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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:49:03 UTC

Update Date

2022-03-07 02:54:38 UTC

HMDB ID

HMDB0035795

Secondary Accession Numbers

HMDB35795

Metabolite Identification

Common Name

gamma-Mangostin

Description

gamma-Mangostin, also known as γ-mangostin, 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. gamma-Mangostin has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make gamma-mangostin a potential biomarker for the consumption of these foods. gamma-Mangostin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on gamma-Mangostin.

Structure

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


  Mrv0541 05061308432D          

 29 31  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    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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
    5.0013    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
    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
    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  5  2  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 10  2  0  0  0  0
 18  9  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 14  1  0  0  0  0
 21 16  2  0  0  0  0
 22 13  2  0  0  0  0
 22 20  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  2  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
M  END

HMDB0035795
     RDKit          3D
gamma-Mangostin
 53 55  0  0  0  0  0  0  0  0999 V2000
    6.2223    2.6561    0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    1.7278   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8306    1.0053   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359    1.5601   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9587    0.6664   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768   -0.2504   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3789   -1.3427   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7648   -1.5598    0.0099 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -2.2009    0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -1.9428    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7138    0.9906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -2.4548    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328   -3.3050    1.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053   -3.0844    1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1773   -3.9555    2.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7634   -2.0076    0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1226   -1.7702    0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8948   -1.1181    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545    0.0180   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367    1.1569    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281    1.6863    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3107    2.8444    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1364    1.2239   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427   -1.3822    0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313   -0.5600   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0114    0.4240   -1.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7217   -0.8545   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6132   -0.0008   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284    1.0585   -1.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5569    2.5974    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1602    3.7026    0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506    2.4784    1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5666    0.8949   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9237   -0.0150   -0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452    1.4575   -0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.1492    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744    1.1714   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7815   -0.0146   -1.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028   -2.3640    0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496   -3.0409    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549   -4.1592    2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1710   -3.8902    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8262   -2.3341    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -0.3924   -1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    0.2398   -1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701    1.5517    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3838    3.3008    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8894    3.5792    0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730    2.5158    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6124    0.3217   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8084    0.9538   -1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9103    2.0449   -0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6801    1.7272   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 18 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 27 10  1  0
 24 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 29 53  1  0
M  END


  Mrv0541 05061308432D          

 29 31  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    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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
    5.0013    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
    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
    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  5  2  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 10  2  0  0  0  0
 18  9  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 14  1  0  0  0  0
 21 16  2  0  0  0  0
 22 13  2  0  0  0  0
 22 20  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  2  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035795

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C2=C(OC3=CC(O)=C(O)C(CC=C(C)C)=C3C2=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3

> <INCHI_KEY>
VEZXFTKZUMARDU-UHFFFAOYSA-N

> <FORMULA>
C23H24O6

> <MOLECULAR_WEIGHT>
396.4331

> <EXACT_MASS>
396.1572885

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.179276246650815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
5.852512932333334

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.762989350641289

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.151643785756386

> <JCHEM_PKA_STRONGEST_BASIC>
-4.232179847671181

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
113.22549999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.33e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035795
     RDKit          3D
gamma-Mangostin
 53 55  0  0  0  0  0  0  0  0999 V2000
    6.2223    2.6561    0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    1.7278   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8306    1.0053   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359    1.5601   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9587    0.6664   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768   -0.2504   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3789   -1.3427   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7648   -1.5598    0.0099 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -2.2009    0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -1.9428    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7138    0.9906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -2.4548    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328   -3.3050    1.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053   -3.0844    1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1773   -3.9555    2.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7634   -2.0076    0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1226   -1.7702    0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8948   -1.1181    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545    0.0180   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367    1.1569    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281    1.6863    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3107    2.8444    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1364    1.2239   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427   -1.3822    0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313   -0.5600   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0114    0.4240   -1.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7217   -0.8545   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6132   -0.0008   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284    1.0585   -1.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5569    2.5974    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1602    3.7026    0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506    2.4784    1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5666    0.8949   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9237   -0.0150   -0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452    1.4575   -0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.1492    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744    1.1714   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7815   -0.0146   -1.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028   -2.3640    0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496   -3.0409    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549   -4.1592    2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1710   -3.8902    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8262   -2.3341    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -0.3924   -1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    0.2398   -1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701    1.5517    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3838    3.3008    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8894    3.5792    0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730    2.5158    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6124    0.3217   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8084    0.9538   -1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9103    2.0449   -0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6801    1.7272   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 18 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 27 10  1  0
 24 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 29 53  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   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+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       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    5   13                                                       
CONECT    8    6   14                                                       
CONECT    9   15   18                                                       
CONECT   10   16   17                                                       
CONECT   11    1    2    5                                                  
CONECT   12    3    4    6                                                  
CONECT   13    7   15   22                                                  
CONECT   14    8   19   21                                                  
CONECT   15    9   13   24                                                  
CONECT   16   10   21   25                                                  
CONECT   17   10   19   29                                                  
CONECT   18    9   20   29                                                  
CONECT   19   14   17   23                                                  
CONECT   20   18   22   23                                                  
CONECT   21   14   16   26                                                  
CONECT   22   13   20   27                                                  
CONECT   23   19   20   28                                                  
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   21                                                            
CONECT   27   22                                                            
CONECT   28   23                                                            
CONECT   29   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0035795
HETATM    1  C1  UNL     1       6.222   2.656   0.902  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.805   1.728  -0.170  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.831   1.005  -0.948  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.536   1.560  -0.438  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.959   0.666  -1.479  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.977  -0.250  -0.816  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.379  -1.343  -0.081  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.765  -1.560   0.010  1.00  0.00           O  
HETATM    9  C8  UNL     1       2.503  -2.201   0.545  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.134  -1.943   0.424  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.248  -2.714   0.991  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.040  -2.455   0.865  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.933  -3.305   1.491  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.305  -3.084   1.398  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.177  -3.956   2.039  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.763  -2.008   0.674  1.00  0.00           C  
HETATM   17  O4  UNL     1      -5.123  -1.770   0.570  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.895  -1.118   0.021  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.454   0.018  -0.733  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.837   1.157   0.123  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.028   1.686   0.125  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.311   2.844   1.040  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.136   1.224  -0.743  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.543  -1.382   0.146  1.00  0.00           C  
HETATM   25  C21 UNL     1      -0.631  -0.560  -0.455  1.00  0.00           C  
HETATM   26  O5  UNL     1      -1.011   0.424  -1.113  1.00  0.00           O  
HETATM   27  C22 UNL     1       0.722  -0.854  -0.307  1.00  0.00           C  
HETATM   28  C23 UNL     1       1.613  -0.001  -0.931  1.00  0.00           C  
HETATM   29  O6  UNL     1       1.128   1.059  -1.638  1.00  0.00           O  
HETATM   30  H1  UNL     1       5.557   2.597   1.800  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.160   3.703   0.539  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.251   2.478   1.261  1.00  0.00           H  
HETATM   33  H4  UNL     1       6.567   0.895  -2.021  1.00  0.00           H  
HETATM   34  H5  UNL     1       6.924  -0.015  -0.530  1.00  0.00           H  
HETATM   35  H6  UNL     1       7.845   1.458  -0.825  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.817   2.149   0.178  1.00  0.00           H  
HETATM   37  H8  UNL     1       3.574   1.171  -2.353  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.781  -0.015  -1.857  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.103  -2.364   0.550  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.850  -3.041   1.107  1.00  0.00           H  
HETATM   41  H12 UNL     1      -1.555  -4.159   2.064  1.00  0.00           H  
HETATM   42  H13 UNL     1      -5.171  -3.890   2.036  1.00  0.00           H  
HETATM   43  H14 UNL     1      -5.826  -2.334   0.992  1.00  0.00           H  
HETATM   44  H15 UNL     1      -4.499  -0.392  -1.049  1.00  0.00           H  
HETATM   45  H16 UNL     1      -3.042   0.240  -1.706  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.070   1.552   0.772  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.384   3.301   1.430  1.00  0.00           H  
HETATM   48  H19 UNL     1      -5.889   3.579   0.410  1.00  0.00           H  
HETATM   49  H20 UNL     1      -5.973   2.516   1.865  1.00  0.00           H  
HETATM   50  H21 UNL     1      -6.612   0.322  -0.311  1.00  0.00           H  
HETATM   51  H22 UNL     1      -5.808   0.954  -1.770  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.910   2.045  -0.838  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.680   1.727  -2.115  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   37   38
CONECT    6    7    7   28
CONECT    7    8    9
CONECT    8   39
CONECT    9   10   10   40
CONECT   10   11   27
CONECT   11   12
CONECT   12   13   13   24
CONECT   13   14   41
CONECT   14   15   16   16
CONECT   15   42
CONECT   16   17   18
CONECT   17   43
CONECT   18   19   24   24
CONECT   19   20   44   45
CONECT   20   21   21   46
CONECT   21   22   23
CONECT   22   47   48   49
CONECT   23   50   51   52
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   28
CONECT   28   29
CONECT   29   53
END

HMDB0035795
     RDKit          3D
gamma-Mangostin
 53 55  0  0  0  0  0  0  0  0999 V2000
    6.2223    2.6561    0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    1.7278   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8306    1.0053   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359    1.5601   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9587    0.6664   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768   -0.2504   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3789   -1.3427   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7648   -1.5598    0.0099 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -2.2009    0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -1.9428    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7138    0.9906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -2.4548    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328   -3.3050    1.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053   -3.0844    1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1773   -3.9555    2.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7634   -2.0076    0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1226   -1.7702    0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8948   -1.1181    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545    0.0180   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367    1.1569    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281    1.6863    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3107    2.8444    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1364    1.2239   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427   -1.3822    0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313   -0.5600   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0114    0.4240   -1.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7217   -0.8545   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6132   -0.0008   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284    1.0585   -1.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5569    2.5974    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1602    3.7026    0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506    2.4784    1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5666    0.8949   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9237   -0.0150   -0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452    1.4575   -0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.1492    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744    1.1714   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7815   -0.0146   -1.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028   -2.3640    0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496   -3.0409    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549   -4.1592    2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1710   -3.8902    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8262   -2.3341    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -0.3924   -1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    0.2398   -1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701    1.5517    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3838    3.3008    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8894    3.5792    0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730    2.5158    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6124    0.3217   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8084    0.9538   -1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9103    2.0449   -0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6801    1.7272   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 18 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 27 10  1  0
 24 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 29 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
g-Mangostin	Generator
Γ-mangostin	Generator
1,3,6,7-Tetrahydroxy-2,8-bis(3-methyl-2-butenyl)-9H-xanthen-9-one, 9ci	HMDB
Normangostin	HMDB
1,3,6,7-Tetrahydroxy-2,5-bis(3-methyl-2-butenyl)-9H-xanthen-9-one	MeSH

Chemical Formula

C₂₃H₂₄O₆

Average Molecular Weight

396.4331

Monoisotopic Molecular Weight

396.1572885

IUPAC Name

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

Traditional Name

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

CAS Registry Number

31271-07-5

SMILES

CC(C)=CCC1=C(O)C2=C(OC3=CC(O)=C(O)C(CC=C(C)C)=C3C2=O)C=C1O

InChI Identifier

InChI=1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3

InChI Key

VEZXFTKZUMARDU-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
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Polyol
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:67548 )
xanthones (CHEBI:67548 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035795)

Cellular substructure

Membrane (HMDB: HMDB0035795)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035795)

Source

Exogenous

Food

Food (HMDB: HMDB0035795)

Fruit

Tropical fruit

Purple mangosteen (FooDB: FOOD00406)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0035795)

Not Available

Nutrient (HMDB: HMDB0035795)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	207 °C	Not Available
Boiling Point	648.00 to 649.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.00045 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.744 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0093 g/L	ALOGPS
logP	4.1	ALOGPS
logP	5.85	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.23 m³·mol⁻¹	ChemAxon
Polarizability	43.18 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	197.113	30932474
DeepCCS	[M-H]-	194.755	30932474
DeepCCS	[M-2H]-	228.536	30932474
DeepCCS	[M+Na]+	203.758	30932474
AllCCS	[M+H]+	196.3	32859911
AllCCS	[M+H-H2O]+	193.5	32859911
AllCCS	[M+NH4]+	198.9	32859911
AllCCS	[M+Na]+	199.6	32859911
AllCCS	[M-H]-	193.1	32859911
AllCCS	[M+Na-2H]-	192.8	32859911
AllCCS	[M+HCOO]-	192.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
gamma-Mangostin	CC(C)=CCC1=C(O)C2=C(OC3=CC(O)=C(O)C(CC=C(C)C)=C3C2=O)C=C1O	5423.8	Standard polar	33892256
gamma-Mangostin	CC(C)=CCC1=C(O)C2=C(OC3=CC(O)=C(O)C(CC=C(C)C)=C3C2=O)C=C1O	3500.0	Standard non polar	33892256
gamma-Mangostin	CC(C)=CCC1=C(O)C2=C(OC3=CC(O)=C(O)C(CC=C(C)C)=C3C2=O)C=C1O	3572.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Mangostin,1TMS,isomer #1	CC(C)=CCC1=C(O)C=C2OC3=CC(O)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3460.3	Semi standard non polar	33892256
gamma-Mangostin,1TMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O	3530.5	Semi standard non polar	33892256
gamma-Mangostin,1TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC3=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	3496.0	Semi standard non polar	33892256
gamma-Mangostin,1TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O	3515.9	Semi standard non polar	33892256
gamma-Mangostin,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3396.3	Semi standard non polar	33892256
gamma-Mangostin,2TMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3382.3	Semi standard non polar	33892256
gamma-Mangostin,2TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC3=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3354.7	Semi standard non polar	33892256
gamma-Mangostin,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O	3436.8	Semi standard non polar	33892256
gamma-Mangostin,2TMS,isomer #5	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	3420.5	Semi standard non polar	33892256
gamma-Mangostin,2TMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	3406.1	Semi standard non polar	33892256
gamma-Mangostin,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3406.6	Semi standard non polar	33892256
gamma-Mangostin,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3370.8	Semi standard non polar	33892256
gamma-Mangostin,3TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3295.3	Semi standard non polar	33892256
gamma-Mangostin,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	3338.0	Semi standard non polar	33892256
gamma-Mangostin,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3363.9	Semi standard non polar	33892256
gamma-Mangostin,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C=C2OC3=CC(O)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3693.8	Semi standard non polar	33892256
gamma-Mangostin,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O	3753.0	Semi standard non polar	33892256
gamma-Mangostin,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	3718.1	Semi standard non polar	33892256
gamma-Mangostin,1TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O	3734.3	Semi standard non polar	33892256
gamma-Mangostin,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3852.3	Semi standard non polar	33892256
gamma-Mangostin,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3851.0	Semi standard non polar	33892256
gamma-Mangostin,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3815.4	Semi standard non polar	33892256
gamma-Mangostin,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O	3893.9	Semi standard non polar	33892256
gamma-Mangostin,2TBDMS,isomer #5	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	3889.4	Semi standard non polar	33892256
gamma-Mangostin,2TBDMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	3865.5	Semi standard non polar	33892256
gamma-Mangostin,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	4062.7	Semi standard non polar	33892256
gamma-Mangostin,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	4021.6	Semi standard non polar	33892256
gamma-Mangostin,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3959.1	Semi standard non polar	33892256
gamma-Mangostin,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O	4044.8	Semi standard non polar	33892256
gamma-Mangostin,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	4158.2	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 - gamma-Mangostin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k9x-1029000000-63942bea7e8631a7aaaf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Mangostin GC-MS (4 TMS) - 70eV, Positive	splash10-00xr-1001009000-1833b78f1ffe0e35221c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Mangostin 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 - gamma-Mangostin , negative-QTOF	splash10-0002-0029000000-449d1e4e2a1d3d1864a2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Mangostin , positive-QTOF	splash10-052u-0093000000-e2463183b747e814560a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Mangostin 20V, Negative-QTOF	splash10-0002-0019000000-fc4df9db3ce4d08a2aec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Mangostin 40V, Negative-QTOF	splash10-0f89-0296000000-974dbc18c48306389b9b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Mangostin 20V, Positive-QTOF	splash10-0006-0049000000-8ec76b12f55e08a447eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Mangostin 10V, Positive-QTOF	splash10-0006-0009000000-13ba15b795da5ddfe11b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Mangostin 40V, Positive-QTOF	splash10-0a4r-0090000000-41bc771bbb15c7e9bbd6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Mangostin 10V, Negative-QTOF	splash10-0002-0009000000-838831fe934c834f57c1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 10V, Positive-QTOF	splash10-0002-0009000000-faea1aebfd1d467a1143	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 20V, Positive-QTOF	splash10-00kg-2009000000-8634704a0ca49ed43d78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 40V, Positive-QTOF	splash10-00xr-8879000000-17811b777ab8f0801b56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 10V, Negative-QTOF	splash10-0002-0009000000-9357ddfeaf0bbb151111	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 20V, Negative-QTOF	splash10-0002-0019000000-347316606972afa282e1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 40V, Negative-QTOF	splash10-056r-0966000000-e53a3d4ae68ae7a357c3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 10V, Positive-QTOF	splash10-0005-0039000000-4c4d4fabb5e22e025cb4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 20V, Positive-QTOF	splash10-0005-0069000000-adb5b58aff95cde3016f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 40V, Positive-QTOF	splash10-00e9-0091000000-c2949c6c40e7a4d5aa6f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 10V, Negative-QTOF	splash10-0002-0009000000-a929cac834871923dca9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 20V, Negative-QTOF	splash10-0002-0009000000-6a1abd76b2102d4e8151	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Mangostin 40V, Negative-QTOF	splash10-01t9-1957000000-2a162ce5f09c7376f75e	2021-09-22	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

FDB014545

KNApSAcK ID

C00030348

Chemspider ID

4576523

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5464078

PDB ID

Not Available

ChEBI ID

67548

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1308091

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Matsumoto K, Akao Y, Ohguchi K, Ito T, Tanaka T, Iinuma M, Nozawa Y: Xanthones induce cell-cycle arrest and apoptosis in human colon cancer DLD-1 cells. Bioorg Med Chem. 2005 Nov 1;13(21):6064-9. [PubMed:16112579 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for gamma-Mangostin (HMDB0035795)

MOL for HMDB0035795 (gamma-Mangostin)

3D MOL for HMDB0035795 (gamma-Mangostin)

3D SDF for HMDB0035795 (gamma-Mangostin)

3D-SDF for HMDB0035795 (gamma-Mangostin)

PDB for HMDB0035795 (gamma-Mangostin)

3D PDB for HMDB0035795 (gamma-Mangostin)

SMILES for HMDB0035795 (gamma-Mangostin)

INCHI for HMDB0035795 (gamma-Mangostin)

Structure for HMDB0035795 (gamma-Mangostin)

3D Structure for HMDB0035795 (gamma-Mangostin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra