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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:08 UTC

Update Date

2022-03-07 02:52:19 UTC

HMDB ID

HMDB0029868

Secondary Accession Numbers

HMDB29868

Metabolite Identification

Common Name

Mangostanol

Description

Mangostanol 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. Mangostanol has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make mangostanol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Mangostanol.

Structure

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


  Mrv0541 02241208042D          

 31 34  0  0  0  0            999 V2000
   -2.5419   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -1.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305   -1.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    0.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    0.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305    0.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708   -1.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9708   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
 12 15  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
 18 13  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  1 24  1  0  0  0  0
 10 25  2  0  0  0  0
 14 26  1  0  0  0  0
 16 27  1  0  0  0  0
 16 28  1  0  0  0  0
 24 29  1  0  0  0  0
  2 30  1  0  0  0  0
 17 31  1  0  0  0  0
M  END

HMDB0029868
     RDKit          3D
Mangostanol
 57 60  0  0  0  0  0  0  0  0999 V2000
    6.1105   -1.3884   -0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9846   -1.9705   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7073   -2.0370   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3046   -3.0560    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399   -4.0320    0.5185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -3.1158    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -2.1316    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0990   -2.1768    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949   -1.2716    0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -1.3997    1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2203   -0.4398    0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9210    0.6163   -0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    0.7508   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2945    1.7983   -1.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7027   -0.2086   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6024   -0.1612   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8983    0.7880   -1.5331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5434   -1.1077   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231   -1.0087   -1.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499    0.0406   -1.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540    1.2162   -1.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823    1.5620   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    0.9130    1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9704    2.8772   -0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747    1.6679   -0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0865    1.6516    0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1507    2.3590   -0.1020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5641    0.2418    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1218   -0.3991   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6751    0.2869    1.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5042   -0.5327    1.3216 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -1.9246   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2564   -0.3399   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2181   -1.5837    0.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9696   -4.7750    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -3.8992    1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5113   -2.2264    1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    2.5362   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0935   -0.4845   -2.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.2442   -2.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3700    1.9422   -2.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.5580    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287    0.7802    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -0.0643    1.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246    2.6429    0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444    3.4509    0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249    3.3668   -0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2108    1.5761   -1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4260    2.6900   -0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8870    2.1359    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7227    2.7268    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0352   -1.4919   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5374   -0.0266   -1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -0.0561   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3349    0.7442    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0090   -0.7707    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5221    0.9160    1.4099 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  2  0
 12 13  1  0
 13 14  1  0
 13 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
 12 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 31 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
 10 37  1  0
 14 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
M  END


  Mrv0541 02241208042D          

 31 34  0  0  0  0            999 V2000
   -2.5419   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -1.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305   -1.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    0.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    0.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305    0.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708   -1.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9708   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
 12 15  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
 18 13  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  1 24  1  0  0  0  0
 10 25  2  0  0  0  0
 14 26  1  0  0  0  0
 16 27  1  0  0  0  0
 16 28  1  0  0  0  0
 24 29  1  0  0  0  0
  2 30  1  0  0  0  0
 17 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029868

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2OC3=C(C(O)=C4CC(O)C(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O7/c1-11(2)6-7-12-19-16(9-14(25)23(12)29-5)30-17-10-15-13(21(27)20(17)22(19)28)8-18(26)24(3,4)31-15/h6,9-10,18,25-27H,7-8H2,1-5H3

> <INCHI_KEY>
KCMPFWGUVNEDHW-UHFFFAOYSA-N

> <FORMULA>
C24H26O7

> <MOLECULAR_WEIGHT>
426.459

> <EXACT_MASS>
426.167853186

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.76611121377047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5,9-trihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,3,4,6-tetrahydro-1,11-dioxatetracen-6-one

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
4.522439302333332

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.71326606587167

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.831340404916679

> <JCHEM_PKA_STRONGEST_BASIC>
-3.336304158984124

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
116.2764

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,9-trihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-1,11-dioxatetracen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029868
     RDKit          3D
Mangostanol
 57 60  0  0  0  0  0  0  0  0999 V2000
    6.1105   -1.3884   -0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9846   -1.9705   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7073   -2.0370   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3046   -3.0560    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399   -4.0320    0.5185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -3.1158    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -2.1316    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0990   -2.1768    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949   -1.2716    0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -1.3997    1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2203   -0.4398    0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9210    0.6163   -0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    0.7508   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2945    1.7983   -1.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7027   -0.2086   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6024   -0.1612   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8983    0.7880   -1.5331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5434   -1.1077   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231   -1.0087   -1.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499    0.0406   -1.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540    1.2162   -1.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823    1.5620   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    0.9130    1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9704    2.8772   -0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747    1.6679   -0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0865    1.6516    0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1507    2.3590   -0.1020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5641    0.2418    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1218   -0.3991   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6751    0.2869    1.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5042   -0.5327    1.3216 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -1.9246   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2564   -0.3399   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2181   -1.5837    0.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9696   -4.7750    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -3.8992    1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5113   -2.2264    1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    2.5362   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0935   -0.4845   -2.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.2442   -2.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3700    1.9422   -2.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.5580    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287    0.7802    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -0.0643    1.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246    2.6429    0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444    3.4509    0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249    3.3668   -0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2108    1.5761   -1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4260    2.6900   -0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8870    2.1359    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7227    2.7268    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0352   -1.4919   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5374   -0.0266   -1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -0.0561   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3349    0.7442    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0090   -0.7707    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5221    0.9160    1.4099 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  2  0
 12 13  1  0
 13 14  1  0
 13 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
 12 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 31 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
 10 37  1  0
 14 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  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      -4.745  -1.381   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.745  -2.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.411  -3.691   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.077  -2.921   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.077  -1.381   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.411  -0.611   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.744  -3.691   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.590  -2.921   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.590  -1.381   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.744  -0.611   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.924  -3.691   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.257  -2.921   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.257  -1.381   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.924  -0.611   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.591  -3.691   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.925  -2.921   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.925  -1.381   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.591  -0.611   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.411   0.929   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.745   1.699   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.745   3.239   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.078   4.009   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.411   4.009   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.078  -0.611   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.744   0.929   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.924   0.929   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.412  -2.522   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.014  -4.009   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.412  -1.381   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.078  -3.691   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.258  -0.611   0.000  0.00  0.00           O+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1   19                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    5   25                                                  
CONECT   11    8   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13    9   26                                                  
CONECT   15   12   16                                                       
CONECT   16   15   17   27   28                                             
CONECT   17   16   18   31                                                  
CONECT   18   17   13                                                       
CONECT   19    6   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    1   29                                                       
CONECT   25   10                                                            
CONECT   26   14                                                            
CONECT   27   16                                                            
CONECT   28   16                                                            
CONECT   29   24                                                            
CONECT   30    2                                                            
CONECT   31   17                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0029868
HETATM    1  C1  UNL     1       6.111  -1.388  -0.608  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.985  -1.970  -1.158  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.707  -2.037  -0.645  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.305  -3.056   0.194  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.240  -4.032   0.519  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.048  -3.116   0.690  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.142  -2.132   0.350  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.099  -2.177   0.833  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.995  -1.272   0.547  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.264  -1.400   1.095  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.220  -0.440   0.793  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.921   0.616  -0.030  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.633   0.751  -0.588  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.295   1.798  -1.419  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.703  -0.209  -0.278  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.602  -0.161  -0.787  1.00  0.00           C  
HETATM   17  O5  UNL     1       0.898   0.788  -1.533  1.00  0.00           O  
HETATM   18  C13 UNL     1       1.543  -1.108  -0.492  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.823  -1.009  -1.024  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.250   0.041  -1.917  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.954   1.216  -1.439  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.182   1.562  -0.209  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.820   0.913   1.050  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.970   2.877  -0.021  1.00  0.00           C  
HETATM   25  C20 UNL     1      -3.875   1.668  -0.397  1.00  0.00           C  
HETATM   26  C21 UNL     1      -5.087   1.652   0.487  1.00  0.00           C  
HETATM   27  O6  UNL     1      -6.151   2.359  -0.102  1.00  0.00           O  
HETATM   28  C22 UNL     1      -5.564   0.242   0.768  1.00  0.00           C  
HETATM   29  C23 UNL     1      -6.122  -0.399  -0.485  1.00  0.00           C  
HETATM   30  C24 UNL     1      -6.675   0.287   1.789  1.00  0.00           C  
HETATM   31  O7  UNL     1      -4.504  -0.533   1.322  1.00  0.00           O  
HETATM   32  H1  UNL     1       7.001  -1.925  -1.067  1.00  0.00           H  
HETATM   33  H2  UNL     1       6.256  -0.340  -0.886  1.00  0.00           H  
HETATM   34  H3  UNL     1       6.218  -1.584   0.485  1.00  0.00           H  
HETATM   35  H4  UNL     1       3.970  -4.775   1.121  1.00  0.00           H  
HETATM   36  H5  UNL     1       1.687  -3.899   1.354  1.00  0.00           H  
HETATM   37  H6  UNL     1      -2.511  -2.226   1.745  1.00  0.00           H  
HETATM   38  H7  UNL     1      -1.916   2.536  -1.691  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.093  -0.485  -2.559  1.00  0.00           H  
HETATM   40  H9  UNL     1       2.572   0.244  -2.795  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.370   1.942  -2.199  1.00  0.00           H  
HETATM   42  H11 UNL     1       4.230   1.558   1.903  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.729   0.780   1.213  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.303  -0.064   1.213  1.00  0.00           H  
HETATM   45  H14 UNL     1       5.925   2.643   0.510  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.344   3.451   0.691  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.125   3.367  -0.984  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.211   1.576  -1.454  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.426   2.690  -0.292  1.00  0.00           H  
HETATM   50  H19 UNL     1      -4.887   2.136   1.467  1.00  0.00           H  
HETATM   51  H20 UNL     1      -6.723   2.727   0.620  1.00  0.00           H  
HETATM   52  H21 UNL     1      -6.035  -1.492  -0.379  1.00  0.00           H  
HETATM   53  H22 UNL     1      -5.537  -0.027  -1.373  1.00  0.00           H  
HETATM   54  H23 UNL     1      -7.184  -0.056  -0.563  1.00  0.00           H  
HETATM   55  H24 UNL     1      -6.335   0.744   2.736  1.00  0.00           H  
HETATM   56  H25 UNL     1      -7.009  -0.771   1.985  1.00  0.00           H  
HETATM   57  H26 UNL     1      -7.522   0.916   1.410  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5    6
CONECT    5   35
CONECT    6    7    7   36
CONECT    7    8   18
CONECT    8    9
CONECT    9   10   10   15
CONECT   10   11   37
CONECT   11   12   12   31
CONECT   12   13   25
CONECT   13   14   15   15
CONECT   14   38
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   19
CONECT   19   20
CONECT   20   21   39   40
CONECT   21   22   22   41
CONECT   22   23   24
CONECT   23   42   43   44
CONECT   24   45   46   47
CONECT   25   26   48   49
CONECT   26   27   28   50
CONECT   27   51
CONECT   28   29   30   31
CONECT   29   52   53   54
CONECT   30   55   56   57
END

HMDB0029868
     RDKit          3D
Mangostanol
 57 60  0  0  0  0  0  0  0  0999 V2000
    6.1105   -1.3884   -0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9846   -1.9705   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7073   -2.0370   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3046   -3.0560    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399   -4.0320    0.5185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -3.1158    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -2.1316    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0990   -2.1768    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949   -1.2716    0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -1.3997    1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2203   -0.4398    0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9210    0.6163   -0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    0.7508   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2945    1.7983   -1.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7027   -0.2086   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6024   -0.1612   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8983    0.7880   -1.5331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5434   -1.1077   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231   -1.0087   -1.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499    0.0406   -1.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540    1.2162   -1.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823    1.5620   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    0.9130    1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9704    2.8772   -0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747    1.6679   -0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0865    1.6516    0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1507    2.3590   -0.1020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5641    0.2418    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1218   -0.3991   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6751    0.2869    1.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5042   -0.5327    1.3216 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -1.9246   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2564   -0.3399   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2181   -1.5837    0.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9696   -4.7750    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -3.8992    1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5113   -2.2264    1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    2.5362   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0935   -0.4845   -2.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.2442   -2.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3700    1.9422   -2.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.5580    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287    0.7802    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -0.0643    1.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246    2.6429    0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444    3.4509    0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249    3.3668   -0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2108    1.5761   -1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4260    2.6900   -0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8870    2.1359    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7227    2.7268    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0352   -1.4919   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5374   -0.0266   -1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -0.0561   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3349    0.7442    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0090   -0.7707    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5221    0.9160    1.4099 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  2  0
 12 13  1  0
 13 14  1  0
 13 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
 12 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 31 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
 10 37  1  0
 14 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Mangostanol	HMDB
3-Isomangostin	MeSH, HMDB
Mangostanol	MeSH

Chemical Formula

C₂₄H₂₆O₇

Average Molecular Weight

426.459

Monoisotopic Molecular Weight

426.167853186

IUPAC Name

3,5,9-trihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,3,4,6-tetrahydro-1,11-dioxatetracen-6-one

Traditional Name

3,5,9-trihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-1,11-dioxatetracen-6-one

CAS Registry Number

184587-72-2

SMILES

COC1=C(O)C=C2OC3=C(C(O)=C4CC(O)C(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C

InChI Identifier

InChI=1S/C24H26O7/c1-11(2)6-7-12-19-16(9-14(25)23(12)29-5)30-17-10-15-13(21(27)20(17)22(19)28)8-18(26)24(3,4)31-15/h6,9-10,18,25-27H,7-8H2,1-5H3

InChI Key

KCMPFWGUVNEDHW-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
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Oxacycle
Polyol
Ether
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029868)

Cellular substructure

Membrane (HMDB: HMDB0029868)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029868)

Source

Endogenous

Endogenous (HMDB: HMDB0029868)

Plant

Plant (HMDB: HMDB0029868)

Exogenous

Food

Food (HMDB: HMDB0029868)

Fruit

Tropical fruit

Purple mangosteen (FooDB: FOOD00406)

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.011 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	0.013 g/L	ALOGPS
logP	3.74	ALOGPS
logP	4.52	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	116.28 m³·mol⁻¹	ChemAxon
Polarizability	45.77 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]+	198.733	31661259
DarkChem	[M-H]-	198.805	31661259
DeepCCS	[M+H]+	207.116	30932474
DeepCCS	[M-H]-	204.72	30932474
DeepCCS	[M-2H]-	237.686	30932474
DeepCCS	[M+Na]+	213.065	30932474
AllCCS	[M+H]+	203.0	32859911
AllCCS	[M+H-H2O]+	200.4	32859911
AllCCS	[M+NH4]+	205.4	32859911
AllCCS	[M+Na]+	206.0	32859911
AllCCS	[M-H]-	206.3	32859911
AllCCS	[M+Na-2H]-	206.6	32859911
AllCCS	[M+HCOO]-	207.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mangostanol	COC1=C(O)C=C2OC3=C(C(O)=C4CC(O)C(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C	4972.7	Standard polar	33892256
Mangostanol	COC1=C(O)C=C2OC3=C(C(O)=C4CC(O)C(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C	3604.6	Standard non polar	33892256
Mangostanol	COC1=C(O)C=C2OC3=C(C(O)=C4CC(O)C(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C	3798.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mangostanol,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC4=C(CC(O)C(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3495.1	Semi standard non polar	33892256
Mangostanol,1TMS,isomer #2	COC1=C(O)C=C2OC3=CC4=C(CC(O)C(C)(C)O4)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3511.4	Semi standard non polar	33892256
Mangostanol,1TMS,isomer #3	COC1=C(O)C=C2OC3=CC4=C(CC(O[Si](C)(C)C)C(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3510.0	Semi standard non polar	33892256
Mangostanol,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC4=C(CC(O)C(C)(C)O4)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3430.3	Semi standard non polar	33892256
Mangostanol,2TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2OC3=CC4=C(CC(O[Si](C)(C)C)C(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3397.2	Semi standard non polar	33892256
Mangostanol,2TMS,isomer #3	COC1=C(O)C=C2OC3=CC4=C(CC(O[Si](C)(C)C)C(C)(C)O4)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3415.1	Semi standard non polar	33892256
Mangostanol,3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC4=C(CC(O[Si](C)(C)C)C(C)(C)O4)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3393.2	Semi standard non polar	33892256
Mangostanol,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC4=C(CC(O)C(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3712.4	Semi standard non polar	33892256
Mangostanol,1TBDMS,isomer #2	COC1=C(O)C=C2OC3=CC4=C(CC(O)C(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3713.1	Semi standard non polar	33892256
Mangostanol,1TBDMS,isomer #3	COC1=C(O)C=C2OC3=CC4=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3719.8	Semi standard non polar	33892256
Mangostanol,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC4=C(CC(O)C(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3827.8	Semi standard non polar	33892256
Mangostanol,2TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC4=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3826.4	Semi standard non polar	33892256
Mangostanol,2TBDMS,isomer #3	COC1=C(O)C=C2OC3=CC4=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3836.4	Semi standard non polar	33892256
Mangostanol,3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC4=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3972.9	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 - Mangostanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-06r2-1029500000-fab03e3fbfbc548ebf83	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mangostanol GC-MS (3 TMS) - 70eV, Positive	splash10-004i-2010029000-25865e664ebbf2178289	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mangostanol 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 - Mangostanol 10V, Positive-QTOF	splash10-056r-1008900000-9dd084c3228972a1f5a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 20V, Positive-QTOF	splash10-0a4i-1009100000-243d9b73ae88eef279f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 40V, Positive-QTOF	splash10-01bi-5339000000-42bf827f1886d92c592b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 10V, Negative-QTOF	splash10-004i-0002900000-517dc737d374984c4850	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 20V, Negative-QTOF	splash10-0fmi-9006500000-6a5ee9b11b8eae04ebb4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 40V, Negative-QTOF	splash10-00fr-4159000000-2f13c980de46f02dded4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 10V, Negative-QTOF	splash10-004i-0000900000-ca34c21fe8eaf0f2b11c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 20V, Negative-QTOF	splash10-004i-0007900000-7a6cfdd76f8b8cda88bd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 40V, Negative-QTOF	splash10-00du-0019100000-78b25ab7103374dbb0c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 10V, Positive-QTOF	splash10-00b9-0009700000-8a24a9ff1d3ede61d471	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 20V, Positive-QTOF	splash10-0a6r-0009700000-3be2b7932665360ab278	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostanol 40V, Positive-QTOF	splash10-000l-2039100000-2a108680289c541dbbab	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001097

KNApSAcK ID

C00030722

Chemspider ID

8223666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10048103

PDB ID

Not Available

ChEBI ID

790705

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1811861

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 Mangostanol (HMDB0029868)

MOL for HMDB0029868 (Mangostanol)

3D MOL for HMDB0029868 (Mangostanol)

3D SDF for HMDB0029868 (Mangostanol)

3D-SDF for HMDB0029868 (Mangostanol)

PDB for HMDB0029868 (Mangostanol)

3D PDB for HMDB0029868 (Mangostanol)

SMILES for HMDB0029868 (Mangostanol)

INCHI for HMDB0029868 (Mangostanol)

Structure for HMDB0029868 (Mangostanol)

3D Structure for HMDB0029868 (Mangostanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra