NP-MRD: Showing NP-Card for Mangostanol (NP0045476)

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Record Information

Version

2.0

Created at

2022-03-17 19:20:37 UTC

Updated at

2022-03-17 19:20:37 UTC

NP-MRD ID

NP0045476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mangostanol

Description

Mangostanol, also known as 3-isomangostin, belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Mangostanol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Mangostanol has been detected, but not quantified in, fruits and purple mangosteens. This could make mangostanol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241208042D          

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

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -5.5958   -2.0265   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -1.6759    1.1377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806   -1.8002    1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754   -3.0070    1.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6960   -4.0636    1.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170   -3.1412    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112   -2.0655    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -2.1907    1.1562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3552   -1.1754    0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280   -1.3010    0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5877   -0.2734    0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293    0.9606    0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6615    1.1239    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0591    2.3182   -0.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8539    0.0474    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5251    0.2112    0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    1.3464    0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151   -0.8511    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6970   -0.7112    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2841    0.6049    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7863    0.7687   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9925    1.1992   -1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9071    1.5454   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4493    1.3420   -2.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    2.0405   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0638    1.4036   -1.0628 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9523    2.4205   -1.4299 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8105    0.3230   -0.3362 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4333   -0.5836   -1.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9331    0.9318    0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9681   -0.4257    0.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7522   -3.1400    0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5814   -1.5500   -0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874   -1.7698   -0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774   -4.9494    2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -4.0697    1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642   -2.2450    1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    3.1150   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8696    1.4763    0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2935    0.5351    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1297    0.5220   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2416    0.7077    0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8273    2.0369   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4090    2.3230    0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5196    2.4498   -2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4471    0.8802   -2.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771    0.9255   -3.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    2.3736    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5618    2.8602   -0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496    0.9899   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0940    2.3534   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8587    0.0612   -2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2401   -1.2180   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972   -1.2595   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5744    1.9042    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1910    0.2613    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8048    1.1310   -0.1998 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 15  2  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  6
 28 30  1  0
 28 31  1  0
 31 11  1  0
 11 10  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19  3  1  0
 18  7  1  0
 10  9  1  0
 11 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
 14 38  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  6
 27 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
 10 37  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
M  END


  Mrv0541 02241208042D          

 31 34  0  0  0  0            999 V2000
   -2.5419   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -1.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305   -1.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    0.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    0.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0305    0.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708   -1.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9708   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -1.9771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 13  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  1 24  1  0  0  0  0
 10 25  2  0  0  0  0
 14 26  1  0  0  0  0
 16 27  1  0  0  0  0
 16 28  1  0  0  0  0
 24 29  1  0  0  0  0
  2 30  1  0  0  0  0
 17 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045476

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
KCMPFWGUVNEDHW-UHFFFAOYSA-N

> <FORMULA>
C24H26O7

> <MOLECULAR_WEIGHT>
426.459

> <EXACT_MASS>
426.167853186

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.76611121377047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
4.522439302333332

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.71326606587167

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.831340404916679

> <JCHEM_PKA_STRONGEST_BASIC>
-3.336304158984124

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
116.2764

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.745  -1.381   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.745  -2.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.411  -3.691   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.077  -2.921   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.077  -1.381   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.411  -0.611   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.744  -3.691   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.590  -2.921   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.590  -1.381   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.744  -0.611   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.924  -3.691   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.257  -2.921   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.257  -1.381   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.924  -0.611   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.591  -3.691   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.925  -2.921   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.925  -1.381   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.591  -0.611   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.411   0.929   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.745   1.699   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.745   3.239   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.078   4.009   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.411   4.009   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.078  -0.611   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.744   0.929   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.924   0.929   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.412  -2.522   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.014  -4.009   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.412  -1.381   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.078  -3.691   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.258  -0.611   0.000  0.00  0.00           O+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1   19                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    5   25                                                  
CONECT   11    8   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13    9   26                                                  
CONECT   15   12   16                                                       
CONECT   16   15   17   27   28                                             
CONECT   17   16   18   31                                                  
CONECT   18   17   13                                                       
CONECT   19    6   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    1   29                                                       
CONECT   25   10                                                            
CONECT   26   14                                                            
CONECT   27   16                                                            
CONECT   28   16                                                            
CONECT   29   24                                                            
CONECT   30    2                                                            
CONECT   31   17                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₂₄H₂₆O₇

Average Mass

426.4590 Da

Monoisotopic Mass

426.16785 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

184587-72-2

SMILES

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

InChI Identifier

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

InChI Key

KCMPFWGUVNEDHW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Garcinia mangostana	FooDB	KNAPSACK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.74	ALOGPS
logP	4.52	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	116.28 m³·mol⁻¹	ChemAxon
Polarizability	45.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029868

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001097

KNApSAcK ID

C00030722

Chemspider ID

8223666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10048103

PDB ID

Not Available

ChEBI ID

790705

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Mangostanol (NP0045476)

MOL for NP0045476 (Mangostanol)

3D MOL for NP0045476 (Mangostanol)

3D SDF for NP0045476 (Mangostanol)

3D-SDF for NP0045476 (Mangostanol)

PDB for NP0045476 (Mangostanol)

3D PDB for NP0045476 (Mangostanol)

SMILES for NP0045476 (Mangostanol)

INCHI for NP0045476 (Mangostanol)

Structure for NP0045476 (Mangostanol)

3D Structure for NP0045476 (Mangostanol)