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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:12:34 UTC

Update Date

2022-03-07 02:57:03 UTC

HMDB ID

HMDB0041521

Secondary Accession Numbers

HMDB41521

Metabolite Identification

Common Name

3-Isomangostin

Description

3-Isomangostin, also known as 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. 3-Isomangostin has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make 3-isomangostin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 3-Isomangostin.

Structure

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

  Mrv0541 05061312432D          

 30 33  0  0  0  0            999 V2000
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165    2.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    1.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
    6.4302    2.0625    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
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    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
    5.7158    2.4750    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
    5.7158    3.3000    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    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
    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  6  2  0  0  0  0
 13  8  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 13  2  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 23 15  2  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 24  9  1  0  0  0  0
 25 15  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  2  0  0  0  0
 28  5  1  0  0  0  0
 28 23  1  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
 30 16  1  0  0  0  0
 30 24  1  0  0  0  0
M  END

HMDB0041521
     RDKit          3D
3-Isomangostin
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.3991    2.1974   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    1.9158   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3091    1.8936   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185    3.1527    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    4.3032    0.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3589    3.2644    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120    2.1015   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7072    2.2194    0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.2214   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927    1.4167   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7784    0.3808   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2963   -0.8625   -0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.1001   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -2.3714   -0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0112   -0.0575   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2298   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751   -1.3761   -0.5079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1880    0.8557   -0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5971    0.7416   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099   -0.6165   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5714   -0.7729   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.3489    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6032   -1.8494    1.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7442   -1.4848    0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2324   -2.0092   -0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4959   -1.8109    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774   -0.4441    0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1992   -0.3868   -0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7339   -0.1079    1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531    0.5656   -0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3350    1.5618   -1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7686    3.2275   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880    2.0114   -2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497    4.2992    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    4.1986    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    2.4263    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7389   -2.8874   -0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8089   -1.2845    0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7478   -1.0723   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0680   -0.4556   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3514   -2.0684    2.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -1.0591    2.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -2.6943    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2868   -0.6612    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1102   -2.4560    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -1.5219   -0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4170   -2.2693   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117   -2.8939   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -2.0878    1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2438   -2.5491   -0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949    0.6783   -1.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127   -0.7679   -0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8850   -1.0339   -1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9028   -0.0330    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4482   -0.9018    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2161    0.8935    1.4553 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
 27 28  1  0
 27 29  1  0
 27 30  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 30 11  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
 14 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
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
M  END

  Mrv0541 05061312432D          

 30 33  0  0  0  0            999 V2000
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165    2.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    1.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
    6.4302    2.0625    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
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    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
    5.7158    2.4750    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
    5.7158    3.3000    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    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
    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  6  2  0  0  0  0
 13  8  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 13  2  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 23 15  2  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 24  9  1  0  0  0  0
 25 15  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  2  0  0  0  0
 28  5  1  0  0  0  0
 28 23  1  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
 30 16  1  0  0  0  0
 30 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041521

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2OC3=C(C(O)=C4CCC(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C

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

> <INCHI_KEY>
KJCDBAVVDILRMP-UHFFFAOYSA-N

> <FORMULA>
C24H26O6

> <MOLECULAR_WEIGHT>
410.4596

> <EXACT_MASS>
410.172938564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.13336419670492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
5.597342909333332

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.839595840652386

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.83298749142878

> <JCHEM_PKA_STRONGEST_BASIC>
-4.224591267251545

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
114.91489999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-isomangostin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041521
     RDKit          3D
3-Isomangostin
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.3991    2.1974   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    1.9158   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3091    1.8936   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185    3.1527    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    4.3032    0.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3589    3.2644    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120    2.1015   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7072    2.2194    0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.2214   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927    1.4167   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7784    0.3808   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2963   -0.8625   -0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.1001   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -2.3714   -0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0112   -0.0575   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2298   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751   -1.3761   -0.5079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1880    0.8557   -0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5971    0.7416   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099   -0.6165   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5714   -0.7729   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.3489    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6032   -1.8494    1.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7442   -1.4848    0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2324   -2.0092   -0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4959   -1.8109    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774   -0.4441    0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1992   -0.3868   -0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7339   -0.1079    1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531    0.5656   -0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3350    1.5618   -1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7686    3.2275   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880    2.0114   -2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497    4.2992    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    4.1986    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    2.4263    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7389   -2.8874   -0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8089   -1.2845    0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7478   -1.0723   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0680   -0.4556   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3514   -2.0684    2.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -1.0591    2.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -2.6943    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2868   -0.6612    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1102   -2.4560    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -1.5219   -0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4170   -2.2693   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117   -2.8939   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -2.0878    1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2438   -2.5491   -0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949    0.6783   -1.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127   -0.7679   -0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8850   -1.0339   -1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9028   -0.0330    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4482   -0.9018    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2161    0.8935    1.4553 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
 27 28  1  0
 27 29  1  0
 27 30  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 30 11  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
 14 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
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  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      12.003  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.151   4.887   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.141   3.173   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.671   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      14.671   6.930   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5   28                                                            
CONECT    6    7   12                                                       
CONECT    7    6   14                                                       
CONECT    8    9   13                                                       
CONECT    9    8   24                                                       
CONECT   10   15   17                                                       
CONECT   11   16   18                                                       
CONECT   12    1    2    6                                                  
CONECT   13    8   16   21                                                  
CONECT   14    7   19   23                                                  
CONECT   15   10   23   25                                                  
CONECT   16   11   13   30                                                  
CONECT   17   10   19   29                                                  
CONECT   18   11   20   29                                                  
CONECT   19   14   17   22                                                  
CONECT   20   18   21   22                                                  
CONECT   21   13   20   26                                                  
CONECT   22   19   20   27                                                  
CONECT   23   14   15   28                                                  
CONECT   24    3    4    9   30                                             
CONECT   25   15                                                            
CONECT   26   21                                                            
CONECT   27   22                                                            
CONECT   28    5   23                                                       
CONECT   29   17   18                                                       
CONECT   30   16   24                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0041521
HETATM    1  C1  UNL     1      -5.399   2.197  -1.347  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.677   1.916  -0.145  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.309   1.894  -0.109  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.718   3.153   0.092  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.460   4.303   0.241  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.359   3.264   0.147  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.612   2.102  -0.001  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.707   2.219   0.053  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.534   1.221  -0.067  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.893   1.417  -0.001  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.778   0.381  -0.125  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.296  -0.863  -0.318  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.925  -1.100  -0.392  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.526  -2.371  -0.587  1.00  0.00           O  
HETATM   15  C11 UNL     1       1.011  -0.058  -0.267  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.355  -0.230  -0.331  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.775  -1.376  -0.508  1.00  0.00           O  
HETATM   18  C13 UNL     1      -1.188   0.856  -0.198  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.597   0.742  -0.255  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.110  -0.616  -0.418  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.571  -0.773  -0.515  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.270  -1.349   0.479  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.603  -1.849   1.709  1.00  0.00           C  
HETATM   24  C19 UNL     1      -6.744  -1.485   0.336  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.232  -2.009  -0.457  1.00  0.00           C  
HETATM   26  C21 UNL     1       5.496  -1.811   0.329  1.00  0.00           C  
HETATM   27  C22 UNL     1       6.077  -0.444   0.203  1.00  0.00           C  
HETATM   28  C23 UNL     1       7.199  -0.387  -0.827  1.00  0.00           C  
HETATM   29  C24 UNL     1       6.734  -0.108   1.549  1.00  0.00           C  
HETATM   30  O6  UNL     1       5.153   0.566  -0.059  1.00  0.00           O  
HETATM   31  H1  UNL     1      -6.335   1.562  -1.382  1.00  0.00           H  
HETATM   32  H2  UNL     1      -5.769   3.227  -1.395  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.788   2.011  -2.250  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.450   4.299   0.226  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.839   4.199   0.297  1.00  0.00           H  
HETATM   36  H6  UNL     1       3.260   2.426   0.156  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.739  -2.887  -0.684  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.809  -1.284   0.444  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.748  -1.072  -1.408  1.00  0.00           H  
HETATM   40  H10 UNL     1      -5.068  -0.456  -1.418  1.00  0.00           H  
HETATM   41  H11 UNL     1      -5.351  -2.068   2.470  1.00  0.00           H  
HETATM   42  H12 UNL     1      -3.930  -1.059   2.154  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.925  -2.694   1.469  1.00  0.00           H  
HETATM   44  H14 UNL     1      -7.287  -0.661   0.847  1.00  0.00           H  
HETATM   45  H15 UNL     1      -7.110  -2.456   0.749  1.00  0.00           H  
HETATM   46  H16 UNL     1      -6.968  -1.522  -0.749  1.00  0.00           H  
HETATM   47  H17 UNL     1       4.417  -2.269  -1.522  1.00  0.00           H  
HETATM   48  H18 UNL     1       3.712  -2.894  -0.013  1.00  0.00           H  
HETATM   49  H19 UNL     1       5.332  -2.088   1.408  1.00  0.00           H  
HETATM   50  H20 UNL     1       6.244  -2.549  -0.048  1.00  0.00           H  
HETATM   51  H21 UNL     1       7.295   0.678  -1.144  1.00  0.00           H  
HETATM   52  H22 UNL     1       8.113  -0.768  -0.326  1.00  0.00           H  
HETATM   53  H23 UNL     1       6.885  -1.034  -1.670  1.00  0.00           H  
HETATM   54  H24 UNL     1       5.903  -0.033   2.278  1.00  0.00           H  
HETATM   55  H25 UNL     1       7.448  -0.902   1.846  1.00  0.00           H  
HETATM   56  H26 UNL     1       7.216   0.893   1.455  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   12   30
CONECT   12   13   25
CONECT   13   14   15   15
CONECT   14   37
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   47   48
CONECT   26   27   49   50
CONECT   27   28   29   30
CONECT   28   51   52   53
CONECT   29   54   55   56
END

HMDB0041521
     RDKit          3D
3-Isomangostin
 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.3991    2.1974   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    1.9158   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3091    1.8936   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185    3.1527    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    4.3032    0.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3589    3.2644    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120    2.1015   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7072    2.2194    0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.2214   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927    1.4167   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7784    0.3808   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2963   -0.8625   -0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.1001   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -2.3714   -0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0112   -0.0575   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2298   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751   -1.3761   -0.5079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1880    0.8557   -0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5971    0.7416   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099   -0.6165   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5714   -0.7729   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.3489    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6032   -1.8494    1.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7442   -1.4848    0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2324   -2.0092   -0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4959   -1.8109    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774   -0.4441    0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1992   -0.3868   -0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7339   -0.1079    1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531    0.5656   -0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3350    1.5618   -1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7686    3.2275   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880    2.0114   -2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497    4.2992    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    4.1986    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    2.4263    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7389   -2.8874   -0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8089   -1.2845    0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7478   -1.0723   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0680   -0.4556   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3514   -2.0684    2.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -1.0591    2.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -2.6943    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2868   -0.6612    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1102   -2.4560    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -1.5219   -0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4170   -2.2693   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117   -2.8939   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -2.0878    1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2438   -2.5491   -0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949    0.6783   -1.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127   -0.7679   -0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8850   -1.0339   -1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9028   -0.0330    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4482   -0.9018    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2161    0.8935    1.4553 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
 27 28  1  0
 27 29  1  0
 27 30  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 30 11  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
 14 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
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mangostanol	HMDB
3-Isomangostin	MeSH

Chemical Formula

C₂₄H₂₆O₆

Average Molecular Weight

410.4596

Monoisotopic Molecular Weight

410.172938564

IUPAC Name

5,9-dihydroxy-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-isomangostin

CAS Registry Number

19275-46-8

SMILES

COC1=C(O)C=C2OC3=C(C(O)=C4CCC(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C

InChI Identifier

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

InChI Key

KJCDBAVVDILRMP-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
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: HMDB0041521)
Cell membrane (HMDB: HMDB0041521)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041521)

Source

Exogenous

Exogenous (HMDB: HMDB0041521)

Food

Food (HMDB: HMDB0041521)

Fruit

Tropical fruit

Purple mangosteen (FooDB: FOOD00406)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041521)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041521)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	155 - 160 °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	0.0066 g/L	ALOGPS
logP	4.58	ALOGPS
logP	5.6	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-4.2	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	45.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	195.985	31661259
DarkChem	[M-H]-	196.198	31661259
DeepCCS	[M+H]+	206.536	30932474
DeepCCS	[M-H]-	204.178	30932474
DeepCCS	[M-2H]-	237.365	30932474
DeepCCS	[M+Na]+	212.629	30932474
AllCCS	[M+H]+	199.9	32859911
AllCCS	[M+H-H2O]+	197.3	32859911
AllCCS	[M+NH4]+	202.4	32859911
AllCCS	[M+Na]+	203.1	32859911
AllCCS	[M-H]-	201.6	32859911
AllCCS	[M+Na-2H]-	201.5	32859911
AllCCS	[M+HCOO]-	201.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Isomangostin	COC1=C(O)C=C2OC3=C(C(O)=C4CCC(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C	4754.6	Standard polar	33892256
3-Isomangostin	COC1=C(O)C=C2OC3=C(C(O)=C4CCC(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C	3526.5	Standard non polar	33892256
3-Isomangostin	COC1=C(O)C=C2OC3=C(C(O)=C4CCC(C)(C)OC4=C3)C(=O)C2=C1CC=C(C)C	3626.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Isomangostin,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC4=C(CCC(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3345.5	Semi standard non polar	33892256
3-Isomangostin,1TMS,isomer #2	COC1=C(O)C=C2OC3=CC4=C(CCC(C)(C)O4)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3357.2	Semi standard non polar	33892256
3-Isomangostin,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC4=C(CCC(C)(C)O4)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3294.3	Semi standard non polar	33892256
3-Isomangostin,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC4=C(CCC(C)(C)O4)C(O)=C3C(=O)C2=C1CC=C(C)C	3559.9	Semi standard non polar	33892256
3-Isomangostin,1TBDMS,isomer #2	COC1=C(O)C=C2OC3=CC4=C(CCC(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3559.7	Semi standard non polar	33892256
3-Isomangostin,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC4=C(CCC(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3692.5	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 - 3-Isomangostin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-1049000000-b47fbcb9f150cac5de2c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Isomangostin GC-MS (2 TMS) - 70eV, Positive	splash10-000f-2040390000-4fc9730624933073cad3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Isomangostin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-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 - 3-Isomangostin 10V, Positive-QTOF	splash10-03di-1009700000-0343c486b49322e085e1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 20V, Positive-QTOF	splash10-0a4i-1009000000-9a0e9fe8fc5502db1667	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 40V, Positive-QTOF	splash10-014r-5029000000-2c070242750816f9a2c0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 10V, Negative-QTOF	splash10-0a4i-0001900000-c3d03e42abbf9c75299c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 20V, Negative-QTOF	splash10-0pb9-0009500000-c8cd0036a31ef03d2525	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 40V, Negative-QTOF	splash10-0ac0-0259000000-1fd0518eeee27f0c37c1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 10V, Positive-QTOF	splash10-0bt9-0009700000-e7fcfcda8f235bd37b82	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 20V, Positive-QTOF	splash10-0bt9-0009400000-115a654584f442722f73	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 40V, Positive-QTOF	splash10-0f79-1049100000-d0c23ae091f4a71a6983	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 10V, Negative-QTOF	splash10-0a4i-0000900000-d2c445cbedf3cebfa6b3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 20V, Negative-QTOF	splash10-0a4i-0008900000-b14fe132598321e56cbe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isomangostin 40V, Negative-QTOF	splash10-014u-0049000000-e0950096724bb6edd7ca	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

FDB021497

KNApSAcK ID

C00034764

Chemspider ID

13077523

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13873655

PDB ID

MKU

ChEBI ID

Not Available

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 3-Isomangostin (HMDB0041521)

MOL for HMDB0041521 (3-Isomangostin)

3D MOL for HMDB0041521 (3-Isomangostin)

3D SDF for HMDB0041521 (3-Isomangostin)

3D-SDF for HMDB0041521 (3-Isomangostin)

PDB for HMDB0041521 (3-Isomangostin)

3D PDB for HMDB0041521 (3-Isomangostin)

SMILES for HMDB0041521 (3-Isomangostin)

INCHI for HMDB0041521 (3-Isomangostin)

Structure for HMDB0041521 (3-Isomangostin)

3D Structure for HMDB0041521 (3-Isomangostin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra