NP-MRD: Showing NP-Card for 1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone (NP0030933)

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Record Information

Version

2.0

Created at

2021-06-19 22:09:20 UTC

Updated at

2021-06-29 23:59:13 UTC

NP-MRD ID

NP0030933

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone

Provided By

JEOL Database JEOL Logo

Description

1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone is found in Garcinia xanthochymus. 1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone was first documented in 2003 (Chanmahasathien, W., et al.). Based on a literature review very few articles have been published on 1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100093D          

 43 45  0  0  0  0            999 V2000
    3.0097   -0.6953   -2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838   -0.2771   -3.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.3500   -2.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.7925   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774    1.8647   -2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9448    0.8691   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713    2.1105   -0.7859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1188    3.0434    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    3.3151    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.6900    2.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    4.3079    2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951   -0.2400   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.3946   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -2.5627    0.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -2.5701    1.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -3.7478    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946   -4.9055    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -5.0305    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -6.0072    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8956   -7.1441    1.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -5.9719   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9777   -4.8114   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1869   -3.6972   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3498   -2.5988   -1.6692 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142   -1.4673   -1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989   -0.1293   -3.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738   -0.4914   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1394   -1.7555   -3.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.5780   -3.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    1.8176   -0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9260    2.6486   -1.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    3.5603   -0.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086    2.2154    3.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    1.9212    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3892    3.4566    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655    5.1277    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042    3.8218    3.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249    4.7458    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -0.2074    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466   -4.1785    2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -6.9416    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -6.8417   -0.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -4.7795   -2.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0  0  0  0
 25  3  2  0  0  0  0
 21 19  1  0  0  0  0
  4  6  2  0  0  0  0
 19 17  2  0  0  0  0
 17 16  1  0  0  0  0
 14 15  2  0  0  0  0
 13 14  1  0  0  0  0
 17 18  1  0  0  0  0
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  6 12  1  0  0  0  0
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 20 41  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    3.0097   -0.6953   -2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838   -0.2771   -3.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.3500   -2.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.7925   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774    1.8647   -2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9448    0.8691   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713    2.1105   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188    3.0434    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    3.3151    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.6900    2.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    4.3079    2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951   -0.2400   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.3946   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -2.5627    0.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -2.5701    1.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -3.7478    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946   -4.9055    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -5.0305    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -6.0072    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8956   -7.1441    1.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -5.9719   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9777   -4.8114   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1869   -3.6972   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3498   -2.5988   -1.6692 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142   -1.4673   -1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989   -0.1293   -3.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738   -0.4914   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1394   -1.7555   -3.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.5780   -3.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    1.8176   -0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9260    2.6486   -1.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    3.5603   -0.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086    2.2154    3.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    1.9212    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3892    3.4566    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655    5.1277    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042    3.8218    3.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249    4.7458    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -0.2074    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466   -4.1785    2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -6.9416    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -6.8417   -0.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -4.7795   -2.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0
 25  3  2  0
 21 19  1  0
  4  6  2  0
 19 17  2  0
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 16 23  2  0
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M  END


  Mrv1652306202100093D          

 43 45  0  0  0  0            999 V2000
    3.0097   -0.6953   -2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838   -0.2771   -3.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.3500   -2.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.7925   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774    1.8647   -2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9448    0.8691   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713    2.1105   -0.7859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1188    3.0434    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    3.3151    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.6900    2.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    4.3079    2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951   -0.2400   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.3946   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -2.5627    0.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -2.5701    1.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -3.7478    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946   -4.9055    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -5.0305    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -6.0072    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8956   -7.1441    1.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -5.9719   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9777   -4.8114   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2738   -0.4914   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1394   -1.7555   -3.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.5780   -3.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    1.8176   -0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2498    3.5603   -0.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086    2.2154    3.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2177   -6.9416    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -6.8417   -0.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
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 22 21  2  0  0  0  0
 25  3  2  0  0  0  0
 21 19  1  0  0  0  0
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 19 17  2  0  0  0  0
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 24 23  1  0  0  0  0
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  3  4  1  0  0  0  0
  2  1  1  0  0  0  0
 12 39  1  0  0  0  0
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 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 20 41  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030933

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C2=C(OC3=C(OC([H])([H])[H])C(O[H])=C(C([H])=C3C2=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])=C1[H]

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

> <INCHI_KEY>
SABIIYLLDNDAHN-UHFFFAOYSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.347

> <EXACT_MASS>
342.1103383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.65442772627101

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
4.269839989000001

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.617318745678482

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.743034184650985

> <JCHEM_PKA_STRONGEST_BASIC>
-3.771451099593468

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
93.46499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    3.0097   -0.6953   -2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838   -0.2771   -3.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.3500   -2.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.7925   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774    1.8647   -2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9448    0.8691   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713    2.1105   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188    3.0434    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    3.3151    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.6900    2.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    4.3079    2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951   -0.2400   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.3946   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -2.5627    0.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -2.5701    1.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -3.7478    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946   -4.9055    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -5.0305    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -6.0072    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8956   -7.1441    1.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -5.9719   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9777   -4.8114   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1869   -3.6972   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3498   -2.5988   -1.6692 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142   -1.4673   -1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989   -0.1293   -3.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738   -0.4914   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1394   -1.7555   -3.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.5780   -3.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    1.8176   -0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9260    2.6486   -1.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    3.5603   -0.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086    2.2154    3.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    1.9212    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3892    3.4566    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655    5.1277    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042    3.8218    3.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249    4.7458    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -0.2074    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466   -4.1785    2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -6.9416    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -6.8417   -0.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -4.7795   -2.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0
 25  3  2  0
 21 19  1  0
  4  6  2  0
 19 17  2  0
 17 16  1  0
 14 15  2  0
 13 14  1  0
 17 18  1  0
 25 24  1  0
  3  2  1  0
 24 23  1  0
  4  5  1  0
 16 14  1  0
  6  7  1  0
  6 12  1  0
  7  8  1  0
 12 13  2  0
  8  9  2  3
 16 23  2  0
  9 10  1  0
 13 25  1  0
  9 11  1  0
 23 22  1  0
 19 20  1  0
  3  4  1  0
  2  1  1  0
 12 39  1  0
 22 43  1  0
 21 42  1  0
 18 40  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 20 41  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.010  -0.695  -2.961  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.684  -0.277  -3.284  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.801  -0.350  -2.232  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.006   0.793  -2.045  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.177   1.865  -2.882  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.945   0.869  -1.022  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.771   2.111  -0.786  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.119   3.043   0.199  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.488   3.315   1.466  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.651   2.690   2.186  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.713   4.308   2.293  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.095  -0.240  -0.178  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.329  -1.395  -0.383  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.516  -2.563   0.489  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.315  -2.570   1.419  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.297  -3.748   0.209  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.195  -4.906   0.981  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.657  -5.030   2.050  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.988  -6.007   0.673  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.896  -7.144   1.423  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.878  -5.972  -0.393  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.978  -4.811  -1.164  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.187  -3.697  -0.863  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.350  -2.599  -1.669  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.614  -1.467  -1.411  0.00  0.00           C+0
HETATM   26  H   UNK     0       3.699  -0.129  -3.595  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.274  -0.491  -1.917  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.139  -1.756  -3.196  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.836   1.578  -3.544  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.779   1.818  -0.474  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.926   2.649  -1.729  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.250   3.560  -0.210  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.309   2.215   3.111  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.163   1.921   1.603  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.389   3.457   2.444  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.365   5.128   2.610  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.304   3.822   3.184  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.125   4.746   1.740  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.816  -0.207   0.637  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.147  -4.178   2.135  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.218  -6.942   2.100  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.488  -6.842  -0.620  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.672  -4.779  -2.001  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3   25    2    4                                                  
CONECT    4    6    5    3                                                  
CONECT    5    4   29                                                       
CONECT    6    4    7   12                                                  
CONECT    7    6    8   30   31                                             
CONECT    8    7    9   32                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   33   34   35                                             
CONECT   11    9   36   37   38                                             
CONECT   12    6   13   39                                                  
CONECT   13   14   12   25                                                  
CONECT   14   15   13   16                                                  
CONECT   15   14                                                            
CONECT   16   17   14   23                                                  
CONECT   17   19   16   18                                                  
CONECT   18   17   40                                                       
CONECT   19   21   17   20                                                  
CONECT   20   19   41                                                       
CONECT   21   22   19   42                                                  
CONECT   22   21   23   43                                                  
CONECT   23   24   16   22                                                  
CONECT   24   25   23                                                       
CONECT   25    3   24   13                                                  
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   18                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
    3.0097   -0.6953   -2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838   -0.2771   -3.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.3500   -2.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.7925   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774    1.8647   -2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9448    0.8691   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713    2.1105   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188    3.0434    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    3.3151    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.6900    2.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    4.3079    2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951   -0.2400   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.3946   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -2.5627    0.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -2.5701    1.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -3.7478    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946   -4.9055    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -5.0305    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -6.0072    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8956   -7.1441    1.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -5.9719   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9777   -4.8114   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1869   -3.6972   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3498   -2.5988   -1.6692 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142   -1.4673   -1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989   -0.1293   -3.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738   -0.4914   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1394   -1.7555   -3.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.5780   -3.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    1.8176   -0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9260    2.6486   -1.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    3.5603   -0.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086    2.2154    3.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    1.9212    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3892    3.4566    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655    5.1277    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042    3.8218    3.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249    4.7458    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -0.2074    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466   -4.1785    2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -6.9416    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -6.8417   -0.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -4.7795   -2.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0
 25  3  2  0
 21 19  1  0
  4  6  2  0
 19 17  2  0
 17 16  1  0
 14 15  2  0
 13 14  1  0
 17 18  1  0
 25 24  1  0
  3  2  1  0
 24 23  1  0
  4  5  1  0
 16 14  1  0
  6  7  1  0
  6 12  1  0
  7  8  1  0
 12 13  2  0
  8  9  2  3
 16 23  2  0
  9 10  1  0
 13 25  1  0
  9 11  1  0
 23 22  1  0
 19 20  1  0
  3  4  1  0
  2  1  1  0
 12 39  1  0
 22 43  1  0
 21 42  1  0
 18 40  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 20 41  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈O₆

Average Mass

342.3470 Da

Monoisotopic Mass

342.11034 Da

IUPAC Name

1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C2=C(OC3=C(OC([H])([H])[H])C(O[H])=C(C([H])=C3C2=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])=C1[H]

InChI Identifier

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

InChI Key

SABIIYLLDNDAHN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Garcinia xanthochymus	JEOL database	Chanmahasathien, W., et al, Phytochemistry 64, 981 (2003)

Chemical Taxonomy

Description

This compound 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
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Ether
Polyol
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	3.42	ALOGPS
logP	4.27	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.74	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	35.65 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8218554

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10042990

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chanmahasathien, W., et al. (2003). Chanmahasathien, W., et al, Phytochemistry 64, 981 (2003) . Phytochem..

Showing NP-Card for 1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone (NP0030933)

MOL for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

3D MOL for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

3D SDF for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

3D-SDF for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

PDB for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

3D PDB for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

SMILES for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

INCHI for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

Structure for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)

3D Structure for NP0030933 (1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone)