Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:27:20 UTC

Update Date

2022-03-07 02:56:23 UTC

HMDB ID

HMDB0039912

Secondary Accession Numbers

HMDB39912

Metabolite Identification

Common Name

Mangostenol

Description

Mangostenol 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. Based on a literature review very few articles have been published on Mangostenol.

Structure

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


  Mrv1652309272006312D          

 31 33  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  2  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
 9997.137310001.6540    0.0000 O   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  1  0  0  0  0
 10 14  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 15 16  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 18 19  1  0  0  0  0
 19 22  2  0  0  0  0
 25 20  2  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 26 28  2  0  0  0  0
 31 27  2  0  0  0  0
 21 30  1  0  0  0  0
 18 29  1  0  0  0  0
 27 15  1  0  0  0  0
 26 17  1  0  0  0  0
 23  8  1  0  0  0  0
 24  9  1  0  0  0  0
 25  7  1  0  0  0  0
 21  6  2  0  0  0  0
  1 31  1  0  0  0  0
M  END

HMDB0039912
     RDKit          3D
Mangostenol
 57 59  0  0  0  0  0  0  0  0999 V2000
    6.9057    1.2703   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017    0.2351   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1679   -0.3361   -2.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1228   -0.3618   -0.4742 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2517   -0.2655   -1.5727 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831    0.3494    0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974   -0.3009    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2904   -1.4984    1.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5276   -2.0067    2.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1441   -2.1642    2.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858   -1.6541    1.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -2.2573    2.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -1.7868    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5502   -2.4771    2.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7978   -1.9461    1.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374   -2.6053    2.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.7741    1.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565   -0.2777    0.9458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8928    0.5871    1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7916   -0.0712    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    1.1793    0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1357    0.9367   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1500    1.3797   -2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2601    2.1975   -1.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803    1.0835   -3.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -0.5909    1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.0550    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671    1.1263    0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -0.4780    1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    0.2207    0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    1.3839    0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630    1.7232   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4019    1.7126    0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0507    0.2863   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5129   -0.4388   -2.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5224   -1.3545   -1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2727   -1.4277   -0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2690    0.6884   -1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4056    1.4267    0.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1665    0.2042    1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828   -2.8695    2.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2071   -3.0888    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4231   -3.3866    2.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8335   -2.2411    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1580    1.0630    2.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3478    1.4018    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6139    0.0565    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749    2.0385    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0069    1.5272    0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3837    0.3467   -1.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7256    2.8108   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    2.8660   -0.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0953    1.5502   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2346    2.0468   -4.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3127    0.6821   -3.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.3296   -3.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350    1.8941   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 20 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30  7  1  0
 29 11  1  0
 26 13  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  6 39  1  0
  6 40  1  0
  9 41  1  0
 10 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 31 57  1  0
M  END


  Mrv1652309272006312D          

 31 33  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  2  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
 9997.137310001.6540    0.0000 O   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  1  0  0  0  0
 10 14  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 15 16  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 18 19  1  0  0  0  0
 19 22  2  0  0  0  0
 25 20  2  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 26 28  2  0  0  0  0
 31 27  2  0  0  0  0
 21 30  1  0  0  0  0
 18 29  1  0  0  0  0
 27 15  1  0  0  0  0
 26 17  1  0  0  0  0
 23  8  1  0  0  0  0
 24  9  1  0  0  0  0
 25  7  1  0  0  0  0
 21  6  2  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039912

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC=C(C)C)C2=C(OC3=CC(O)=C(C[C@@H](O)C(C)=C)C(O)=C3C2=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O7/c1-11(2)6-7-13-20-18(10-17(27)24(13)30-5)31-19-9-16(26)14(8-15(25)12(3)4)22(28)21(19)23(20)29/h6,9-10,15,25-28H,3,7-8H2,1-2,4-5H3/t15-/m1/s1

> <INCHI_KEY>
ATOPEAUOJODWMN-OAHLLOKOSA-N

> <FORMULA>
C24H26O7

> <MOLECULAR_WEIGHT>
426.465

> <EXACT_MASS>
426.167853177

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.84128704274347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
4.825529591666667

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.070770728040424

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.470295539442416

> <JCHEM_PKA_STRONGEST_BASIC>
-3.053028375219407

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
118.15079999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3,6-trihydroxy-2-[(2R)-2-hydroxy-3-methylbut-3-en-1-yl]-7-methoxy-8-(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039912
     RDKit          3D
Mangostenol
 57 59  0  0  0  0  0  0  0  0999 V2000
    6.9057    1.2703   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017    0.2351   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1679   -0.3361   -2.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1228   -0.3618   -0.4742 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2517   -0.2655   -1.5727 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831    0.3494    0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974   -0.3009    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2904   -1.4984    1.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5276   -2.0067    2.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1441   -2.1642    2.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858   -1.6541    1.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -2.2573    2.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -1.7868    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5502   -2.4771    2.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7978   -1.9461    1.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374   -2.6053    2.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.7741    1.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565   -0.2777    0.9458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8928    0.5871    1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7916   -0.0712    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    1.1793    0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1357    0.9367   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1500    1.3797   -2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2601    2.1975   -1.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803    1.0835   -3.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -0.5909    1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.0550    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671    1.1263    0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -0.4780    1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    0.2207    0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    1.3839    0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630    1.7232   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4019    1.7126    0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0507    0.2863   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5129   -0.4388   -2.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5224   -1.3545   -1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2727   -1.4277   -0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2690    0.6884   -1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4056    1.4267    0.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1665    0.2042    1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828   -2.8695    2.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2071   -3.0888    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4231   -3.3866    2.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8335   -2.2411    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1580    1.0630    2.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3478    1.4018    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6139    0.0565    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749    2.0385    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0069    1.5272    0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3837    0.3467   -1.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7256    2.8108   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    2.8660   -0.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0953    1.5502   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2346    2.0468   -4.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3127    0.6821   -3.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.3296   -3.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350    1.8941   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 20 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30  7  1  0
 29 11  1  0
 26 13  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  6 39  1  0
  6 40  1  0
  9 41  1  0
 10 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 31 57  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    8661.3238669.754   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8673.3688667.439   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8674.7048668.209   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8673.3688670.528   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8668.0078670.522   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8666.6738669.753   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.6738668.213   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.0078667.443   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8665.3468670.522   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8664.0138669.752   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8664.0138668.212   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8665.3468667.442   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8672.0178669.753   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8672.0178668.213   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8670.6908670.522   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8669.3578669.752   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8669.3578668.213   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8670.6908667.443   0.000  0.00  0.00           C+0
CONECT    1    2   31                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6   21                                                            
CONECT    7   25                                                            
CONECT    8   23                                                            
CONECT    9   10   24                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10                                                            
CONECT   15   16   27                                                       
CONECT   16   15                                                            
CONECT   17   26                                                            
CONECT   18   19   29                                                       
CONECT   19   20   18   22                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   30    6                                                  
CONECT   22   23   19                                                       
CONECT   23   22   24    8                                                  
CONECT   24   23   25    9                                                  
CONECT   25   24   20    7                                                  
CONECT   26   27   28   17                                                  
CONECT   27   26   31   15                                                  
CONECT   28   29   26                                                       
CONECT   29   28   30   18                                                  
CONECT   30   29   31   21                                                  
CONECT   31   30   27    1                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0039912
HETATM    1  C1  UNL     1       6.906   1.270  -0.267  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.402   0.235  -0.889  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.168  -0.336  -2.046  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.123  -0.362  -0.474  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.252  -0.266  -1.573  1.00  0.00           O  
HETATM    6  C5  UNL     1       4.483   0.349   0.689  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.197  -0.301   1.064  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.290  -1.498   1.782  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.528  -2.007   2.102  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.144  -2.164   2.166  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.886  -1.654   1.845  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.221  -2.257   2.193  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.421  -1.787   1.896  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.550  -2.477   2.293  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.798  -1.946   1.958  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.937  -2.605   2.336  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.905  -0.774   1.257  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.156  -0.278   0.946  1.00  0.00           O  
HETATM   19  C14 UNL     1      -5.893   0.587   1.773  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.792  -0.071   0.852  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.948   1.179   0.059  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.136   0.937  -1.366  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.150   1.380  -2.063  1.00  0.00           C  
HETATM   24  C19 UNL     1      -5.260   2.198  -1.504  1.00  0.00           C  
HETATM   25  C20 UNL     1      -4.280   1.083  -3.537  1.00  0.00           C  
HETATM   26  C21 UNL     1      -1.529  -0.591   1.180  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.398   0.055   0.806  1.00  0.00           C  
HETATM   28  O6  UNL     1      -0.467   1.126   0.160  1.00  0.00           O  
HETATM   29  C23 UNL     1       0.844  -0.478   1.140  1.00  0.00           C  
HETATM   30  C24 UNL     1       1.964   0.221   0.736  1.00  0.00           C  
HETATM   31  O7  UNL     1       1.823   1.384   0.036  1.00  0.00           O  
HETATM   32  H1  UNL     1       7.863   1.723  -0.568  1.00  0.00           H  
HETATM   33  H2  UNL     1       6.402   1.713   0.563  1.00  0.00           H  
HETATM   34  H3  UNL     1       8.051   0.286  -2.282  1.00  0.00           H  
HETATM   35  H4  UNL     1       6.513  -0.439  -2.934  1.00  0.00           H  
HETATM   36  H5  UNL     1       7.522  -1.354  -1.725  1.00  0.00           H  
HETATM   37  H6  UNL     1       5.273  -1.428  -0.223  1.00  0.00           H  
HETATM   38  H7  UNL     1       4.269   0.688  -1.850  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.406   1.427   0.540  1.00  0.00           H  
HETATM   40  H9  UNL     1       5.167   0.204   1.555  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.583  -2.870   2.620  1.00  0.00           H  
HETATM   42  H11 UNL     1       2.207  -3.089   2.721  1.00  0.00           H  
HETATM   43  H12 UNL     1      -2.423  -3.387   2.839  1.00  0.00           H  
HETATM   44  H13 UNL     1      -5.834  -2.241   2.105  1.00  0.00           H  
HETATM   45  H14 UNL     1      -5.158   1.063   2.468  1.00  0.00           H  
HETATM   46  H15 UNL     1      -6.348   1.402   1.198  1.00  0.00           H  
HETATM   47  H16 UNL     1      -6.614   0.057   2.424  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.375   2.039   0.376  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.007   1.527   0.397  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.384   0.347  -1.892  1.00  0.00           H  
HETATM   51  H20 UNL     1      -5.726   2.811  -2.319  1.00  0.00           H  
HETATM   52  H21 UNL     1      -4.975   2.866  -0.690  1.00  0.00           H  
HETATM   53  H22 UNL     1      -6.095   1.550  -1.147  1.00  0.00           H  
HETATM   54  H23 UNL     1      -4.235   2.047  -4.072  1.00  0.00           H  
HETATM   55  H24 UNL     1      -5.313   0.682  -3.728  1.00  0.00           H  
HETATM   56  H25 UNL     1      -3.572   0.330  -3.878  1.00  0.00           H  
HETATM   57  H26 UNL     1       2.635   1.894  -0.264  1.00  0.00           H  
CONECT    1    2    2   32   33
CONECT    2    3    4
CONECT    3   34   35   36
CONECT    4    5    6   37
CONECT    5   38
CONECT    6    7   39   40
CONECT    7    8    8   30
CONECT    8    9   10
CONECT    9   41
CONECT   10   11   11   42
CONECT   11   12   29
CONECT   12   13
CONECT   13   14   14   26
CONECT   14   15   43
CONECT   15   16   17   17
CONECT   16   44
CONECT   17   18   20
CONECT   18   19
CONECT   19   45   46   47
CONECT   20   21   26   26
CONECT   21   22   48   49
CONECT   22   23   23   50
CONECT   23   24   25
CONECT   24   51   52   53
CONECT   25   54   55   56
CONECT   26   27
CONECT   27   28   28   29
CONECT   29   30   30
CONECT   30   31
CONECT   31   57
END

HMDB0039912
     RDKit          3D
Mangostenol
 57 59  0  0  0  0  0  0  0  0999 V2000
    6.9057    1.2703   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017    0.2351   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1679   -0.3361   -2.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1228   -0.3618   -0.4742 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2517   -0.2655   -1.5727 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831    0.3494    0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974   -0.3009    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2904   -1.4984    1.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5276   -2.0067    2.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1441   -2.1642    2.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858   -1.6541    1.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -2.2573    2.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -1.7868    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5502   -2.4771    2.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7978   -1.9461    1.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374   -2.6053    2.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.7741    1.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565   -0.2777    0.9458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8928    0.5871    1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7916   -0.0712    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    1.1793    0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1357    0.9367   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1500    1.3797   -2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2601    2.1975   -1.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803    1.0835   -3.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -0.5909    1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.0550    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671    1.1263    0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -0.4780    1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    0.2207    0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    1.3839    0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630    1.7232   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4019    1.7126    0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0507    0.2863   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5129   -0.4388   -2.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5224   -1.3545   -1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2727   -1.4277   -0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2690    0.6884   -1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4056    1.4267    0.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1665    0.2042    1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828   -2.8695    2.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2071   -3.0888    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4231   -3.3866    2.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8335   -2.2411    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1580    1.0630    2.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3478    1.4018    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6139    0.0565    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749    2.0385    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0069    1.5272    0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3837    0.3467   -1.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7256    2.8108   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    2.8660   -0.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0953    1.5502   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2346    2.0468   -4.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3127    0.6821   -3.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.3296   -3.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350    1.8941   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 20 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30  7  1  0
 29 11  1  0
 26 13  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  1
  5 38  1  0
  6 39  1  0
  6 40  1  0
  9 41  1  0
 10 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 31 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆O₇

Average Molecular Weight

426.465

Monoisotopic Molecular Weight

426.167853177

IUPAC Name

1,3,6-trihydroxy-2-[(2R)-2-hydroxy-3-methylbut-3-en-1-yl]-7-methoxy-8-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

1,3,6-trihydroxy-2-[(2R)-2-hydroxy-3-methylbut-3-en-1-yl]-7-methoxy-8-(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

437711-43-8

SMILES

COC1=C(CC=C(C)C)C2=C(OC3=CC(O)=C(C[C@@H](O)C(C)=C)C(O)=C3C2=O)C=C1O

InChI Identifier

InChI=1S/C24H26O7/c1-11(2)6-7-13-20-18(10-17(27)24(13)30-5)31-19-9-16(26)14(8-15(25)12(3)4)22(28)21(19)23(20)29/h6,9-10,15,25-28H,3,7-8H2,1-2,4-5H3/t15-/m1/s1

InChI Key

ATOPEAUOJODWMN-OAHLLOKOSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

2-prenylated xanthone
8-prenylated xanthone
Chromone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
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: HMDB0039912)

Cellular substructure

Membrane (HMDB: HMDB0039912)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039912)

Source

Exogenous

Food

Food (HMDB: HMDB0039912)

Fruit

Tropical fruit

Purple mangosteen (FooDB: FOOD00406)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0039912)

Not Available

Nutrient (HMDB: HMDB0039912)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	157 - 159 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0092 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	0.029 g/L	ALOGPS
logP	3.39	ALOGPS
logP	4.83	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.47	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118.15 m³·mol⁻¹	ChemAxon
Polarizability	45.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	206.318	30932474
DeepCCS	[M-H]-	203.922	30932474
DeepCCS	[M-2H]-	236.806	30932474
DeepCCS	[M+Na]+	212.23	30932474
AllCCS	[M+H]+	200.2	32859911
AllCCS	[M+H-H2O]+	198.1	32859911
AllCCS	[M+NH4]+	202.2	32859911
AllCCS	[M+Na]+	202.7	32859911
AllCCS	[M-H]-	201.4	32859911
AllCCS	[M+Na-2H]-	201.1	32859911
AllCCS	[M+HCOO]-	200.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mangostenol	COC1=C(CC=C(C)C)C2=C(OC3=CC(O)=C(C[C@@H](O)C(C)=C)C(O)=C3C2=O)C=C1O	5612.7	Standard polar	33892256
Mangostenol	COC1=C(CC=C(C)C)C2=C(OC3=CC(O)=C(C[C@@H](O)C(C)=C)C(O)=C3C2=O)C=C1O	3429.6	Standard non polar	33892256
Mangostenol	COC1=C(CC=C(C)C)C2=C(OC3=CC(O)=C(C[C@@H](O)C(C)=C)C(O)=C3C2=O)C=C1O	3804.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mangostenol,1TMS,isomer #1	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O	3510.1	Semi standard non polar	33892256
Mangostenol,1TMS,isomer #2	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C	3477.9	Semi standard non polar	33892256
Mangostenol,1TMS,isomer #3	C=C(C)[C@H](O)CC1=C(O)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3475.8	Semi standard non polar	33892256
Mangostenol,1TMS,isomer #4	C=C(C)[C@H](O)CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O	3522.5	Semi standard non polar	33892256
Mangostenol,2TMS,isomer #1	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C	3416.6	Semi standard non polar	33892256
Mangostenol,2TMS,isomer #2	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O	3412.2	Semi standard non polar	33892256
Mangostenol,2TMS,isomer #3	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3437.4	Semi standard non polar	33892256
Mangostenol,2TMS,isomer #4	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C	3404.8	Semi standard non polar	33892256
Mangostenol,2TMS,isomer #5	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C)O[Si](C)(C)C	3383.5	Semi standard non polar	33892256
Mangostenol,2TMS,isomer #6	C=C(C)[C@H](O)CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3385.2	Semi standard non polar	33892256
Mangostenol,3TMS,isomer #1	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C	3378.8	Semi standard non polar	33892256
Mangostenol,3TMS,isomer #2	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C)O[Si](C)(C)C	3418.3	Semi standard non polar	33892256
Mangostenol,3TMS,isomer #3	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3404.6	Semi standard non polar	33892256
Mangostenol,3TMS,isomer #4	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C)O[Si](C)(C)C	3351.4	Semi standard non polar	33892256
Mangostenol,4TMS,isomer #1	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C)O[Si](C)(C)C	3419.4	Semi standard non polar	33892256
Mangostenol,1TBDMS,isomer #1	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O	3722.2	Semi standard non polar	33892256
Mangostenol,1TBDMS,isomer #2	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C(C)(C)C	3735.7	Semi standard non polar	33892256
Mangostenol,1TBDMS,isomer #3	C=C(C)[C@H](O)CC1=C(O)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3691.4	Semi standard non polar	33892256
Mangostenol,1TBDMS,isomer #4	C=C(C)[C@H](O)CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O	3747.8	Semi standard non polar	33892256
Mangostenol,2TBDMS,isomer #1	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C(C)(C)C	3902.9	Semi standard non polar	33892256
Mangostenol,2TBDMS,isomer #2	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O	3874.2	Semi standard non polar	33892256
Mangostenol,2TBDMS,isomer #3	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3859.6	Semi standard non polar	33892256
Mangostenol,2TBDMS,isomer #4	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C(C)(C)C	3913.4	Semi standard non polar	33892256
Mangostenol,2TBDMS,isomer #5	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3844.8	Semi standard non polar	33892256
Mangostenol,2TBDMS,isomer #6	C=C(C)[C@H](O)CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3822.3	Semi standard non polar	33892256
Mangostenol,3TBDMS,isomer #1	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O)O[Si](C)(C)C(C)(C)C	4060.0	Semi standard non polar	33892256
Mangostenol,3TBDMS,isomer #2	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4042.3	Semi standard non polar	33892256
Mangostenol,3TBDMS,isomer #3	C=C(C)[C@H](O)CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	4023.2	Semi standard non polar	33892256
Mangostenol,3TBDMS,isomer #4	C=C(C)[C@@H](CC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3982.8	Semi standard non polar	33892256
Mangostenol,4TBDMS,isomer #1	C=C(C)[C@@H](CC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(CC=C(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4185.2	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 - Mangostenol 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 - Mangostenol 10V, Positive-QTOF	splash10-056r-0004900000-e73c7dba4bd3f5cbec5d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostenol 20V, Positive-QTOF	splash10-0zfr-0029100000-55a8a921c04436965172	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostenol 40V, Positive-QTOF	splash10-000i-2098000000-8647c797c36d2bc0c47d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostenol 10V, Negative-QTOF	splash10-004i-0000900000-ca34c21fe8eaf0f2b11c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostenol 20V, Negative-QTOF	splash10-0a70-0009500000-08e802748e802a0960fc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mangostenol 40V, Negative-QTOF	splash10-00dr-1039100000-6cc4f2fb4956abc12387	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

Not Available

KNApSAcK ID

C00035339

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1880801

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 Mangostenol (HMDB0039912)

MOL for HMDB0039912 (Mangostenol)

3D MOL for HMDB0039912 (Mangostenol)

3D SDF for HMDB0039912 (Mangostenol)

3D-SDF for HMDB0039912 (Mangostenol)

PDB for HMDB0039912 (Mangostenol)

3D PDB for HMDB0039912 (Mangostenol)

SMILES for HMDB0039912 (Mangostenol)

INCHI for HMDB0039912 (Mangostenol)

Structure for HMDB0039912 (Mangostenol)

3D Structure for HMDB0039912 (Mangostenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra