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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:29 UTC

Update Date

2022-03-07 02:53:27 UTC

HMDB ID

HMDB0032736

Secondary Accession Numbers

HMDB32736

Metabolite Identification

Common Name

Dulxanthone D

Description

Dulxanthone D belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Dulxanthone D has been detected, but not quantified in, fruits. This could make dulxanthone D a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Dulxanthone D.

Structure

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

HMDB0032736
     RDKit          3D
Dulxanthone D
 43 45  0  0  0  0  0  0  0  0999 V2000
    2.9669    3.3416    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8608    3.1110   -0.7959 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    2.5580   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147    3.3981   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427    4.7768    0.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5397    2.8848    0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601    1.5361    0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335    1.0519    0.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -0.2114    0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5068   -0.6757    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7348   -2.0132    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0031   -2.4928    0.9608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252   -2.9101    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521   -2.4583   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775   -3.3822   -0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.1098   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -0.6475   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.4126   -0.8479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484    0.6940   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935    1.1735   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.3492   -1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785   -0.0592   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0272   -1.2897    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9907   -1.6167    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506   -2.4158   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    2.6345   -0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061    4.3537   -0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7460    3.1216    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7729    5.3812    0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    3.5673    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    0.0148    1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7309   -1.9140    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0237   -3.9535    0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738   -3.4408   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309   -0.3654   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    1.1251   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    0.6450    0.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6815   -2.4226    0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3797   -1.9425    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827   -0.7062    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -3.0012   -1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3377   -2.1579   -1.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -3.1191   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 20  3  1  0
 19  7  1  0
 16  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 21 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
M  END

  Mrv0541 05061306392D          

 25 27  0  0  0  0            999 V2000
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    0.0000    0.0000    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
    3.5724   -3.7125    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -0.4125    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
    2.1434   -1.2375    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   -1.6500    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    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
    4.2868   -1.6500    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
  5  4  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  4  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  2  0  0  0  0
 16 11  2  0  0  0  0
 16 15  1  0  0  0  0
 17 12  2  0  0  0  0
 17 14  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 11  1  0  0  0  0
 19 13  2  0  0  0  0
 20 10  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 18  2  0  0  0  0
 24  3  1  0  0  0  0
 24 19  1  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032736

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O6/c1-9(2)4-5-11-16-15(8-13(22)19(11)24-3)25-14-7-10(20)6-12(21)17(14)18(16)23/h4,6-8,20-22H,5H2,1-3H3

> <INCHI_KEY>
JZLXKPGAABLTJE-UHFFFAOYSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.3426

> <EXACT_MASS>
342.110338308

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.46011698513614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,6,8-trihydroxy-2-methoxy-1-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
4.269839989000001

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.045589395146804

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.406804590317471

> <JCHEM_PKA_STRONGEST_BASIC>
-4.179630387597585

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
93.46499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6,8-trihydroxy-2-methoxy-1-(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032736
     RDKit          3D
Dulxanthone D
 43 45  0  0  0  0  0  0  0  0999 V2000
    2.9669    3.3416    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8608    3.1110   -0.7959 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    2.5580   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147    3.3981   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427    4.7768    0.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5397    2.8848    0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601    1.5361    0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335    1.0519    0.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -0.2114    0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5068   -0.6757    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7348   -2.0132    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0031   -2.4928    0.9608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252   -2.9101    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521   -2.4583   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775   -3.3822   -0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.1098   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -0.6475   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.4126   -0.8479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484    0.6940   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935    1.1735   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.3492   -1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785   -0.0592   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0272   -1.2897    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9907   -1.6167    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506   -2.4158   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    2.6345   -0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061    4.3537   -0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7460    3.1216    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7729    5.3812    0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    3.5673    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    0.0148    1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7309   -1.9140    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0237   -3.9535    0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738   -3.4408   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309   -0.3654   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    1.1251   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    0.6450    0.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6815   -2.4226    0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3797   -1.9425    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827   -0.7062    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -3.0012   -1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3377   -2.1579   -1.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -3.1191   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 20  3  1  0
 19  7  1  0
 16  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 21 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  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       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   24                                                            
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6   10   12                                                       
CONECT    7   10   14                                                       
CONECT    8   13   15                                                       
CONECT    9    1    2    4                                                  
CONECT   10    6    7   20                                                  
CONECT   11    5   16   19                                                  
CONECT   12    6   17   21                                                  
CONECT   13    8   19   22                                                  
CONECT   14    7   17   25                                                  
CONECT   15    8   16   25                                                  
CONECT   16   11   15   18                                                  
CONECT   17   12   14   18                                                  
CONECT   18   16   17   23                                                  
CONECT   19   11   13   24                                                  
CONECT   20   10                                                            
CONECT   21   12                                                            
CONECT   22   13                                                            
CONECT   23   18                                                            
CONECT   24    3   19                                                       
CONECT   25   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0032736
HETATM    1  C1  UNL     1       2.967   3.342   0.030  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.861   3.111  -0.796  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.660   2.558  -0.470  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.315   3.398  -0.000  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.043   4.777   0.134  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.540   2.885   0.331  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.760   1.536   0.184  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.934   1.052   0.503  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.251  -0.211   0.402  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.507  -0.676   0.752  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.735  -2.013   0.609  1.00  0.00           C  
HETATM   12  O4  UNL     1      -6.003  -2.493   0.961  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.825  -2.910   0.152  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.552  -2.458  -0.206  1.00  0.00           C  
HETATM   15  O5  UNL     1      -1.677  -3.382  -0.656  1.00  0.00           O  
HETATM   16  C11 UNL     1      -2.284  -1.110  -0.075  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.033  -0.648  -0.423  1.00  0.00           C  
HETATM   18  O6  UNL     1      -0.154  -1.413  -0.848  1.00  0.00           O  
HETATM   19  C13 UNL     1      -0.748   0.694  -0.297  1.00  0.00           C  
HETATM   20  C14 UNL     1       0.493   1.174  -0.639  1.00  0.00           C  
HETATM   21  C15 UNL     1       1.633   0.349  -1.118  1.00  0.00           C  
HETATM   22  C16 UNL     1       2.578  -0.059  -0.056  1.00  0.00           C  
HETATM   23  C17 UNL     1       3.027  -1.290   0.009  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.991  -1.617   1.138  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.751  -2.416  -0.904  1.00  0.00           C  
HETATM   26  H1  UNL     1       3.775   2.634  -0.322  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.406   4.354  -0.114  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.746   3.122   1.081  1.00  0.00           H  
HETATM   29  H4  UNL     1      -0.773   5.381   0.482  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.293   3.567   0.700  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.230   0.015   1.112  1.00  0.00           H  
HETATM   32  H7  UNL     1      -6.731  -1.914   1.304  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.024  -3.953   0.047  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.774  -3.441  -0.973  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.431  -0.365  -1.899  1.00  0.00           H  
HETATM   36  H11 UNL     1       2.270   1.125  -1.697  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.923   0.645   0.708  1.00  0.00           H  
HETATM   38  H13 UNL     1       4.682  -2.423   0.869  1.00  0.00           H  
HETATM   39  H14 UNL     1       3.380  -1.943   2.002  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.583  -0.706   1.342  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.686  -3.001  -1.056  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.338  -2.158  -1.875  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.006  -3.119  -0.428  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5    6
CONECT    5   29
CONECT    6    7    7   30
CONECT    7    8   19
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   31
CONECT   11   12   13   13
CONECT   12   32
CONECT   13   14   33
CONECT   14   15   16   16
CONECT   15   34
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   20
CONECT   20   21
CONECT   21   22   35   36
CONECT   22   23   23   37
CONECT   23   24   25
CONECT   24   38   39   40
CONECT   25   41   42   43
END

HMDB0032736
     RDKit          3D
Dulxanthone D
 43 45  0  0  0  0  0  0  0  0999 V2000
    2.9669    3.3416    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8608    3.1110   -0.7959 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    2.5580   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147    3.3981   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427    4.7768    0.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5397    2.8848    0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601    1.5361    0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335    1.0519    0.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -0.2114    0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5068   -0.6757    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7348   -2.0132    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0031   -2.4928    0.9608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252   -2.9101    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521   -2.4583   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775   -3.3822   -0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.1098   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -0.6475   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.4126   -0.8479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484    0.6940   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935    1.1735   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.3492   -1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785   -0.0592   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0272   -1.2897    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9907   -1.6167    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506   -2.4158   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    2.6345   -0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061    4.3537   -0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7460    3.1216    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7729    5.3812    0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    3.5673    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    0.0148    1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7309   -1.9140    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0237   -3.9535    0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738   -3.4408   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309   -0.3654   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    1.1251   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    0.6450    0.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6815   -2.4226    0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3797   -1.9425    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827   -0.7062    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -3.0012   -1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3377   -2.1579   -1.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -3.1191   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 20  3  1  0
 19  7  1  0
 16  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 21 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,6,8-Trihydroxy-2-methoxy-1-prenylxanthone	HMDB

Chemical Formula

C₁₉H₁₈O₆

Average Molecular Weight

342.3426

Monoisotopic Molecular Weight

342.110338308

IUPAC Name

3,6,8-trihydroxy-2-methoxy-1-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

3,6,8-trihydroxy-2-methoxy-1-(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1CC=C(C)C

InChI Identifier

InChI=1S/C19H18O6/c1-9(2)4-5-11-16-15(8-13(22)19(11)24-3)25-14-7-10(20)6-12(21)17(14)18(16)23/h4,6-8,20-22H,5H2,1-3H3

InChI Key

JZLXKPGAABLTJE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

8-prenylated xanthone
Chromone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Polyol
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032736)
Cell membrane (HMDB: HMDB0032736)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032736)

Source

Exogenous

Exogenous (HMDB: HMDB0032736)

Food

Food (HMDB: HMDB0032736)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0032736)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032736)

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
Water Solubility	0.039 g/L	ALOGPS
logP	3.45	ALOGPS
logP	4.27	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.41	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.46 m³·mol⁻¹	ChemAxon
Polarizability	35.46 Å³	ChemAxon
Number of Rings	3	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]+	180.275	31661259
DarkChem	[M-H]-	177.629	31661259
DeepCCS	[M+H]+	183.851	30932474
DeepCCS	[M-H]-	181.278	30932474
DeepCCS	[M-2H]-	215.79	30932474
DeepCCS	[M+Na]+	191.084	30932474
AllCCS	[M+H]+	179.3	32859911
AllCCS	[M+H-H2O]+	176.0	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	181.5	32859911
AllCCS	[M+Na-2H]-	180.8	32859911
AllCCS	[M+HCOO]-	180.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dulxanthone D	COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1CC=C(C)C	4870.8	Standard polar	33892256
Dulxanthone D	COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3155.5	Standard non polar	33892256
Dulxanthone D	COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3185.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dulxanthone D,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3114.6	Semi standard non polar	33892256
Dulxanthone D,1TMS,isomer #2	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3159.6	Semi standard non polar	33892256
Dulxanthone D,1TMS,isomer #3	COC1=C(O)C=C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3115.0	Semi standard non polar	33892256
Dulxanthone D,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3054.8	Semi standard non polar	33892256
Dulxanthone D,2TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3024.0	Semi standard non polar	33892256
Dulxanthone D,2TMS,isomer #3	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3112.8	Semi standard non polar	33892256
Dulxanthone D,3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3068.8	Semi standard non polar	33892256
Dulxanthone D,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3335.3	Semi standard non polar	33892256
Dulxanthone D,1TBDMS,isomer #2	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3364.3	Semi standard non polar	33892256
Dulxanthone D,1TBDMS,isomer #3	COC1=C(O)C=C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3315.1	Semi standard non polar	33892256
Dulxanthone D,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2=C1CC=C(C)C	3513.0	Semi standard non polar	33892256
Dulxanthone D,2TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3466.1	Semi standard non polar	33892256
Dulxanthone D,2TBDMS,isomer #3	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3552.7	Semi standard non polar	33892256
Dulxanthone D,3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3723.1	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 - Dulxanthone D GC-MS (Non-derivatized) - 70eV, Positive	splash10-01r6-2279000000-439e401d29135d6214d0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dulxanthone D GC-MS (3 TMS) - 70eV, Positive	splash10-0006-1110490000-66a07e6fe07a9e57a752	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dulxanthone D 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 - Dulxanthone D 10V, Positive-QTOF	splash10-0006-0009000000-db0775c056e12f577e9a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 20V, Positive-QTOF	splash10-002f-2029000000-20c3b6c99d44168e6efb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 40V, Positive-QTOF	splash10-014i-8954000000-f5b546233f4c93d0daa4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 10V, Negative-QTOF	splash10-0006-0009000000-788dbfbd7f91fe8f3efe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 20V, Negative-QTOF	splash10-0006-0029000000-7f990da48b4d4942e61d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 40V, Negative-QTOF	splash10-0pwa-0391000000-90aa04fe86c2ca830954	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 10V, Positive-QTOF	splash10-000l-0096000000-41d9859dd97b262f3dd7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 20V, Positive-QTOF	splash10-000f-0069000000-b226981cea5ff3a18ce3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 40V, Positive-QTOF	splash10-05fu-0091000000-9e7dca8e8c26fd9aabc9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 10V, Negative-QTOF	splash10-0006-0009000000-edf2ae836bcd1598e9ed	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 20V, Negative-QTOF	splash10-0006-0009000000-518757157b4841990710	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulxanthone D 40V, Negative-QTOF	splash10-0690-0192000000-910d5c3cf3e316430467	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB010698

KNApSAcK ID

C00035299

Chemspider ID

8580529

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10405091

PDB ID

Not Available

ChEBI ID

175326

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.. .

Showing metabocard for Dulxanthone D (HMDB0032736)

MOL for HMDB0032736 (Dulxanthone D)

3D MOL for HMDB0032736 (Dulxanthone D)

3D SDF for HMDB0032736 (Dulxanthone D)

3D-SDF for HMDB0032736 (Dulxanthone D)

PDB for HMDB0032736 (Dulxanthone D)

3D PDB for HMDB0032736 (Dulxanthone D)

SMILES for HMDB0032736 (Dulxanthone D)

INCHI for HMDB0032736 (Dulxanthone D)

Structure for HMDB0032736 (Dulxanthone D)

3D Structure for HMDB0032736 (Dulxanthone D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra