NP-MRD: Showing NP-Card for garcinexanthone B (NP0037783)

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Record Information

Version

2.0

Created at

2021-06-20 20:37:40 UTC

Updated at

2021-06-30 00:10:11 UTC

NP-MRD ID

NP0037783

Secondary Accession Numbers

None

Natural Product Identification

Common Name

garcinexanthone B

Provided By

JEOL Database JEOL Logo

Description

garcinexanthone B is found in Garcinia bracteata and Garcinia xanthochymus. garcinexanthone B was first documented in 2008 (Chen, Y., et al.). Based on a literature review very few articles have been published on 7,10-dihydroxy-12-methoxy-2,2-dimethyl-2,6-dihydro-1,11-dioxatetracen-6-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122373D          

 41 44  0  0  0  0            999 V2000
   -1.6791   -1.3821    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402   -0.0260    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    0.4632   -0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0811    0.3859   -1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8396    0.9284   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241    1.5658   -3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    1.6706   -2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.3515   -2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.8406   -3.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766    2.4287   -1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0598   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2222    3.6438   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7057    3.1151   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    2.5394    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.9143    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.3645    2.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2227    1.8518   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315    1.2094    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158    1.1325   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    0.8287   -3.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    0.3195   -3.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3737   -0.1599   -2.1895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9352   -1.5846   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4161    0.7713   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2614   -0.2267   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.4230    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -1.8360    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.9698   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    1.9912   -4.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    3.5297   -3.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6683    3.6063   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411    2.5792    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    0.9952    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    1.1783   -4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160    0.2577   -4.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8336   -1.6387   -2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1887   -2.2761   -2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876   -1.9609   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    1.7876   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6806    0.4353   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3330    0.8235   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  4  3  2  0  0  0  0
  4  5  1  0  0  0  0
 10  8  1  0  0  0  0
 10 17  2  0  0  0  0
 10 11  1  0  0  0  0
 17 15  1  0  0  0  0
 15 14  2  0  0  0  0
 14 13  1  0  0  0  0
  4 25  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 25  1  0  0  0  0
 13 11  2  0  0  0  0
  8  9  2  0  0  0  0
 19  7  2  0  0  0  0
 11 12  1  0  0  0  0
 15 16  1  0  0  0  0
  7  8  1  0  0  0  0
 22 23  1  0  0  0  0
 19 18  1  0  0  0  0
 22 24  1  0  0  0  0
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  2  1  1  0  0  0  0
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  6 29  1  0  0  0  0
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 23 36  1  0  0  0  0
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 24 39  1  0  0  0  0
 24 40  1  0  0  0  0
 24 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

 41 44  0  0  0  0  0  0  0  0999 V2000
   -1.6791   -1.3821    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402   -0.0260    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    0.4632   -0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0811    0.3859   -1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8396    0.9284   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241    1.5658   -3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    1.6706   -2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.3515   -2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.8406   -3.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766    2.4287   -1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0598   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2222    3.6438   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7057    3.1151   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    2.5394    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.9143    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.3645    2.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2227    1.8518   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315    1.2094    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158    1.1325   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    0.8287   -3.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    0.3195   -3.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3737   -0.1599   -2.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352   -1.5846   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4161    0.7713   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2614   -0.2267   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.4230    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -1.8360    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.9698   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    1.9912   -4.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    3.5297   -3.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6683    3.6063   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411    2.5792    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    0.9952    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    1.1783   -4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160    0.2577   -4.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8336   -1.6387   -2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1887   -2.2761   -2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876   -1.9609   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    1.7876   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6806    0.4353   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3330    0.8235   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  2  0
  4  3  2  0
  4  5  1  0
 10  8  1  0
 10 17  2  0
 10 11  1  0
 17 15  1  0
 15 14  2  0
 14 13  1  0
  4 25  1  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 25  1  0
 13 11  2  0
  8  9  2  0
 19  7  2  0
 11 12  1  0
 15 16  1  0
  7  8  1  0
 22 23  1  0
 19 18  1  0
 22 24  1  0
 18 17  1  0
  3  2  1  0
 19  3  1  0
  2  1  1  0
 14 32  1  0
 13 31  1  0
  6 29  1  0
 20 34  1  0
 21 35  1  0
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 16 33  1  0
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 23 38  1  0
 24 39  1  0
 24 40  1  0
 24 41  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652306202122373D          

 41 44  0  0  0  0            999 V2000
   -1.6791   -1.3821    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402   -0.0260    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    0.4632   -0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0811    0.3859   -1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8396    0.9284   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241    1.5658   -3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    1.6706   -2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.3515   -2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.8406   -3.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766    2.4287   -1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0598   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2222    3.6438   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7057    3.1151   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    2.5394    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.9143    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.3645    2.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2227    1.8518   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315    1.2094    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158    1.1325   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    0.8287   -3.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    0.3195   -3.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3737   -0.1599   -2.1895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9352   -1.5846   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4161    0.7713   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2614   -0.2267   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.4230    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -1.8360    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.9698   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    1.9912   -4.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    3.5297   -3.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6683    3.6063   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411    2.5792    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    0.9952    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    1.1783   -4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160    0.2577   -4.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8336   -1.6387   -2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1887   -2.2761   -2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876   -1.9609   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    1.7876   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6806    0.4353   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3330    0.8235   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  4  3  2  0  0  0  0
  4  5  1  0  0  0  0
 10  8  1  0  0  0  0
 10 17  2  0  0  0  0
 10 11  1  0  0  0  0
 17 15  1  0  0  0  0
 15 14  2  0  0  0  0
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  5 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 25  1  0  0  0  0
 13 11  2  0  0  0  0
  8  9  2  0  0  0  0
 19  7  2  0  0  0  0
 11 12  1  0  0  0  0
 15 16  1  0  0  0  0
  7  8  1  0  0  0  0
 22 23  1  0  0  0  0
 19 18  1  0  0  0  0
 22 24  1  0  0  0  0
 18 17  1  0  0  0  0
  3  2  1  0  0  0  0
 19  3  1  0  0  0  0
  2  1  1  0  0  0  0
 14 32  1  0  0  0  0
 13 31  1  0  0  0  0
  6 29  1  0  0  0  0
 20 34  1  0  0  0  0
 21 35  1  0  0  0  0
 12 30  1  0  0  0  0
 16 33  1  0  0  0  0
 23 36  1  0  0  0  0
 23 37  1  0  0  0  0
 23 38  1  0  0  0  0
 24 39  1  0  0  0  0
 24 40  1  0  0  0  0
 24 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>
NP0037783

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(O[H])C2=C1OC1=C(C([H])=C3C([H])=C([H])C(OC3=C1OC([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O6/c1-19(2)7-6-9-8-10-14(22)13-11(20)4-5-12(21)17(13)24-16(10)18(23-3)15(9)25-19/h4-8,20-21H,1-3H3

> <INCHI_KEY>
LKOMJPUWPBDHAJ-UHFFFAOYSA-N

> <FORMULA>
C19H16O6

> <MOLECULAR_WEIGHT>
340.331

> <EXACT_MASS>
340.094688235

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.05393260611122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,10-dihydroxy-12-methoxy-2,2-dimethyl-2,6-dihydro-1,11-dioxatetracen-6-one

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.7454617133333326

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.25947974463317

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.295984090346808

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7876483300929915

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
91.63470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,10-dihydroxy-12-methoxy-2,2-dimethyl-1,11-dioxatetracen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
   -1.6791   -1.3821    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402   -0.0260    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    0.4632   -0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0811    0.3859   -1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8396    0.9284   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241    1.5658   -3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    1.6706   -2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.3515   -2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.8406   -3.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766    2.4287   -1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0598   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2222    3.6438   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7057    3.1151   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    2.5394    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.9143    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.3645    2.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2227    1.8518   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315    1.2094    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158    1.1325   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    0.8287   -3.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    0.3195   -3.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3737   -0.1599   -2.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352   -1.5846   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4161    0.7713   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2614   -0.2267   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.4230    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -1.8360    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.9698   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    1.9912   -4.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    3.5297   -3.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6683    3.6063   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411    2.5792    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    0.9952    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    1.1783   -4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160    0.2577   -4.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8336   -1.6387   -2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1887   -2.2761   -2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876   -1.9609   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    1.7876   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6806    0.4353   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3330    0.8235   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  2  0
  4  3  2  0
  4  5  1  0
 10  8  1  0
 10 17  2  0
 10 11  1  0
 17 15  1  0
 15 14  2  0
 14 13  1  0
  4 25  1  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 25  1  0
 13 11  2  0
  8  9  2  0
 19  7  2  0
 11 12  1  0
 15 16  1  0
  7  8  1  0
 22 23  1  0
 19 18  1  0
 22 24  1  0
 18 17  1  0
  3  2  1  0
 19  3  1  0
  2  1  1  0
 14 32  1  0
 13 31  1  0
  6 29  1  0
 20 34  1  0
 21 35  1  0
 12 30  1  0
 16 33  1  0
 23 36  1  0
 23 37  1  0
 23 38  1  0
 24 39  1  0
 24 40  1  0
 24 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      -1.679  -1.382   0.730  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.240  -0.026   0.676  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.089   0.463  -0.601  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.081   0.386  -1.596  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.840   0.928  -2.866  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.624   1.566  -3.134  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.340   1.671  -2.129  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.615   2.352  -2.390  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.880   2.841  -3.483  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.577   2.429  -1.285  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.817   3.060  -1.430  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.222   3.644  -2.599  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.706   3.115  -0.358  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.355   2.539   0.865  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.119   1.914   1.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.810   1.365   2.213  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.223   1.852  -0.069  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.032   1.209   0.159  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.116   1.133  -0.866  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.849   0.829  -3.909  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.038   0.320  -3.581  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.374  -0.160  -2.189  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.935  -1.585  -2.269  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.416   0.771  -1.560  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.261  -0.227  -1.276  0.00  0.00           O+0
HETATM   26  H   UNK     0      -2.766  -1.423   0.843  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.239  -1.836   1.623  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.353  -1.970  -0.136  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.427   1.991  -4.117  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.502   3.530  -3.260  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.668   3.606  -0.474  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.041   2.579   1.706  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.909   0.995   2.141  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.632   1.178  -4.912  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.816   0.258  -4.338  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.834  -1.639  -2.894  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.189  -2.276  -2.678  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.188  -1.961  -1.270  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.019   1.788  -1.452  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.681   0.435  -0.551  0.00  0.00           H+0
HETATM   41  H   UNK     0      -6.333   0.824  -2.158  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   19                                                  
CONECT    4    3    5   25                                                  
CONECT    5    6    4   20                                                  
CONECT    6    7    5   29                                                  
CONECT    7    6   19    8                                                  
CONECT    8   10    9    7                                                  
CONECT    9    8                                                            
CONECT   10    8   17   11                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11   30                                                       
CONECT   13   14   11   31                                                  
CONECT   14   15   13   32                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15   33                                                       
CONECT   17   10   15   18                                                  
CONECT   18   19   17                                                       
CONECT   19    7   18    3                                                  
CONECT   20    5   21   34                                                  
CONECT   21   20   22   35                                                  
CONECT   22   21   25   23   24                                             
CONECT   23   22   36   37   38                                             
CONECT   24   22   39   40   41                                             
CONECT   25    4   22                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    6                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   16                                                            
CONECT   34   20                                                            
CONECT   35   21                                                            
CONECT   36   23                                                            
CONECT   37   23                                                            
CONECT   38   23                                                            
CONECT   39   24                                                            
CONECT   40   24                                                            
CONECT   41   24                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

RDKit          3D

41 44  0  0  0  0  0  0  0  0999 V2000
   -1.6791   -1.3821    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402   -0.0260    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    0.4632   -0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0811    0.3859   -1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8396    0.9284   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241    1.5658   -3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    1.6706   -2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.3515   -2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.8406   -3.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766    2.4287   -1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0598   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2222    3.6438   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7057    3.1151   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    2.5394    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.9143    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.3645    2.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2227    1.8518   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315    1.2094    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158    1.1325   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    0.8287   -3.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    0.3195   -3.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3737   -0.1599   -2.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352   -1.5846   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4161    0.7713   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2614   -0.2267   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.4230    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -1.8360    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.9698   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    1.9912   -4.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    3.5297   -3.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6683    3.6063   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411    2.5792    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    0.9952    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    1.1783   -4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160    0.2577   -4.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8336   -1.6387   -2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1887   -2.2761   -2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876   -1.9609   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    1.7876   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6806    0.4353   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3330    0.8235   -2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  2  0
  4  3  2  0
  4  5  1  0
 10  8  1  0
 10 17  2  0
 10 11  1  0
 17 15  1  0
 15 14  2  0
 14 13  1  0
  4 25  1  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 25  1  0
 13 11  2  0
  8  9  2  0
 19  7  2  0
 11 12  1  0
 15 16  1  0
  7  8  1  0
 22 23  1  0
 19 18  1  0
 22 24  1  0
 18 17  1  0
  3  2  1  0
 19  3  1  0
  2  1  1  0
 14 32  1  0
 13 31  1  0
  6 29  1  0
 20 34  1  0
 21 35  1  0
 12 30  1  0
 16 33  1  0
 23 36  1  0
 23 37  1  0
 23 38  1  0
 24 39  1  0
 24 40  1  0
 24 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

C₁₉H₁₆O₆

Average Mass

340.3310 Da

Monoisotopic Mass

340.09469 Da

IUPAC Name

7,10-dihydroxy-12-methoxy-2,2-dimethyl-2,6-dihydro-1,11-dioxatetracen-6-one

Traditional Name

7,10-dihydroxy-12-methoxy-2,2-dimethyl-1,11-dioxatetracen-6-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(O[H])C2=C1OC1=C(C([H])=C3C([H])=C([H])C(OC3=C1OC([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C2=O

InChI Identifier

InChI=1S/C19H16O6/c1-19(2)7-6-9-8-10-14(22)13-11(20)4-5-12(21)17(13)24-16(10)18(23-3)15(9)25-19/h4-8,20-21H,1-3H3

InChI Key

LKOMJPUWPBDHAJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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 bracteata	KNApSAcK Database	22123792
Garcinia bracteata (nom. inval.)	Plant	KNApSAcK
Garcinia tetralata	KNApSAcK Database	22123792
Garcinia xanthochymus	JEOL database	Chen, Y., et al, Magn. Reson. Chem. 46, 1180 (2008)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	3.64	ALOGPS
logP	3.75	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.63 m³·mol⁻¹	ChemAxon
Polarizability	35.05 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053216

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

Good Scents ID

Not Available

References

General References

Chen, Y., et al. (2008). Chen, Y., et al, Magn. Reson. Chem. 46, 1180 (2008). Mag. Reson. Chem..

Showing NP-Card for garcinexanthone B (NP0037783)

MOL for NP0037783 (garcinexanthone B)

3D MOL for NP0037783 (garcinexanthone B)

3D SDF for NP0037783 (garcinexanthone B)

3D-SDF for NP0037783 (garcinexanthone B)

PDB for NP0037783 (garcinexanthone B)

3D PDB for NP0037783 (garcinexanthone B)

SMILES for NP0037783 (garcinexanthone B)

INCHI for NP0037783 (garcinexanthone B)

Structure for NP0037783 (garcinexanthone B)

3D Structure for NP0037783 (garcinexanthone B)