 (Xanthinol)

3D MOL for HMDB0259919 (Xanthinol)

3D SDF for HMDB0259919 (Xanthinol)

3D-SDF for HMDB0259919 (Xanthinol)

PDB for HMDB0259919 (Xanthinol)

3D PDB for HMDB0259919 (Xanthinol)

SMILES for HMDB0259919 (Xanthinol)

INCHI for HMDB0259919 (Xanthinol)

Structure for HMDB0259919 (Xanthinol)

3D Structure for HMDB0259919 (Xanthinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra