Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:45:23 UTC

Update Date

2022-03-07 02:54:59 UTC

HMDB ID

HMDB0036597

Secondary Accession Numbers

HMDB36597

Metabolite Identification

Common Name

1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone

Description

1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 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. 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone has been detected, but not quantified in, fruits. This could make 1-hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone.

Structure

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


  Mrv0541 05061309132D          

 32 34  0  0  0  0            999 V2000
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    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
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  9  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 13  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 17  2  0  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
 24 16  2  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 17  1  0  0  0  0
 26 21  2  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29  5  1  0  0  0  0
 29 18  1  0  0  0  0
 30  6  1  0  0  0  0
 30 21  1  0  0  0  0
 31  7  1  0  0  0  0
 31 26  1  0  0  0  0
 32 19  1  0  0  0  0
 32 20  1  0  0  0  0
M  END

HMDB0036597
     RDKit          3D
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone
 62 64  0  0  0  0  0  0  0  0999 V2000
    4.9632   -2.7496   -1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7112   -1.3822   -0.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4367   -0.9123   -0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732   -1.7970   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0863   -1.3729   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0908   -2.2263   -0.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.8528   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749   -2.7886    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669   -2.4163    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4831   -3.3535    0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -4.7309    0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7343   -1.1002    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0315   -0.6984    0.8060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5545   -0.6461    2.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -0.0885    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998    1.3166    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457    1.9884   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    2.5664   -0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    2.6459    0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1421    3.1797   -1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832   -0.5179    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309    0.3644    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.5698    0.3652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8788   -0.0333   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    0.8670   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5897    2.1811    0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303    0.4412   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238    1.4390   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808    1.4510    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4901    1.2994    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2477    1.0939   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2454    1.3288    2.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2140   -3.2381   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9021   -3.2530   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010   -2.9198   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5182   -2.8452   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -3.8414   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1148   -5.3318    0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -4.9506   -0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3531   -5.1201    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6784   -0.8115    2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575   -1.4656    2.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0272    0.3051    2.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4806    1.9121    1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510    1.2333    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9970    1.9911   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3192    2.8011    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4821    3.5474    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4486    1.7559    0.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9744    3.8986   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3670    2.3183   -2.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051    3.6358   -2.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    2.9923    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8826    2.4320   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9047    1.1937   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726    1.6012    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    2.0435   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7748    0.3565   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3019    0.7804   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    2.3259    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5798    1.0474    2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250    0.5396    1.9827 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  3
 30 31  1  0
 30 32  1  0
 27  3  1  0
 24  5  2  0
 21  7  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  8 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 26 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 32 61  1  0
 32 62  1  0
M  END


  Mrv0541 05061309132D          

 32 34  0  0  0  0            999 V2000
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    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
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  9  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 13  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 17  2  0  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
 24 16  2  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 17  1  0  0  0  0
 26 21  2  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29  5  1  0  0  0  0
 29 18  1  0  0  0  0
 30  6  1  0  0  0  0
 30 21  1  0  0  0  0
 31  7  1  0  0  0  0
 31 26  1  0  0  0  0
 32 19  1  0  0  0  0
 32 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036597

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(OC)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O6/c1-14(2)8-10-16-18(29-5)12-20-23(24(16)27)25(28)22-17(11-9-15(3)4)26(31-7)21(30-6)13-19(22)32-20/h8-9,12-13,27H,10-11H2,1-7H3

> <INCHI_KEY>
FCIKYGUVHWZSJV-UHFFFAOYSA-N

> <FORMULA>
C26H30O6

> <MOLECULAR_WEIGHT>
438.5128

> <EXACT_MASS>
438.204238692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
49.41486634040919

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-hydroxy-3,6,7-trimethoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
6.290195100333334

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.348494621041327

> <JCHEM_PKA_STRONGEST_BASIC>
-4.283381428646082

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
126.67239999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.53e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxy-3,6,7-trimethoxy-2,8-bis(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036597
     RDKit          3D
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone
 62 64  0  0  0  0  0  0  0  0999 V2000
    4.9632   -2.7496   -1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7112   -1.3822   -0.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4367   -0.9123   -0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732   -1.7970   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0863   -1.3729   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0908   -2.2263   -0.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.8528   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749   -2.7886    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669   -2.4163    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4831   -3.3535    0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -4.7309    0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7343   -1.1002    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0315   -0.6984    0.8060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5545   -0.6461    2.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -0.0885    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998    1.3166    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457    1.9884   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    2.5664   -0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    2.6459    0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1421    3.1797   -1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832   -0.5179    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309    0.3644    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.5698    0.3652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8788   -0.0333   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    0.8670   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5897    2.1811    0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303    0.4412   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238    1.4390   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808    1.4510    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4901    1.2994    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2477    1.0939   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2454    1.3288    2.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2140   -3.2381   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9021   -3.2530   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010   -2.9198   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5182   -2.8452   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -3.8414   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1148   -5.3318    0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -4.9506   -0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3531   -5.1201    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6784   -0.8115    2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575   -1.4656    2.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0272    0.3051    2.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4806    1.9121    1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510    1.2333    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9970    1.9911   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3192    2.8011    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4821    3.5474    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4486    1.7559    0.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9744    3.8986   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3670    2.3183   -2.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051    3.6358   -2.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    2.9923    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8826    2.4320   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9047    1.1937   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726    1.6012    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    2.0435   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7748    0.3565   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3019    0.7804   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    2.3259    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5798    1.0474    2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250    0.5396    1.9827 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  3
 30 31  1  0
 30 32  1  0
 27  3  1  0
 24  5  2  0
 21  7  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  8 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 26 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 32 61  1  0
 32 62  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      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   3.850   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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   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  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5   29                                                            
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8   10   14                                                       
CONECT    9   11   15                                                       
CONECT   10    8   16                                                       
CONECT   11    9   17                                                       
CONECT   12   18   20                                                       
CONECT   13   19   21                                                       
CONECT   14    1    2    8                                                  
CONECT   15    3    4    9                                                  
CONECT   16   10   18   24                                                  
CONECT   17   11   22   26                                                  
CONECT   18   12   16   29                                                  
CONECT   19   13   22   32                                                  
CONECT   20   12   23   32                                                  
CONECT   21   13   26   30                                                  
CONECT   22   17   19   25                                                  
CONECT   23   20   24   25                                                  
CONECT   24   16   23   27                                                  
CONECT   25   22   23   28                                                  
CONECT   26   17   21   31                                                  
CONECT   27   24                                                            
CONECT   28   25                                                            
CONECT   29    5   18                                                       
CONECT   30    6   21                                                       
CONECT   31    7   26                                                       
CONECT   32   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0036597
HETATM    1  C1  UNL     1       4.963  -2.750  -1.162  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.711  -1.382  -0.933  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.437  -0.912  -0.654  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.373  -1.797  -0.594  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.086  -1.373  -0.319  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.091  -2.226  -0.267  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.160  -1.853  -0.004  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.175  -2.789   0.038  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.467  -2.416   0.306  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.483  -3.353   0.347  1.00  0.00           O  
HETATM   11  C8  UNL     1      -4.278  -4.731   0.123  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.734  -1.100   0.531  1.00  0.00           C  
HETATM   13  O4  UNL     1      -5.031  -0.698   0.806  1.00  0.00           O  
HETATM   14  C10 UNL     1      -5.555  -0.646   2.119  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.763  -0.088   0.507  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.100   1.317   0.736  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.646   1.988  -0.475  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.815   2.566  -0.594  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.824   2.646   0.507  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.142   3.180  -1.930  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.483  -0.518   0.233  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.431   0.364   0.174  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.603   1.570   0.365  1.00  0.00           O  
HETATM   24  C19 UNL     1       0.879  -0.033  -0.102  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.942   0.867  -0.159  1.00  0.00           C  
HETATM   26  O6  UNL     1       1.590   2.181   0.079  1.00  0.00           O  
HETATM   27  C21 UNL     1       3.230   0.441  -0.435  1.00  0.00           C  
HETATM   28  C22 UNL     1       4.324   1.439  -0.483  1.00  0.00           C  
HETATM   29  C23 UNL     1       5.181   1.451   0.712  1.00  0.00           C  
HETATM   30  C24 UNL     1       6.490   1.299   0.740  1.00  0.00           C  
HETATM   31  C25 UNL     1       7.248   1.094  -0.513  1.00  0.00           C  
HETATM   32  C26 UNL     1       7.245   1.329   2.021  1.00  0.00           C  
HETATM   33  H1  UNL     1       4.214  -3.238  -1.812  1.00  0.00           H  
HETATM   34  H2  UNL     1       4.902  -3.253  -0.171  1.00  0.00           H  
HETATM   35  H3  UNL     1       6.001  -2.920  -1.520  1.00  0.00           H  
HETATM   36  H4  UNL     1       2.518  -2.845  -0.760  1.00  0.00           H  
HETATM   37  H5  UNL     1      -1.930  -3.841  -0.149  1.00  0.00           H  
HETATM   38  H6  UNL     1      -5.115  -5.332   0.565  1.00  0.00           H  
HETATM   39  H7  UNL     1      -4.302  -4.951  -0.964  1.00  0.00           H  
HETATM   40  H8  UNL     1      -3.353  -5.120   0.558  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.678  -0.811   2.810  1.00  0.00           H  
HETATM   42  H10 UNL     1      -6.257  -1.466   2.338  1.00  0.00           H  
HETATM   43  H11 UNL     1      -6.027   0.305   2.387  1.00  0.00           H  
HETATM   44  H12 UNL     1      -2.481   1.912   1.387  1.00  0.00           H  
HETATM   45  H13 UNL     1      -4.051   1.233   1.402  1.00  0.00           H  
HETATM   46  H14 UNL     1      -2.997   1.991  -1.338  1.00  0.00           H  
HETATM   47  H15 UNL     1      -5.319   2.801   1.472  1.00  0.00           H  
HETATM   48  H16 UNL     1      -6.482   3.547   0.372  1.00  0.00           H  
HETATM   49  H17 UNL     1      -6.449   1.756   0.549  1.00  0.00           H  
HETATM   50  H18 UNL     1      -5.974   3.899  -1.855  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.367   2.318  -2.606  1.00  0.00           H  
HETATM   52  H20 UNL     1      -4.205   3.636  -2.301  1.00  0.00           H  
HETATM   53  H21 UNL     1       2.139   2.992   0.100  1.00  0.00           H  
HETATM   54  H22 UNL     1       3.883   2.432  -0.633  1.00  0.00           H  
HETATM   55  H23 UNL     1       4.905   1.194  -1.412  1.00  0.00           H  
HETATM   56  H24 UNL     1       4.673   1.601   1.669  1.00  0.00           H  
HETATM   57  H25 UNL     1       7.332   2.043  -1.104  1.00  0.00           H  
HETATM   58  H26 UNL     1       6.775   0.356  -1.168  1.00  0.00           H  
HETATM   59  H27 UNL     1       8.302   0.780  -0.307  1.00  0.00           H  
HETATM   60  H28 UNL     1       7.639   2.326   2.263  1.00  0.00           H  
HETATM   61  H29 UNL     1       6.580   1.047   2.881  1.00  0.00           H  
HETATM   62  H30 UNL     1       8.025   0.540   1.983  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   36
CONECT    5    6   24   24
CONECT    6    7
CONECT    7    8    8   21
CONECT    8    9   37
CONECT    9   10   12   12
CONECT   10   11
CONECT   11   38   39   40
CONECT   12   13   15
CONECT   13   14
CONECT   14   41   42   43
CONECT   15   16   21   21
CONECT   16   17   44   45
CONECT   17   18   18   46
CONECT   18   19   20
CONECT   19   47   48   49
CONECT   20   50   51   52
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   27   27
CONECT   26   53
CONECT   27   28
CONECT   28   29   54   55
CONECT   29   30   30   56
CONECT   30   31   32
CONECT   31   57   58   59
CONECT   32   60   61   62
END

HMDB0036597
     RDKit          3D
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone
 62 64  0  0  0  0  0  0  0  0999 V2000
    4.9632   -2.7496   -1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7112   -1.3822   -0.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4367   -0.9123   -0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732   -1.7970   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0863   -1.3729   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0908   -2.2263   -0.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.8528   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749   -2.7886    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669   -2.4163    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4831   -3.3535    0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -4.7309    0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7343   -1.1002    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0315   -0.6984    0.8060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5545   -0.6461    2.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -0.0885    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998    1.3166    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457    1.9884   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    2.5664   -0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    2.6459    0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1421    3.1797   -1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832   -0.5179    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309    0.3644    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.5698    0.3652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8788   -0.0333   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    0.8670   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5897    2.1811    0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303    0.4412   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238    1.4390   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808    1.4510    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4901    1.2994    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2477    1.0939   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2454    1.3288    2.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2140   -3.2381   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9021   -3.2530   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010   -2.9198   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5182   -2.8452   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -3.8414   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1148   -5.3318    0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -4.9506   -0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3531   -5.1201    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6784   -0.8115    2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575   -1.4656    2.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0272    0.3051    2.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4806    1.9121    1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510    1.2333    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9970    1.9911   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3192    2.8011    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4821    3.5474    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4486    1.7559    0.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9744    3.8986   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3670    2.3183   -2.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051    3.6358   -2.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    2.9923    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8826    2.4320   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9047    1.1937   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726    1.6012    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    2.0435   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7748    0.3565   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3019    0.7804   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    2.3259    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5798    1.0474    2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250    0.5396    1.9827 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  3
 30 31  1  0
 30 32  1  0
 27  3  1  0
 24  5  2  0
 21  7  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  8 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 26 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 32 61  1  0
 32 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Di-O-methylmangostin	ChEMBL, HMDB
Dimethyl-mangostin	HMDB
Fuscaxanthone C	HMDB

Chemical Formula

C₂₆H₃₀O₆

Average Molecular Weight

438.5128

Monoisotopic Molecular Weight

438.204238692

IUPAC Name

1-hydroxy-3,6,7-trimethoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

1-hydroxy-3,6,7-trimethoxy-2,8-bis(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

15404-76-9

SMILES

COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(OC)C=C1O2

InChI Identifier

InChI=1S/C26H30O6/c1-14(2)8-10-16-18(29-5)12-20-23(24(16)27)25(28)22-17(11-9-15(3)4)26(31-7)21(30-6)13-19(22)32-20/h8-9,12-13,27H,10-11H2,1-7H3

InChI Key

FCIKYGUVHWZSJV-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

2-prenylated xanthone
8-prenylated xanthone
Chromone
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
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: HMDB0036597)
Cell membrane (HMDB: HMDB0036597)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036597)

Source

Exogenous

Exogenous (HMDB: HMDB0036597)

Food

Food (HMDB: HMDB0036597)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0036597)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036597)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	120 - 121 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.5e-05 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0035 g/L	ALOGPS
logP	4.19	ALOGPS
logP	6.29	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.22 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	126.67 m³·mol⁻¹	ChemAxon
Polarizability	49.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.087	31661259
DarkChem	[M-H]-	203.628	31661259
DeepCCS	[M+H]+	202.663	30932474
DeepCCS	[M-H]-	200.305	30932474
DeepCCS	[M-2H]-	233.558	30932474
DeepCCS	[M+Na]+	208.786	30932474
AllCCS	[M+H]+	206.6	32859911
AllCCS	[M+H-H2O]+	204.1	32859911
AllCCS	[M+NH4]+	208.8	32859911
AllCCS	[M+Na]+	209.5	32859911
AllCCS	[M-H]-	206.8	32859911
AllCCS	[M+Na-2H]-	207.0	32859911
AllCCS	[M+HCOO]-	207.4	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.	9.45 minutes	32390414
Predicted by Siyang on May 30, 2022	21.0787 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.47 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3659.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	552.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	272.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	253.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	180.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	737.9 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	864.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1838.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	814.9 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	1701.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	619.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	516.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	249.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	534.5 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	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(OC)C=C1O2	5031.8	Standard polar	33892256
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(OC)C=C1O2	3570.4	Standard non polar	33892256
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(OC)C=C1O2	3588.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone,1TMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(OC)C=C1O2	3355.6	Semi standard non polar	33892256
1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone,1TBDMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(OC)C=C1O2	3566.2	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 - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1046900000-8a5e4555be06c35920ac	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone GC-MS (1 TMS) - 70eV, Positive	splash10-0002-1010900000-9b56577085a409653a40	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 20V, Positive-QTOF	splash10-001i-0009000000-bed0a1fefc216a68bb30	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 10V, Positive-QTOF	splash10-001i-0009300000-d54545c6326d8672ab87	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 40V, Positive-QTOF	splash10-01t9-0049000000-933d6fb8a6dee2556854	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 10V, Positive-QTOF	splash10-000i-0005900000-8f21367c9fe85fa06fe3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 20V, Positive-QTOF	splash10-00m0-2009300000-a974a1c6e6a862c9ebee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 40V, Positive-QTOF	splash10-0gb9-5319500000-d6826600480150a05a7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 10V, Negative-QTOF	splash10-000i-0000900000-0989ca1455e6ea8f115e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 20V, Negative-QTOF	splash10-0079-0014900000-86ff8be603ff9a520997	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 40V, Negative-QTOF	splash10-00dl-0639200000-98bb4607bf0452c733bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 10V, Positive-QTOF	splash10-001r-0009500000-4f83109dde19088addad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 20V, Positive-QTOF	splash10-001i-0009100000-c791471279968a909b01	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 40V, Positive-QTOF	splash10-014i-0009000000-505520411b0432f8115e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 10V, Negative-QTOF	splash10-000i-0000900000-7a26771424e8ef55073f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 20V, Negative-QTOF	splash10-000i-0003900000-2116bda8a90330f44903	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone 40V, Negative-QTOF	splash10-0udr-0129200000-8f1d859630e93fc2247b	2021-09-24	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

FDB015509

KNApSAcK ID

C00034845

Chemspider ID

201624

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

231412

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1855851

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 1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone (HMDB0036597)

MOL for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

3D MOL for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

3D SDF for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

3D-SDF for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

PDB for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

3D PDB for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

SMILES for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

INCHI for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

Structure for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

3D Structure for HMDB0036597 (1-Hydroxy-3,6,7-trimethoxy-2,8-diprenylxanthone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra