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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:49:07 UTC

Update Date

2022-03-07 02:54:38 UTC

HMDB ID

HMDB0035796

Secondary Accession Numbers

HMDB35796

Metabolite Identification

Common Name

alpha-Mangostin

Description

alpha-Mangostin, also known as mangostin, belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. alpha-Mangostin has been detected, but not quantified in, fruits. This could make alpha-mangostin a potential biomarker for the consumption of these foods. alpha-Mangostin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on alpha-Mangostin.

Structure

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


  Mrv1652309272007462D          

 30 32  0  0  0  0            999 V2000
10002.1585 9999.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8722 9999.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8722 9998.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1564 9997.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5901 9997.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7227 9999.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2892 9999.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.853910002.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.853910000.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.137310000.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.420610000.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.704010000.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4206 9999.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.590110000.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.305910000.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.590110002.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.718010002.0656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.003610001.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.003610000.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.718010000.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.292710002.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.578210001.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.578210000.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.292610000.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.866510001.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.866510000.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.155610002.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.441110001.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.441110000.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.155510000.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  2  0  0  0  0
 24 19  2  0  0  0  0
 22  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24  7  1  0  0  0  0
 20  6  2  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 25 27  2  0  0  0  0
 30 26  2  0  0  0  0
 26 14  1  0  0  0  0
 25 16  1  0  0  0  0
  1 30  1  0  0  0  0
 20 29  1  0  0  0  0
 17 28  1  0  0  0  0
M  END

HMDB0035796
     RDKit          3D
alpha-Mangostin
 56 58  0  0  0  0  0  0  0  0999 V2000
   -5.1601   -3.4866   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -2.1425   -0.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -1.6780   -0.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5968   -1.6144   -2.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6592   -2.0381   -3.1079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271   -1.1456   -2.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3943   -0.7325   -2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2873   -0.2833   -2.5395 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7186    0.1263   -1.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    0.5977   -2.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9452    1.0324   -1.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1171    1.5083   -2.2904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    1.0116   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0172    1.4748    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1134    0.4720    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3485    0.7503    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7894    2.0679   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3866   -0.3411    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    0.5369    0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061    0.5333    1.6827 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    0.1054   -0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4887   -0.3627    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215   -0.4107    1.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -0.7945   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -1.2693   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308   -1.3815    1.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6284   -0.2336    1.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0136    0.9186    1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598    1.4532    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.8410    2.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6252   -3.5146    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8642   -3.9708   -0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2365   -4.0967   -0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5069   -2.3779   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3222   -1.1039   -3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578    0.6279   -3.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657    1.5279   -3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514    1.5814    1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462    2.4589    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.5319    0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7840    2.0583   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9536    2.6908    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1046    2.6290   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -1.3374    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0073   -0.1958    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075   -0.2336   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158    0.2946    2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0678   -1.6241    2.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6561   -2.2976    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -0.4039    3.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4203    0.9759   -0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8051    1.6485   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2808    2.5220    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7249    1.3993    3.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528    1.9314    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2518    2.8270    2.4516 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  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
 25  3  1  0
 24  7  1  0
 21  9  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
 14 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
M  END


  Mrv1652309272007462D          

 30 32  0  0  0  0            999 V2000
10002.1585 9999.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8722 9999.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8722 9998.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1564 9997.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5901 9997.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7227 9999.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2892 9999.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.853910002.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.853910000.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.137310000.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.420610000.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.704010000.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4206 9999.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.590110000.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.305910000.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.590110002.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.718010002.0656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.003610001.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.003610000.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.718010000.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.292710002.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.578210001.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.578210000.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.292610000.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.866510001.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.866510000.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.155610002.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.441110001.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.441110000.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.155510000.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  2  0  0  0  0
 24 19  2  0  0  0  0
 22  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24  7  1  0  0  0  0
 20  6  2  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 25 27  2  0  0  0  0
 30 26  2  0  0  0  0
 26 14  1  0  0  0  0
 25 16  1  0  0  0  0
  1 30  1  0  0  0  0
 20 29  1  0  0  0  0
 17 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035796

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC=C(C)C)C2=C(OC3=CC(O)=C(CC=C(C)C)C(O)=C3C2=O)C=C1O

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

> <INCHI_KEY>
GNRIZKKCNOBBMO-UHFFFAOYSA-N

> <FORMULA>
C24H26O6

> <MOLECULAR_WEIGHT>
410.4596

> <EXACT_MASS>
410.172938564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.197552419701225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.41

> <JCHEM_LOGP>
5.998406988333334

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.9434027433958425

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.236240929314467

> <JCHEM_PKA_STRONGEST_BASIC>
-3.738117402425782

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
117.70779999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mangostin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035796
     RDKit          3D
alpha-Mangostin
 56 58  0  0  0  0  0  0  0  0999 V2000
   -5.1601   -3.4866   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -2.1425   -0.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -1.6780   -0.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5968   -1.6144   -2.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6592   -2.0381   -3.1079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271   -1.1456   -2.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3943   -0.7325   -2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2873   -0.2833   -2.5395 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7186    0.1263   -1.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    0.5977   -2.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9452    1.0324   -1.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1171    1.5083   -2.2904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    1.0116   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0172    1.4748    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1134    0.4720    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3485    0.7503    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7894    2.0679   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3866   -0.3411    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    0.5369    0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061    0.5333    1.6827 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    0.1054   -0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4887   -0.3627    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215   -0.4107    1.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -0.7945   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -1.2693   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308   -1.3815    1.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6284   -0.2336    1.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0136    0.9186    1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598    1.4532    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.8410    2.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6252   -3.5146    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8642   -3.9708   -0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2365   -4.0967   -0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5069   -2.3779   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3222   -1.1039   -3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578    0.6279   -3.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657    1.5279   -3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514    1.5814    1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462    2.4589    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.5319    0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7840    2.0583   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9536    2.6908    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1046    2.6290   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -1.3374    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0073   -0.1958    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075   -0.2336   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158    0.2946    2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0678   -1.6241    2.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6561   -2.2976    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -0.4039    3.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4203    0.9759   -0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8051    1.6485   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2808    2.5220    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7249    1.3993    3.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528    1.9314    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2518    2.8270    2.4516 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  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
 25  3  1  0
 24  7  1  0
 21  9  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
 14 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8670.6968665.894   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8672.0288665.122   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8672.0288663.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8670.6928662.805   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8673.3688662.805   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8668.0168665.894   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8665.3408665.894   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8662.6618670.528   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8662.6618667.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8661.3238668.209   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8659.9858667.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8658.6478668.209   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8659.9858665.894   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8673.3688667.439   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8674.7048668.209   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8673.3688670.528   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8668.0078670.522   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8666.6738669.753   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.6738668.213   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.0078667.443   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.3468670.522   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8664.0138669.752   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8664.0138668.212   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8665.3468667.442   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8672.0178669.753   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8672.0178668.213   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8670.6908670.522   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8669.3578669.752   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8669.3578668.213   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8670.6908667.443   0.000  0.00  0.00           C+0
CONECT    1    2   30                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6   20                                                            
CONECT    7   24                                                            
CONECT    8   22                                                            
CONECT    9   10   23                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   15   26                                                       
CONECT   15   14                                                            
CONECT   16   25                                                            
CONECT   17   18   28                                                       
CONECT   18   19   17   21                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19    6   29                                                  
CONECT   21   22   18                                                       
CONECT   22   21   23    8                                                  
CONECT   23   22   24    9                                                  
CONECT   24   23   19    7                                                  
CONECT   25   26   27   16                                                  
CONECT   26   25   30   14                                                  
CONECT   27   28   25                                                       
CONECT   28   27   29   17                                                  
CONECT   29   28   30   20                                                  
CONECT   30   29   26    1                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0035796
HETATM    1  C1  UNL     1      -5.160  -3.487  -0.001  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.911  -2.142  -0.330  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.750  -1.678  -0.925  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.597  -1.614  -2.279  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.659  -2.038  -3.108  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.427  -1.146  -2.811  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.394  -0.732  -2.005  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.287  -0.283  -2.539  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.719   0.126  -1.811  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.880   0.598  -2.436  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.945   1.032  -1.670  1.00  0.00           C  
HETATM   12  O4  UNL     1       4.117   1.508  -2.290  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.888   1.012  -0.310  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.017   1.475   0.548  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.113   0.472   0.589  1.00  0.00           C  
HETATM   16  C12 UNL     1       6.348   0.750   0.250  1.00  0.00           C  
HETATM   17  C13 UNL     1       6.789   2.068  -0.203  1.00  0.00           C  
HETATM   18  C14 UNL     1       7.387  -0.341   0.326  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.720   0.537   0.337  1.00  0.00           C  
HETATM   20  O5  UNL     1       1.706   0.533   1.683  1.00  0.00           O  
HETATM   21  C16 UNL     1       0.662   0.105  -0.436  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.489  -0.363   0.160  1.00  0.00           C  
HETATM   23  O6  UNL     1      -0.621  -0.411   1.390  1.00  0.00           O  
HETATM   24  C18 UNL     1      -1.543  -0.795  -0.623  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.723  -1.269  -0.048  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.931  -1.382   1.391  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.628  -0.234   1.974  1.00  0.00           C  
HETATM   28  C22 UNL     1      -4.014   0.919   1.484  1.00  0.00           C  
HETATM   29  C23 UNL     1      -3.860   1.453   0.131  1.00  0.00           C  
HETATM   30  C24 UNL     1      -4.732   1.841   2.497  1.00  0.00           C  
HETATM   31  H1  UNL     1      -5.625  -3.515   1.024  1.00  0.00           H  
HETATM   32  H2  UNL     1      -5.864  -3.971  -0.713  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.236  -4.097  -0.047  1.00  0.00           H  
HETATM   34  H4  UNL     1      -5.507  -2.378  -2.689  1.00  0.00           H  
HETATM   35  H5  UNL     1      -2.322  -1.104  -3.876  1.00  0.00           H  
HETATM   36  H6  UNL     1       1.958   0.628  -3.509  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.166   1.528  -3.309  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.651   1.581   1.591  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.346   2.459   0.153  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.827  -0.532   0.924  1.00  0.00           H  
HETATM   41  H11 UNL     1       7.784   2.058  -0.699  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.954   2.691   0.726  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.105   2.629  -0.837  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.902  -1.337   0.350  1.00  0.00           H  
HETATM   45  H15 UNL     1       8.007  -0.196   1.237  1.00  0.00           H  
HETATM   46  H16 UNL     1       8.007  -0.234  -0.581  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.116   0.295   2.389  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.068  -1.624   2.029  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.656  -2.298   1.567  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.875  -0.404   3.073  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.420   0.976  -0.667  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.805   1.649  -0.183  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.281   2.522   0.142  1.00  0.00           H  
HETATM   54  H24 UNL     1      -4.725   1.399   3.494  1.00  0.00           H  
HETATM   55  H25 UNL     1      -5.753   1.931   2.058  1.00  0.00           H  
HETATM   56  H26 UNL     1      -4.252   2.827   2.452  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5    6
CONECT    5   34
CONECT    6    7    7   35
CONECT    7    8   24
CONECT    8    9
CONECT    9   10   10   21
CONECT   10   11   36
CONECT   11   12   13   13
CONECT   12   37
CONECT   13   14   19
CONECT   14   15   38   39
CONECT   15   16   16   40
CONECT   16   17   18
CONECT   17   41   42   43
CONECT   18   44   45   46
CONECT   19   20   21   21
CONECT   20   47
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25   25
CONECT   25   26
CONECT   26   27   48   49
CONECT   27   28   28   50
CONECT   28   29   30
CONECT   29   51   52   53
CONECT   30   54   55   56
END

HMDB0035796
     RDKit          3D
alpha-Mangostin
 56 58  0  0  0  0  0  0  0  0999 V2000
   -5.1601   -3.4866   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -2.1425   -0.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -1.6780   -0.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5968   -1.6144   -2.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6592   -2.0381   -3.1079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271   -1.1456   -2.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3943   -0.7325   -2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2873   -0.2833   -2.5395 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7186    0.1263   -1.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    0.5977   -2.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9452    1.0324   -1.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1171    1.5083   -2.2904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    1.0116   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0172    1.4748    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1134    0.4720    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3485    0.7503    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7894    2.0679   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3866   -0.3411    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    0.5369    0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061    0.5333    1.6827 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    0.1054   -0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4887   -0.3627    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215   -0.4107    1.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -0.7945   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -1.2693   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308   -1.3815    1.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6284   -0.2336    1.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0136    0.9186    1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598    1.4532    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.8410    2.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6252   -3.5146    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8642   -3.9708   -0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2365   -4.0967   -0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5069   -2.3779   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3222   -1.1039   -3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578    0.6279   -3.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657    1.5279   -3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514    1.5814    1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462    2.4589    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.5319    0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7840    2.0583   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9536    2.6908    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1046    2.6290   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -1.3374    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0073   -0.1958    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075   -0.2336   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158    0.2946    2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0678   -1.6241    2.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6561   -2.2976    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -0.4039    3.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4203    0.9759   -0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8051    1.6485   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2808    2.5220    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7249    1.3993    3.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528    1.9314    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2518    2.8270    2.4516 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  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
 25  3  1  0
 24  7  1  0
 21  9  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
 14 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3,6-Trihydroxy-7-methoxy-2,8-diprenylxanthone	ChEBI
Mangostin	ChEBI
a-Mangostin	Generator
Α-mangostin	Generator
delta-Mangostin	MeSH
1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one	PhytoBank
1,3,6-Trihydroxy-7-methoxy-2,8-bis(3,3-dimethylallyl)xanthone	PhytoBank
1,3,6-Trihydroxy-7-methoxy-2,8-di(3-methyl-2-butenyl)xanthone	PhytoBank
7-O-Methyl-4-desprenylcostatin	PhytoBank
7-O-Methyl-gamma-mangostin	PhytoBank
7-O-Methyl-γ-mangostin	PhytoBank
alpha-Mangosten	PhytoBank
α-Mangosten	PhytoBank
alpha-Mangostin	PhytoBank

Chemical Formula

C₂₄H₂₆O₆

Average Molecular Weight

410.4596

Monoisotopic Molecular Weight

410.172938564

IUPAC Name

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

Traditional Name

mangostin

CAS Registry Number

6147-11-1

SMILES

COC1=C(O)C=C2OC3=C(C(O)=C(CC=C(C)C)C(O)=C3)C(=O)C2=C1CC=C(C)C

InChI Identifier

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

InChI Key

GNRIZKKCNOBBMO-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
2-prenylated xanthone
Chromone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Polyol
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:67547 )
phenols (CHEBI:67547 )
xanthones (CHEBI:67547 )
xanthenes (C10080 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035796)

Cellular substructure

Membrane (HMDB: HMDB0035796)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035796)

Source

Exogenous

Food

Food (HMDB: HMDB0035796)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0035796)

Not Available

Nutrient (HMDB: HMDB0035796)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	180 - 181 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0002 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	198.784	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001150

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0094 g/L	ALOGPS
logP	4.41	ALOGPS
logP	6	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.24	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	117.71 m³·mol⁻¹	ChemAxon
Polarizability	45.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	202.804	30932474
DeepCCS	[M-H]-	200.446	30932474
DeepCCS	[M-2H]-	233.653	30932474
DeepCCS	[M+Na]+	209.254	30932474
AllCCS	[M+H]+	200.0	32859911
AllCCS	[M+H-H2O]+	197.4	32859911
AllCCS	[M+NH4]+	202.5	32859911
AllCCS	[M+Na]+	203.2	32859911
AllCCS	[M-H]-	200.5	32859911
AllCCS	[M+Na-2H]-	200.6	32859911
AllCCS	[M+HCOO]-	200.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Mangostin	COC1=C(O)C=C2OC3=C(C(O)=C(CC=C(C)C)C(O)=C3)C(=O)C2=C1CC=C(C)C	5301.9	Standard polar	33892256
alpha-Mangostin	COC1=C(O)C=C2OC3=C(C(O)=C(CC=C(C)C)C(O)=C3)C(=O)C2=C1CC=C(C)C	3376.2	Standard non polar	33892256
alpha-Mangostin	COC1=C(O)C=C2OC3=C(C(O)=C(CC=C(C)C)C(O)=C3)C(=O)C2=C1CC=C(C)C	3556.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Mangostin,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(CC=C(C)C)C(O)=C3C(=O)C2=C1CC=C(C)C	3450.1	Semi standard non polar	33892256
alpha-Mangostin,1TMS,isomer #2	COC1=C(O)C=C2OC3=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3401.2	Semi standard non polar	33892256
alpha-Mangostin,1TMS,isomer #3	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O)=C3C(=O)C2=C1CC=C(C)C	3447.6	Semi standard non polar	33892256
alpha-Mangostin,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O)=C3C(=O)C2=C1CC=C(C)C	3354.5	Semi standard non polar	33892256
alpha-Mangostin,2TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3321.7	Semi standard non polar	33892256
alpha-Mangostin,2TMS,isomer #3	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3370.1	Semi standard non polar	33892256
alpha-Mangostin,3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3358.9	Semi standard non polar	33892256
alpha-Mangostin,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(CC=C(C)C)C(O)=C3C(=O)C2=C1CC=C(C)C	3654.5	Semi standard non polar	33892256
alpha-Mangostin,1TBDMS,isomer #2	COC1=C(O)C=C2OC3=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3615.8	Semi standard non polar	33892256
alpha-Mangostin,1TBDMS,isomer #3	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O)=C3C(=O)C2=C1CC=C(C)C	3656.5	Semi standard non polar	33892256
alpha-Mangostin,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O)=C3C(=O)C2=C1CC=C(C)C	3800.9	Semi standard non polar	33892256
alpha-Mangostin,2TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3754.0	Semi standard non polar	33892256
alpha-Mangostin,2TBDMS,isomer #3	COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3802.4	Semi standard non polar	33892256
alpha-Mangostin,3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1CC=C(C)C	3964.9	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 - alpha-Mangostin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-1029000000-1f5de86672681aa1c1ad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Mangostin GC-MS (3 TMS) - 70eV, Positive	splash10-03di-1010049000-bd703bc0125b88cf6119	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Mangostin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Mangostin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin LC-ESI-QTOF , negative-QTOF	splash10-0a4i-0002900000-9fe10fc927e3f564417b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin LC-ESI-QTOF , negative-QTOF	splash10-0a4i-0009400000-766493a9b0de25dca6a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin LC-ESI-QTOF , negative-QTOF	splash10-0udi-0029000000-d78e22a7f1e06b5d68dc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0009100000-1d0c9b543c5888459410	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 40V, Negative-QTOF	splash10-0udi-0029000000-d78e22a7f1e06b5d68dc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 20V, Negative-QTOF	splash10-0a4i-0009400000-766493a9b0de25dca6a5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 10V, Positive-QTOF	splash10-0a4i-0009100000-1d0c9b543c5888459410	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 10V, Negative-QTOF	splash10-0a4i-0001900000-c5659645a789b65ec369	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 40V, Negative-QTOF	splash10-0udi-0019000000-a6e5a02e80b8c47ed831	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 20V, Negative-QTOF	splash10-0a4i-0009800000-dbdc5519f5cf95fd0590	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 10V, Positive-QTOF	splash10-0a4i-0009400000-2bc6a3fe6db700e59952	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 20V, Positive-QTOF	splash10-0a4i-0009000000-7492218023ef475692bc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 10V, Negative-QTOF	splash10-0a4i-0000900000-69c6dbcbc7e2020b1cdc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Mangostin 40V, Positive-QTOF	splash10-006t-0093000000-25952350e4430a10772a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 10V, Positive-QTOF	splash10-03di-0009800000-ef2ac781d10f9aeeb2e0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 20V, Positive-QTOF	splash10-0cdi-2009100000-03c99065c50debccbeae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 40V, Positive-QTOF	splash10-00kr-5429000000-7e04558e502b49725cbb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 10V, Negative-QTOF	splash10-0a4i-0001900000-e652023559da770a8a01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 20V, Negative-QTOF	splash10-0a4i-0119800000-f5f14dafd0f7fac701e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 40V, Negative-QTOF	splash10-00b9-1967000000-0f3addd028fbb777973b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 10V, Negative-QTOF	splash10-0a4i-0000900000-d2c445cbedf3cebfa6b3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 20V, Negative-QTOF	splash10-0a4i-0007900000-0cfcf5aef061d6203026	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 40V, Negative-QTOF	splash10-056r-1139200000-a4c7bc0b28ff86858e8f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 10V, Positive-QTOF	splash10-0a4i-0049300000-f0c54c4043c089a72e2c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Mangostin 20V, Positive-QTOF	splash10-0a4i-0029000000-8f8679eb3fbff8768cbf	2021-09-24	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

Mangostin

METLIN ID

Not Available

PubChem Compound

5281650

PDB ID

Not Available

ChEBI ID

67547

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1751521

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 alpha-Mangostin (HMDB0035796)

MOL for HMDB0035796 (alpha-Mangostin)

3D MOL for HMDB0035796 (alpha-Mangostin)

3D SDF for HMDB0035796 (alpha-Mangostin)

3D-SDF for HMDB0035796 (alpha-Mangostin)

PDB for HMDB0035796 (alpha-Mangostin)

3D PDB for HMDB0035796 (alpha-Mangostin)

SMILES for HMDB0035796 (alpha-Mangostin)

INCHI for HMDB0035796 (alpha-Mangostin)

Structure for HMDB0035796 (alpha-Mangostin)

3D Structure for HMDB0035796 (alpha-Mangostin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra