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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:58 UTC

Update Date

2022-03-07 02:52:23 UTC

HMDB ID

HMDB0029981

Secondary Accession Numbers

HMDB29981

Metabolite Identification

Common Name

1-Isomangostin

Description

1-Isomangostin 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-Isomangostin has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make 1-isomangostin a potential biomarker for the consumption of these foods. 1-Isomangostin 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 1-Isomangostin.

Structure

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


  Mrv0541 02241219392D          

 30 33  0  0  0  0            999 V2000
   -1.7377   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026   -2.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532    0.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430    0.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    0.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301    1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2600   -2.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026    0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549   -2.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419    1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4590    2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276    2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 24  1  0  0  0  0
  2  3  2  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6 25  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 22  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 24 30  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0029981
     RDKit          3D
1-Isomangostin
 56 59  0  0  0  0  0  0  0  0999 V2000
    4.9253    0.0533   -2.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -0.6188   -1.3630 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441   -1.1822   -1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650   -2.4736   -1.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818   -3.1357   -2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -3.1006   -1.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529   -2.4632   -1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344   -3.0670   -1.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -2.5055   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -3.1528   -0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9846   -2.5604   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1819   -3.2517   -0.3731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.2898    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7078   -0.6444    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5566   -1.2430   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463   -0.5798   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494    0.5574    0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7776   -1.1774   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0462   -0.5478   -0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482    0.7704   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403    1.4893   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059    1.7121    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2891    2.4471    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155    1.2492    2.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976    0.6208    0.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941    1.4370    1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4655    2.7768    0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207    1.7104    2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0063    0.8924    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296   -0.6029    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.5681   -3.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5999    0.8584   -2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1355    0.5680   -3.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0044   -2.7589   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -4.1072   -2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -4.1369   -1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0604   -2.9157   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630    0.6200    0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    1.5017   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7280    1.8953   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1680    1.7731    0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    3.1305    1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    3.1401    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157    0.1807    2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.4212    3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6076    1.8369    2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611    3.2159    0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805    2.5846   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8321    3.4342    0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971    2.5641    2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224    0.8505    3.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    2.0384    2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305    1.3432    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1758    1.1670   -0.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.8602    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0528   -0.8963    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  6 35  1  0
 10 36  1  0
 12 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
 27 47  1  0
 27 48  1  0
 27 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 30 56  1  0
M  END


  Mrv0541 02241219392D          

 30 33  0  0  0  0            999 V2000
   -1.7377   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026   -2.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532    0.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430    0.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    0.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301    1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2600   -2.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026    0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549   -2.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419    1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4590    2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276    2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 24  1  0  0  0  0
  2  3  2  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6 25  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 22  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 24 30  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029981

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC=C(C)C)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O6/c1-12(2)6-7-14-19-17(11-16(26)22(14)28-5)29-18-10-15(25)13-8-9-24(3,4)30-23(13)20(18)21(19)27/h6,10-11,25-26H,7-9H2,1-5H3

> <INCHI_KEY>
JUHXHWKPHWGZKL-UHFFFAOYSA-N

> <FORMULA>
C24H26O6

> <MOLECULAR_WEIGHT>
410.4596

> <EXACT_MASS>
410.172938564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.3204731507592

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,9-dihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-2,3,4,12-tetrahydro-1,7-dioxatetraphen-12-one

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
4.947342909333331

> <ALOGPS_LOGS>
-4.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.142948317308802

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.533192261172525

> <JCHEM_PKA_STRONGEST_BASIC>
-4.618278310369092

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
114.91490000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isomangostin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029981
     RDKit          3D
1-Isomangostin
 56 59  0  0  0  0  0  0  0  0999 V2000
    4.9253    0.0533   -2.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -0.6188   -1.3630 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441   -1.1822   -1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650   -2.4736   -1.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818   -3.1357   -2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -3.1006   -1.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529   -2.4632   -1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344   -3.0670   -1.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -2.5055   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -3.1528   -0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9846   -2.5604   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1819   -3.2517   -0.3731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.2898    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7078   -0.6444    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5566   -1.2430   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463   -0.5798   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494    0.5574    0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7776   -1.1774   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0462   -0.5478   -0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482    0.7704   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403    1.4893   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059    1.7121    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2891    2.4471    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155    1.2492    2.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976    0.6208    0.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941    1.4370    1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4655    2.7768    0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207    1.7104    2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0063    0.8924    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296   -0.6029    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.5681   -3.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5999    0.8584   -2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1355    0.5680   -3.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0044   -2.7589   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -4.1072   -2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -4.1369   -1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0604   -2.9157   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630    0.6200    0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    1.5017   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7280    1.8953   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1680    1.7731    0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    3.1305    1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    3.1401    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157    0.1807    2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.4212    3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6076    1.8369    2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611    3.2159    0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805    2.5846   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8321    3.4342    0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971    2.5641    2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224    0.8505    3.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    2.0384    2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305    1.3432    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1758    1.1670   -0.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.8602    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0528   -0.8963    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  6 35  1  0
 10 36  1  0
 12 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
 27 47  1  0
 27 48  1  0
 27 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 30 56  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.244  -1.539   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.244  -3.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.913  -3.851   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.582  -3.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.582  -1.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.913  -0.773   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.752  -3.851   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.082  -3.081   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.082  -1.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.752  -0.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.416  -3.851   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.747  -3.081   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.747  -1.539   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.416  -0.773   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.073  -0.773   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.073   0.761   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.747   1.519   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.416   0.761   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.976   2.857   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.518   2.857   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.085  -3.851   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.752   0.768   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.582  -3.851   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.577  -0.768   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.913   0.768   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.252   1.539   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.252   3.081   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.590   3.851   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.918   3.851   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.085  -0.768   0.000  0.00  0.00           C+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5   25                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    5    9   22                                                  
CONECT   11    8   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   15                                                  
CONECT   14    9   13   18                                                  
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   14   17                                                       
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   12                                                            
CONECT   22   10                                                            
CONECT   23    2                                                            
CONECT   24    1   30                                                       
CONECT   25    6   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0029981
HETATM    1  C1  UNL     1       4.925   0.053  -2.503  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.413  -0.619  -1.363  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.144  -1.182  -1.325  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.965  -2.474  -1.837  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.082  -3.136  -2.365  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.752  -3.101  -1.838  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.653  -2.463  -1.323  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.534  -3.067  -1.320  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.607  -2.505  -0.842  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.843  -3.153  -0.847  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.985  -2.560  -0.341  1.00  0.00           C  
HETATM   12  O4  UNL     1      -5.182  -3.252  -0.373  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.915  -1.290   0.188  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.708  -0.644   0.199  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.557  -1.243  -0.312  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.346  -0.580  -0.295  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.349   0.557   0.194  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.778  -1.177  -0.800  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.046  -0.548  -0.809  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.048   0.770  -0.180  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.340   1.489  -0.091  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.006   1.712   1.007  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.289   2.447   0.946  1.00  0.00           C  
HETATM   24  C19 UNL     1       3.516   1.249   2.329  1.00  0.00           C  
HETATM   25  O6  UNL     1      -2.598   0.621   0.717  1.00  0.00           O  
HETATM   26  C20 UNL     1      -3.694   1.437   1.063  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.465   2.777   0.351  1.00  0.00           C  
HETATM   28  C22 UNL     1      -3.621   1.710   2.546  1.00  0.00           C  
HETATM   29  C23 UNL     1      -5.006   0.892   0.616  1.00  0.00           C  
HETATM   30  C24 UNL     1      -5.130  -0.603   0.750  1.00  0.00           C  
HETATM   31  H1  UNL     1       5.596  -0.568  -3.123  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.600   0.858  -2.088  1.00  0.00           H  
HETATM   33  H3  UNL     1       4.136   0.568  -3.082  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.004  -2.759  -2.403  1.00  0.00           H  
HETATM   35  H5  UNL     1       1.601  -4.107  -2.235  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.876  -4.137  -1.262  1.00  0.00           H  
HETATM   37  H7  UNL     1      -6.060  -2.916  -0.034  1.00  0.00           H  
HETATM   38  H8  UNL     1       1.763   0.620   0.898  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.383   1.502  -0.708  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.728   1.895  -1.015  1.00  0.00           H  
HETATM   41  H11 UNL     1       6.168   1.773   0.920  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.321   3.130   1.840  1.00  0.00           H  
HETATM   43  H13 UNL     1       5.283   3.140   0.064  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.216   0.181   2.320  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.246   1.421   3.136  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.608   1.837   2.576  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.461   3.216   0.135  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.881   2.585  -0.595  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.832   3.434   0.978  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.897   2.564   2.700  1.00  0.00           H  
HETATM   51  H21 UNL     1      -3.222   0.851   3.110  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.615   2.038   2.933  1.00  0.00           H  
HETATM   53  H23 UNL     1      -5.830   1.343   1.215  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.176   1.167  -0.451  1.00  0.00           H  
HETATM   55  H25 UNL     1      -5.165  -0.860   1.818  1.00  0.00           H  
HETATM   56  H26 UNL     1      -6.053  -0.896   0.212  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5    6
CONECT    5   34
CONECT    6    7    7   35
CONECT    7    8   18
CONECT    8    9
CONECT    9   10   10   15
CONECT   10   11   36
CONECT   11   12   13   13
CONECT   12   37
CONECT   13   14   30
CONECT   14   15   15   25
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   19
CONECT   19   20
CONECT   20   21   38   39
CONECT   21   22   22   40
CONECT   22   23   24
CONECT   23   41   42   43
CONECT   24   44   45   46
CONECT   25   26
CONECT   26   27   28   29
CONECT   27   47   48   49
CONECT   28   50   51   52
CONECT   29   30   53   54
CONECT   30   55   56
END

HMDB0029981
     RDKit          3D
1-Isomangostin
 56 59  0  0  0  0  0  0  0  0999 V2000
    4.9253    0.0533   -2.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -0.6188   -1.3630 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441   -1.1822   -1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650   -2.4736   -1.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818   -3.1357   -2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -3.1006   -1.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529   -2.4632   -1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344   -3.0670   -1.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -2.5055   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -3.1528   -0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9846   -2.5604   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1819   -3.2517   -0.3731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.2898    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7078   -0.6444    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5566   -1.2430   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463   -0.5798   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494    0.5574    0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7776   -1.1774   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0462   -0.5478   -0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482    0.7704   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403    1.4893   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059    1.7121    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2891    2.4471    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155    1.2492    2.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976    0.6208    0.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941    1.4370    1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4655    2.7768    0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207    1.7104    2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0063    0.8924    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296   -0.6029    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.5681   -3.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5999    0.8584   -2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1355    0.5680   -3.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0044   -2.7589   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -4.1072   -2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -4.1369   -1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0604   -2.9157   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630    0.6200    0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    1.5017   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7280    1.8953   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1680    1.7731    0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    3.1305    1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    3.1401    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157    0.1807    2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.4212    3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6076    1.8369    2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611    3.2159    0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805    2.5846   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8321    3.4342    0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971    2.5641    2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224    0.8505    3.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    2.0384    2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305    1.3432    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1758    1.1670   -0.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.8602    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0528   -0.8963    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  6 35  1  0
 10 36  1  0
 12 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
 27 47  1  0
 27 48  1  0
 27 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 30 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
I-isomangostin	HMDB

Chemical Formula

C₂₄H₂₆O₆

Average Molecular Weight

410.4596

Monoisotopic Molecular Weight

410.172938564

IUPAC Name

5,9-dihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-2,3,4,12-tetrahydro-1,7-dioxatetraphen-12-one

Traditional Name

1-isomangostin

CAS Registry Number

19275-44-6

SMILES

COC1=C(CC=C(C)C)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O

InChI Identifier

InChI=1S/C24H26O6/c1-12(2)6-7-14-19-17(11-16(26)22(14)28-5)29-18-10-15(25)13-8-9-24(3,4)30-23(13)20(18)21(19)27/h6,10-11,25-26H,7-9H2,1-5H3

InChI Key

JUHXHWKPHWGZKL-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

8-prenylated xanthone
Pyranoxanthone
2,2-dimethyl-1-benzopyran
Chromone
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:636 )
organic heterotetracyclic compound (CHEBI:636 )
phenols (CHEBI:636 )
cyclic ether (CHEBI:636 )
xanthenes (C10071 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029981)
Cell membrane (HMDB: HMDB0029981)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029981)

Source

Endogenous

Endogenous (HMDB: HMDB0029981)

Plant

Plant (HMDB: HMDB0029981)

Exogenous

Food

Food (HMDB: HMDB0029981)

Fruit

Tropical fruit

Purple mangosteen (FooDB: FOOD00406)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029981)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	245 - 249 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0069 g/L	ALOGPS
logP	4.56	ALOGPS
logP	4.95	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.53	ChemAxon
pKa (Strongest Basic)	-4.6	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	3	ChemAxon
Refractivity	114.91 m³·mol⁻¹	ChemAxon
Polarizability	44.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.827	31661259
DarkChem	[M-H]-	194.365	31661259
DeepCCS	[M+H]+	202.802	30932474
DeepCCS	[M-H]-	200.444	30932474
DeepCCS	[M-2H]-	233.329	30932474
DeepCCS	[M+Na]+	208.895	30932474
AllCCS	[M+H]+	198.4	32859911
AllCCS	[M+H-H2O]+	195.7	32859911
AllCCS	[M+NH4]+	200.9	32859911
AllCCS	[M+Na]+	201.7	32859911
AllCCS	[M-H]-	204.3	32859911
AllCCS	[M+Na-2H]-	204.4	32859911
AllCCS	[M+HCOO]-	204.6	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. Predicted by Afia on May 17, 2022.	8.48 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8292 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3041.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	363.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	225.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	209.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	817.0 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	859.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1455.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	672.8 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	1689.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	558.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	441.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	253.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	382.3 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Isomangostin	COC1=C(CC=C(C)C)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O	4659.1	Standard polar	33892256
1-Isomangostin	COC1=C(CC=C(C)C)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O	3539.1	Standard non polar	33892256
1-Isomangostin	COC1=C(CC=C(C)C)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O	3651.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Isomangostin,1TMS,isomer #1	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C	3373.6	Semi standard non polar	33892256
1-Isomangostin,1TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C	3343.9	Semi standard non polar	33892256
1-Isomangostin,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C	3315.6	Semi standard non polar	33892256
1-Isomangostin,1TBDMS,isomer #1	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C	3577.3	Semi standard non polar	33892256
1-Isomangostin,1TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C	3549.1	Semi standard non polar	33892256
1-Isomangostin,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C	3734.5	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 - 1-Isomangostin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1029000000-2bf79e0db2234b8cd72b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Isomangostin GC-MS (2 TMS) - 70eV, Positive	splash10-000f-2052390000-a7e1688fe3b9d4044a57	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Isomangostin 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 - 1-Isomangostin 10V, Positive-QTOF	splash10-03di-1009700000-c5c8d33ffe398a51300a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 20V, Positive-QTOF	splash10-0a4i-1009000000-c7295880b3155c47198c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 40V, Positive-QTOF	splash10-00kr-6339000000-6c457dcf04708fa2b11a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 10V, Negative-QTOF	splash10-0a4i-0001900000-a7497822c81bce29e95f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 20V, Negative-QTOF	splash10-0pb9-0009500000-8b623cc04e14ee5a79d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 40V, Negative-QTOF	splash10-0a4i-0269000000-f2a54af5f7737bcf1e42	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 10V, Positive-QTOF	splash10-08fr-0005900000-5f68c8d99be1b3260763	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 20V, Positive-QTOF	splash10-0a4i-0019000000-6d972d594b0da907867e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 40V, Positive-QTOF	splash10-052r-1029000000-d38aadda58bd519ed87b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 10V, Negative-QTOF	splash10-0a4i-0000900000-d2c445cbedf3cebfa6b3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 20V, Negative-QTOF	splash10-0a4i-0004900000-dd1fcf9ef98b13ca1f1d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isomangostin 40V, Negative-QTOF	splash10-0a4i-0029200000-072071ff259161698511	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281641

PDB ID

Not Available

ChEBI ID

636

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 1-Isomangostin (HMDB0029981)

MOL for HMDB0029981 (1-Isomangostin)

3D MOL for HMDB0029981 (1-Isomangostin)

3D SDF for HMDB0029981 (1-Isomangostin)

3D-SDF for HMDB0029981 (1-Isomangostin)

PDB for HMDB0029981 (1-Isomangostin)

3D PDB for HMDB0029981 (1-Isomangostin)

SMILES for HMDB0029981 (1-Isomangostin)

INCHI for HMDB0029981 (1-Isomangostin)

Structure for HMDB0029981 (1-Isomangostin)

3D Structure for HMDB0029981 (1-Isomangostin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra