NP-MRD: Showing NP-Card for 1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone (NP0138347)

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Record Information

Version

1.0

Created at

2022-05-31 17:55:58 UTC

Updated at

2022-05-31 17:55:58 UTC

NP-MRD ID

NP0138347

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone

Description

1,5,8-Trihydroxy-3-methyl-2-prenylxanthone belongs to the class of organic compounds known as 2-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 2-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. 1,5,8-Trihydroxy-3-methyl-2-prenylxanthone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 1,5,8-Trihydroxy-3-methyl-2-prenylxanthone has been detected, but not quantified in, fruits. 1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone is found in Garcinia dulcis and Garcinia mangostana. This could make 1,5,8-trihydroxy-3-methyl-2-prenylxanthone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272007262D          

 25 27  0  0  0  0            999 V2000
 9999.3414 9999.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9103 9999.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.910310002.3950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7693 9999.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1987 9999.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.914510000.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6282 9999.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.343910000.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6282 9999.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.198710001.5700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.914510001.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.335510001.5696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.621110001.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.621110000.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3355 9999.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.910110001.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.195510001.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.195510000.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9100 9999.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.484210001.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.484210000.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.773210001.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.058710001.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.058710000.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7731 9999.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
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 17 18  2  0  0  0  0
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 12 13  1  0  0  0  0
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 19 14  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
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 24 25  1  0  0  0  0
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 25 21  2  0  0  0  0
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 12 23  1  0  0  0  0
 25  4  1  0  0  0  0
 21  5  1  0  0  0  0
 20 10  1  0  0  0  0
 16  3  1  0  0  0  0
 19  2  1  0  0  0  0
  1 15  2  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
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    1.7169   -2.5018   -1.3170 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7467   -1.6961   -0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428   -1.6282   -1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4807   -0.7943   -0.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326   -0.7399   -1.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6370    0.0455   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    0.0582   -0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3423   -0.7355   -2.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8637    0.8970   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5305    1.7155    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389    1.7147    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8724    2.5316    2.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3278    0.8757    0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333    0.8331    1.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6894    1.5598    1.9951 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2019   -0.0418    0.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2306    0.8071    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    1.4875   -0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779    1.2738    1.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6668   -3.3209   -2.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6549   -4.4507   -2.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422   -3.2459   -3.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609   -2.2423   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6821   -1.3634   -2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8843    0.9426   -0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2422    2.3736    1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4963    3.1476    2.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869    0.8527    2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746   -2.0404    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -0.5921    1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4663   -0.4857   -1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    2.5864   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7758    1.3752   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1776    1.1313   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2126    0.4523    2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2341    1.8417    1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411    1.9642    1.8759 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
  5 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
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 23 25  1  0
 17 15  1  0
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 14 12  2  0
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 11 10  2  0
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  8  9  1  0
  8  7  2  0
  7  6  1  0
 20  3  1  0
  7 14  1  0
  6  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
 19 34  1  0
 21 35  1  0
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 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
 13 33  1  0
 11 32  1  0
 10 31  1  0
  9 30  1  0
M  END


  Mrv1652309272007262D          

 25 27  0  0  0  0            999 V2000
 9999.3414 9999.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9103 9999.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.910310002.3950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7693 9999.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1987 9999.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.914510000.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6282 9999.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.343910000.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6282 9999.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.198710001.5700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.914510001.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.335510001.5696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.621110001.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.621110000.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3355 9999.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.910110001.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.195510001.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.195510000.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9100 9999.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.484210001.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.484210000.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.773210001.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.058710001.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.058710000.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7731 9999.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  2  0  0  0  0
 19 14  2  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
 20 22  2  0  0  0  0
 25 21  2  0  0  0  0
 15 24  1  0  0  0  0
 12 23  1  0  0  0  0
 25  4  1  0  0  0  0
 21  5  1  0  0  0  0
 20 10  1  0  0  0  0
 16  3  1  0  0  0  0
 19  2  1  0  0  0  0
  1 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0138347

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(O)C=CC(O)=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O6/c1-9(2)4-5-10-13(24-3)8-14-16(17(10)22)18(23)15-11(20)6-7-12(21)19(15)25-14/h4,6-8,20-22H,5H2,1-3H3

> <INCHI_KEY>
AAANZTDKTFGJLZ-UHFFFAOYSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.3426

> <EXACT_MASS>
342.110338308

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.693780806506055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5,8-trihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
4.919839989000001

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.5330619156437

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.890221414276168

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7798537815648587

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
93.46499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,5,8-trihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0    8665.4378664.977   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8662.7668664.977   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8662.7668671.137   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8668.1038664.977   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8670.7718666.517   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8672.1078667.287   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8673.4398666.517   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8674.7758667.287   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8673.4398664.977   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8670.7718669.597   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8672.1078668.825   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8665.4268669.597   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8664.0938668.827   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.0938667.287   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.4268666.517   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8662.7668669.596   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8661.4328668.826   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8661.4328667.286   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8662.7658666.516   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8669.4378668.827   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.4378667.287   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.1108669.596   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8666.7768668.826   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8666.7768667.287   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8668.1108666.516   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   19                                                            
CONECT    3   16                                                            
CONECT    4   25                                                            
CONECT    5    6   21                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   11   20                                                       
CONECT   11   10                                                            
CONECT   12   13   23                                                       
CONECT   13   14   12   16                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   24    1                                                  
CONECT   16   17   13    3                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14    2                                                  
CONECT   20   21   22   10                                                  
CONECT   21   20   25    5                                                  
CONECT   22   23   20                                                       
CONECT   23   22   24   12                                                  
CONECT   24   23   25   15                                                  
CONECT   25   24   21    4                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
1,5,8-Trihydroxy-3-methoxy-2-(3-methyl-2-buten-1-yl)-9H-xanthen-9-one	PhytoBank
1,5,8-Trihydroxy-3-methoxy-2-(3-methyl-2-butenyl) xanthone	PhytoBank

Chemical Formula

C₁₉H₁₈O₆

Average Mass

342.3426 Da

Monoisotopic Mass

342.11034 Da

IUPAC Name

1,5,8-trihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

1,5,8-trihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

110187-11-6

SMILES

COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(O)C=CC(O)=C1O2

InChI Identifier

InChI=1S/C19H18O6/c1-9(2)4-5-10-13(24-3)8-14-16(17(10)22)18(23)15-11(20)6-7-12(21)19(15)25-14/h4,6-8,20-22H,5H2,1-3H3

InChI Key

AAANZTDKTFGJLZ-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 dulcis	LOTUS Database	35616633
Garcinia mangostana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 2-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

2-prenylated xanthones

Alternative Parents

Substituents

2-prenylated xanthone
Chromone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Polyol
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.38	ALOGPS
logP	4.92	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.89	ChemAxon
pKa (Strongest Basic)	-3.8	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	3	ChemAxon
Refractivity	93.46 m³·mol⁻¹	ChemAxon
Polarizability	35.69 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	No	ChemAxon

External Links

HMDB ID

HMDB0034182

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012475

KNApSAcK ID

Not Available

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

14162674

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone (NP0138347)

MOL for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

3D MOL for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

3D SDF for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

3D-SDF for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

PDB for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

3D PDB for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

SMILES for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

INCHI for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

Structure for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)

3D Structure for NP0138347 (1,5,8-Trihydroxy-3-methoxy-2-prenylxanthone)