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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:45:19 UTC

Update Date

2022-03-07 02:54:59 UTC

HMDB ID

HMDB0036596

Secondary Accession Numbers

HMDB36596

Metabolite Identification

Common Name

beta-Mangostin

Description

beta-Mangostin, also known as β-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. beta-Mangostin has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make beta-mangostin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on beta-Mangostin.

Structure

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

  Mrv0541 05061309132D          

 31 33  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    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
    4.2868    0.8250    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
   -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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    5.7158    0.8250    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
    0.0000    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
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  1  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 15  1  0  0  0  0
 19 11  2  0  0  0  0
 20 12  1  0  0  0  0
 21 16  2  0  0  0  0
 21 19  1  0  0  0  0
 22 20  2  0  0  0  0
 23 15  2  0  0  0  0
 23 22  1  0  0  0  0
 24 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 16  1  0  0  0  0
 25 17  2  0  0  0  0
 26 17  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  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 25  1  0  0  0  0
 31 19  1  0  0  0  0
 31 20  1  0  0  0  0
M  END

HMDB0036596
     RDKit          3D
beta-Mangostin
 59 61  0  0  0  0  0  0  0  0999 V2000
    4.9008   -1.3297    2.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5394   -1.4739    1.4034 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387   -1.1026    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -0.6120    1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -0.2457    1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105    0.2235    2.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.5901    2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8392    1.0708    3.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1185    1.4498    2.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379    1.9298    3.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036    1.3588    1.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    1.7604    1.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876    3.1452    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728    0.8775    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    0.6641   -0.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5290    1.0437   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714    0.1610   -1.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096   -1.3133   -1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8374    0.6135   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497    0.4797    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5825   -0.0079   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -0.1302   -1.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7189   -0.3889    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6133   -0.8813   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194   -1.0369   -1.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229   -1.2551   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -1.7786   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.7258   -1.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436   -0.7905   -1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9843    0.3537   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8074   -2.0106   -1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9477   -1.6643    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7509   -0.2691    3.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -1.9363    3.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -0.5052    2.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857    1.1508    4.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8730    2.2119    3.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    3.6724    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    3.2471    0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    3.6775    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974   -0.4389   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132    1.2762   -1.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678    2.0861   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1817   -1.8762   -1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -1.6926   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -1.5717   -0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5844   -0.1993   -1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    1.0511   -2.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0844    1.4861   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844   -0.8990   -2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -2.7210   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3160   -2.0342   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4016    0.2095   -2.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152    1.0665   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4790    0.9091   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0195    0.0867   -2.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8140   -1.9864   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8829   -2.0358   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -2.9394   -1.4454 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
  9 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 14 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 26  3  1  0
 23  5  2  0
 20  7  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  8 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 25 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
M  END

  Mrv0541 05061309132D          

 31 33  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    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
    4.2868    0.8250    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
   -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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    5.7158    0.8250    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
    0.0000    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
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  1  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 15  1  0  0  0  0
 19 11  2  0  0  0  0
 20 12  1  0  0  0  0
 21 16  2  0  0  0  0
 21 19  1  0  0  0  0
 22 20  2  0  0  0  0
 23 15  2  0  0  0  0
 23 22  1  0  0  0  0
 24 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 16  1  0  0  0  0
 25 17  2  0  0  0  0
 26 17  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  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 25  1  0  0  0  0
 31 19  1  0  0  0  0
 31 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036596

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O6/c1-13(2)7-9-15-18(29-5)12-20-22(23(15)27)24(28)21-16(10-8-14(3)4)25(30-6)17(26)11-19(21)31-20/h7-8,11-12,26-27H,9-10H2,1-6H3

> <INCHI_KEY>
YRKKJHJIWCRNCW-UHFFFAOYSA-N

> <FORMULA>
C25H28O6

> <MOLECULAR_WEIGHT>
424.4862

> <EXACT_MASS>
424.188588628

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.21099333693778

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
6.144301044333334

> <ALOGPS_LOGS>
-5.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.407516341118972

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.8240516989311395

> <JCHEM_PKA_STRONGEST_BASIC>
-4.283378718192776

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
122.19009999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.88e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036596
     RDKit          3D
beta-Mangostin
 59 61  0  0  0  0  0  0  0  0999 V2000
    4.9008   -1.3297    2.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5394   -1.4739    1.4034 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387   -1.1026    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -0.6120    1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -0.2457    1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105    0.2235    2.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.5901    2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8392    1.0708    3.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1185    1.4498    2.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379    1.9298    3.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036    1.3588    1.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    1.7604    1.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876    3.1452    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728    0.8775    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    0.6641   -0.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5290    1.0437   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714    0.1610   -1.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096   -1.3133   -1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8374    0.6135   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497    0.4797    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5825   -0.0079   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -0.1302   -1.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7189   -0.3889    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6133   -0.8813   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194   -1.0369   -1.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229   -1.2551   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -1.7786   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.7258   -1.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436   -0.7905   -1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9843    0.3537   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8074   -2.0106   -1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9477   -1.6643    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7509   -0.2691    3.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -1.9363    3.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -0.5052    2.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857    1.1508    4.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8730    2.2119    3.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    3.6724    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    3.2471    0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    3.6775    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974   -0.4389   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132    1.2762   -1.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678    2.0861   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1817   -1.8762   -1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -1.6926   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -1.5717   -0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5844   -0.1993   -1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    1.0511   -2.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0844    1.4861   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844   -0.8990   -2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -2.7210   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3160   -2.0342   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4016    0.2095   -2.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152    1.0665   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4790    0.9091   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0195    0.0867   -2.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8140   -1.9864   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8829   -2.0358   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -2.9394   -1.4454 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
  9 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 14 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 26  3  1  0
 23  5  2  0
 20  7  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  8 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 25 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  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   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   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      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   2.310   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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.669   1.540   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       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5   29                                                            
CONECT    6   30                                                            
CONECT    7    9   13                                                       
CONECT    8   10   14                                                       
CONECT    9    7   15                                                       
CONECT   10    8   16                                                       
CONECT   11   17   19                                                       
CONECT   12   18   20                                                       
CONECT   13    1    2    7                                                  
CONECT   14    3    4    8                                                  
CONECT   15    9   18   23                                                  
CONECT   16   10   21   25                                                  
CONECT   17   11   25   26                                                  
CONECT   18   12   15   29                                                  
CONECT   19   11   21   31                                                  
CONECT   20   12   22   31                                                  
CONECT   21   16   19   24                                                  
CONECT   22   20   23   24                                                  
CONECT   23   15   22   27                                                  
CONECT   24   21   22   28                                                  
CONECT   25   16   17   30                                                  
CONECT   26   17                                                            
CONECT   27   23                                                            
CONECT   28   24                                                            
CONECT   29    5   18                                                       
CONECT   30    6   25                                                       
CONECT   31   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0036596
HETATM    1  C1  UNL     1       4.901  -1.330   2.763  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.539  -1.474   1.403  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.239  -1.103   1.020  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.343  -0.612   1.946  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.064  -0.246   1.574  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.210   0.224   2.463  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.020   0.590   2.175  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.839   1.071   3.183  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.118   1.450   2.867  1.00  0.00           C  
HETATM   10  O3  UNL     1      -3.938   1.930   3.881  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.604   1.359   1.551  1.00  0.00           C  
HETATM   12  O4  UNL     1      -4.909   1.760   1.303  1.00  0.00           O  
HETATM   13  C9  UNL     1      -5.188   3.145   1.075  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.773   0.878   0.572  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.155   0.664  -0.836  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.529   1.044  -1.217  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.471   0.161  -1.500  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.210  -1.313  -1.454  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.837   0.613  -1.879  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.450   0.480   0.867  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.583  -0.008  -0.088  1.00  0.00           C  
HETATM   22  O5  UNL     1      -0.916  -0.130  -1.281  1.00  0.00           O  
HETATM   23  C18 UNL     1       0.719  -0.389   0.251  1.00  0.00           C  
HETATM   24  C19 UNL     1       1.613  -0.881  -0.686  1.00  0.00           C  
HETATM   25  O6  UNL     1       1.319  -1.037  -1.983  1.00  0.00           O  
HETATM   26  C20 UNL     1       2.923  -1.255  -0.301  1.00  0.00           C  
HETATM   27  C21 UNL     1       3.866  -1.779  -1.327  1.00  0.00           C  
HETATM   28  C22 UNL     1       4.848  -0.726  -1.702  1.00  0.00           C  
HETATM   29  C23 UNL     1       6.144  -0.790  -1.620  1.00  0.00           C  
HETATM   30  C24 UNL     1       6.984   0.354  -2.036  1.00  0.00           C  
HETATM   31  C25 UNL     1       6.807  -2.011  -1.116  1.00  0.00           C  
HETATM   32  H1  UNL     1       5.948  -1.664   2.898  1.00  0.00           H  
HETATM   33  H2  UNL     1       4.751  -0.269   3.093  1.00  0.00           H  
HETATM   34  H3  UNL     1       4.231  -1.936   3.435  1.00  0.00           H  
HETATM   35  H4  UNL     1       2.621  -0.505   2.970  1.00  0.00           H  
HETATM   36  H5  UNL     1      -1.486   1.151   4.210  1.00  0.00           H  
HETATM   37  H6  UNL     1      -4.873   2.212   3.715  1.00  0.00           H  
HETATM   38  H7  UNL     1      -4.335   3.672   0.636  1.00  0.00           H  
HETATM   39  H8  UNL     1      -6.038   3.247   0.341  1.00  0.00           H  
HETATM   40  H9  UNL     1      -5.526   3.677   1.970  1.00  0.00           H  
HETATM   41  H10 UNL     1      -3.097  -0.439  -1.069  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.513   1.276  -1.529  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.768   2.086  -1.315  1.00  0.00           H  
HETATM   44  H13 UNL     1      -6.182  -1.876  -1.401  1.00  0.00           H  
HETATM   45  H14 UNL     1      -4.682  -1.693  -2.332  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.680  -1.572  -0.497  1.00  0.00           H  
HETATM   47  H16 UNL     1      -7.584  -0.199  -1.790  1.00  0.00           H  
HETATM   48  H17 UNL     1      -6.837   1.051  -2.919  1.00  0.00           H  
HETATM   49  H18 UNL     1      -7.084   1.486  -1.220  1.00  0.00           H  
HETATM   50  H19 UNL     1       0.584  -0.899  -2.562  1.00  0.00           H  
HETATM   51  H20 UNL     1       4.340  -2.721  -1.012  1.00  0.00           H  
HETATM   52  H21 UNL     1       3.316  -2.034  -2.275  1.00  0.00           H  
HETATM   53  H22 UNL     1       4.402   0.210  -2.093  1.00  0.00           H  
HETATM   54  H23 UNL     1       7.015   1.066  -1.162  1.00  0.00           H  
HETATM   55  H24 UNL     1       6.479   0.909  -2.849  1.00  0.00           H  
HETATM   56  H25 UNL     1       8.019   0.087  -2.252  1.00  0.00           H  
HETATM   57  H26 UNL     1       6.814  -1.986  -0.011  1.00  0.00           H  
HETATM   58  H27 UNL     1       7.883  -2.036  -1.435  1.00  0.00           H  
HETATM   59  H28 UNL     1       6.300  -2.939  -1.445  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   35
CONECT    5    6   23   23
CONECT    6    7
CONECT    7    8    8   20
CONECT    8    9   36
CONECT    9   10   11   11
CONECT   10   37
CONECT   11   12   14
CONECT   12   13
CONECT   13   38   39   40
CONECT   14   15   20   20
CONECT   15   16   41   42
CONECT   16   17   17   43
CONECT   17   18   19
CONECT   18   44   45   46
CONECT   19   47   48   49
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   50
CONECT   26   27
CONECT   27   28   51   52
CONECT   28   29   29   53
CONECT   29   30   31
CONECT   30   54   55   56
CONECT   31   57   58   59
END

HMDB0036596
     RDKit          3D
beta-Mangostin
 59 61  0  0  0  0  0  0  0  0999 V2000
    4.9008   -1.3297    2.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5394   -1.4739    1.4034 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387   -1.1026    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -0.6120    1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -0.2457    1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105    0.2235    2.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.5901    2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8392    1.0708    3.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1185    1.4498    2.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379    1.9298    3.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036    1.3588    1.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    1.7604    1.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876    3.1452    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728    0.8775    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    0.6641   -0.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5290    1.0437   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714    0.1610   -1.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096   -1.3133   -1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8374    0.6135   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497    0.4797    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5825   -0.0079   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -0.1302   -1.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7189   -0.3889    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6133   -0.8813   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194   -1.0369   -1.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229   -1.2551   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -1.7786   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.7258   -1.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436   -0.7905   -1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9843    0.3537   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8074   -2.0106   -1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9477   -1.6643    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7509   -0.2691    3.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -1.9363    3.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -0.5052    2.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857    1.1508    4.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8730    2.2119    3.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    3.6724    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    3.2471    0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    3.6775    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974   -0.4389   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132    1.2762   -1.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678    2.0861   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1817   -1.8762   -1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -1.6926   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -1.5717   -0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5844   -0.1993   -1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    1.0511   -2.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0844    1.4861   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844   -0.8990   -2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -2.7210   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3160   -2.0342   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4016    0.2095   -2.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152    1.0665   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4790    0.9091   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0195    0.0867   -2.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8140   -1.9864   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8829   -2.0358   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -2.9394   -1.4454 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
  9 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 14 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 26  3  1  0
 23  5  2  0
 20  7  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  8 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 25 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Mangostin	Generator
Β-mangostin	Generator
1,6-Dihydroxy-3,7-dimethoxy-2,8-diprenylxanthone	HMDB

Chemical Formula

C₂₅H₂₈O₆

Average Molecular Weight

424.4862

Monoisotopic Molecular Weight

424.188588628

IUPAC Name

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

Traditional Name

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

CAS Registry Number

20931-37-7

SMILES

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

InChI Identifier

InChI=1S/C25H28O6/c1-13(2)7-9-15-18(29-5)12-20-22(23(15)27)24(28)21-16(10-8-14(3)4)25(30-6)17(26)11-19(21)31-20/h7-8,11-12,26-27H,9-10H2,1-6H3

InChI Key

YRKKJHJIWCRNCW-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
1-hydroxy-2-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: HMDB0036596)
Cell membrane (HMDB: HMDB0036596)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036596)

Source

Exogenous

Exogenous (HMDB: HMDB0036596)

Food

Food (HMDB: HMDB0036596)

Fruit

Tropical fruit

Purple mangosteen (FooDB: FOOD00406)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0036596)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036596)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	175 - 176 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.5e-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	0.0039 g/L	ALOGPS
logP	4.16	ALOGPS
logP	6.14	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	7.82	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.19 m³·mol⁻¹	ChemAxon
Polarizability	47.21 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]+	200.908	31661259
DarkChem	[M-H]-	199.062	31661259
DeepCCS	[M+H]+	200.043	30932474
DeepCCS	[M-H]-	197.685	30932474
DeepCCS	[M-2H]-	230.963	30932474
DeepCCS	[M+Na]+	206.175	30932474
AllCCS	[M+H]+	203.3	32859911
AllCCS	[M+H-H2O]+	200.8	32859911
AllCCS	[M+NH4]+	205.7	32859911
AllCCS	[M+Na]+	206.4	32859911
AllCCS	[M-H]-	202.5	32859911
AllCCS	[M+Na-2H]-	202.5	32859911
AllCCS	[M+HCOO]-	202.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Mangostin	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(O)C=C1O2	5203.4	Standard polar	33892256
beta-Mangostin	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(O)C=C1O2	3476.6	Standard non polar	33892256
beta-Mangostin	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(O)C=C1O2	3557.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Mangostin,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(O)C=C1O2	3401.0	Semi standard non polar	33892256
beta-Mangostin,1TMS,isomer #2	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(O[Si](C)(C)C)C=C1O2	3413.6	Semi standard non polar	33892256
beta-Mangostin,2TMS,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(O[Si](C)(C)C)C=C1O2	3358.9	Semi standard non polar	33892256
beta-Mangostin,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(O)C=C1O2	3608.5	Semi standard non polar	33892256
beta-Mangostin,1TBDMS,isomer #2	COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC=C(C)C)C(OC)=C(O[Si](C)(C)C(C)(C)C)C=C1O2	3619.8	Semi standard non polar	33892256
beta-Mangostin,2TBDMS,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(O[Si](C)(C)C(C)(C)C)C=C1O2	3782.5	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 - beta-Mangostin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0api-1059500000-f3204a6af829e4a21a96	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Mangostin GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-1020190000-307b6bf41d4080a0e2a9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 10V, Positive-QTOF	splash10-004i-0006900000-bfbe68db864c904b5568	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 20V, Positive-QTOF	splash10-014i-2009200000-dc8c21d07a830d79e794	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 40V, Positive-QTOF	splash10-00kr-6739300000-bf541bb8642cdf95d3fc	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 10V, Negative-QTOF	splash10-00di-0000900000-ba4d561653edc24bf94c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 20V, Negative-QTOF	splash10-05fr-0025900000-7a86eac99f5cbb9db4ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 40V, Negative-QTOF	splash10-0ab9-1759100000-9bb51958f075abd65b8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 10V, Positive-QTOF	splash10-016r-0009500000-4345abf2c769c9426aa4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 20V, Positive-QTOF	splash10-014i-0009100000-83d3b418d425f80e6844	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 40V, Positive-QTOF	splash10-0udi-0029000000-f5d6ac07aa23373a5402	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 10V, Negative-QTOF	splash10-00di-0000900000-27eb16de178d8221f1c5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 20V, Negative-QTOF	splash10-00di-0007900000-17429435f51e1d0f7a48	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Mangostin 40V, Negative-QTOF	splash10-0079-0149300000-39bc73f5326982406681	2021-09-23	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

FDB015508

KNApSAcK ID

C00029819

Chemspider ID

4593093

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5495925

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1855841

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 beta-Mangostin (HMDB0036596)

MOL for HMDB0036596 (beta-Mangostin)

3D MOL for HMDB0036596 (beta-Mangostin)

3D SDF for HMDB0036596 (beta-Mangostin)

3D-SDF for HMDB0036596 (beta-Mangostin)

PDB for HMDB0036596 (beta-Mangostin)

3D PDB for HMDB0036596 (beta-Mangostin)

SMILES for HMDB0036596 (beta-Mangostin)

INCHI for HMDB0036596 (beta-Mangostin)

Structure for HMDB0036596 (beta-Mangostin)

3D Structure for HMDB0036596 (beta-Mangostin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra