NP-MRD: Showing NP-Card for kouitchenside J (NP0043500)

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Record Information

Version

2.0

Created at

2021-06-21 00:53:37 UTC

Updated at

2021-06-30 00:19:13 UTC

NP-MRD ID

NP0043500

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kouitchenside J

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2409396 belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. kouitchenside J is found in Swertia kouitchensis. kouitchenside J was first documented in 2013 (Wan, L. -S., et al.). Based on a literature review very few articles have been published on CHEMBL2409396.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102533D          

 71 75  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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 34 67  1  6
 32 65  1  6
 33 66  1  0
M  END


  Mrv1652306212102533D          

 71 75  0  0  0  0            999 V2000
    3.2796    3.8907   -8.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911    2.6565   -7.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    2.7158   -6.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4471    3.8745   -5.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0418    3.7856   -4.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359    4.9636   -3.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.5431   -3.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    2.4158   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331    3.4324   -1.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981    1.0542   -1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    0.7919   -0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315    1.7774    0.6707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888    2.2232    0.2904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0624    3.6005    0.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254    3.8637    2.0669 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4694    4.4115    2.3923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5658    4.7116    3.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2876    2.6664    2.9647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7031    3.0832    4.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    1.9031    2.3044 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8690    0.8300    3.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    1.3489    0.9421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1579    1.2678    0.0948 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907   -0.5129    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245   -0.6475    1.6873 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9082   -1.8861    2.3524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0631   -2.8940    2.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3919   -2.5603    2.4445 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2972   -3.7249    2.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836   -2.2692    3.9501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7746   -1.7538    4.3101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -1.2534    4.3877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3876   -1.1893    5.8252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9628   -1.6258    3.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4392   -2.7795    4.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4010   -1.5628   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -1.3099   -1.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -0.0048   -2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582    0.1317   -3.5508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    1.3880   -4.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7017    1.4756   -5.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200    4.5538   -7.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152    3.6717   -9.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007    4.3766   -8.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4936    4.8587   -5.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4891    4.7535   -2.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124    2.1989   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    4.6718    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    3.6936    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590    5.3238    1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344    5.1378    3.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323    1.9972    3.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089    3.7102    4.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035    2.5582    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721    1.2804    4.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510    0.3207    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8337    0.7763    0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8924   -2.2716    2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326   -1.6914    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2221   -3.9208    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9908   -4.6456    2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442   -3.5206    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3458   -3.1949    4.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9309   -0.9423    3.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -0.2521    4.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3243   -1.1677    6.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6615   -0.8103    4.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -2.6055    5.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -2.5935   -0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -2.1359   -2.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    0.5726   -5.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 38 10  2  0  0  0  0
 10 11  1  0  0  0  0
 16 17  1  0  0  0  0
 11 24  2  0  0  0  0
 24 36  1  0  0  0  0
 13 22  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
  3  4  2  0  0  0  0
  8  9  2  0  0  0  0
 22 20  1  0  0  0  0
  5  6  1  0  0  0  0
  4  5  1  0  0  0  0
  3  2  1  0  0  0  0
  5  7  2  0  0  0  0
  2  1  1  0  0  0  0
 20 18  1  0  0  0  0
 11 12  1  0  0  0  0
 40 41  2  0  0  0  0
 24 25  1  0  0  0  0
 13 12  1  0  0  0  0
 41  3  1  0  0  0  0
 40  7  1  0  0  0  0
 18 15  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 18 19  1  0  0  0  0
 40 39  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
 38 39  1  0  0  0  0
 30 32  1  0  0  0  0
 32 34  1  0  0  0  0
 34 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 30  1  0  0  0  0
 32 33  1  0  0  0  0
 15 16  1  0  0  0  0
 30 31  1  0  0  0  0
 28 29  1  0  0  0  0
 26 25  1  0  0  0  0
 34 35  1  0  0  0  0
 13 47  1  6  0  0  0
 23 57  1  0  0  0  0
 17 51  1  0  0  0  0
 18 52  1  1  0  0  0
 19 53  1  0  0  0  0
 20 54  1  6  0  0  0
 21 55  1  0  0  0  0
 22 56  1  1  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 15 48  1  1  0  0  0
  4 45  1  0  0  0  0
 41 71  1  0  0  0  0
 36 69  1  0  0  0  0
 37 70  1  0  0  0  0
  6 46  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
 26 58  1  6  0  0  0
 35 68  1  0  0  0  0
 31 64  1  0  0  0  0
 30 63  1  1  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
 29 62  1  0  0  0  0
 28 59  1  6  0  0  0
 34 67  1  6  0  0  0
 32 65  1  6  0  0  0
 33 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043500

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(OC2=C([H])C(OC([H])([H])[H])=C1[H])C([H])=C([H])C(O[C@]1([H])O[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H])=C3O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O15/c1-8-17(29)20(32)22(34)25(37-8)39-12-4-3-11-16(19(31)15-10(28)5-9(36-2)6-13(15)38-11)24(12)41-26-23(35)21(33)18(30)14(7-27)40-26/h3-6,8,14,17-18,20-23,25-30,32-35H,7H2,1-2H3/t8-,14+,17-,18+,20+,21-,22+,23+,25-,26-/m0/s1

> <INCHI_KEY>
HWWPEIMHGPFLAK-PZHXEPITSA-N

> <FORMULA>
C26H30O15

> <MOLECULAR_WEIGHT>
582.511

> <EXACT_MASS>
582.158470266

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
56.35574381639379

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-hydroxy-6-methoxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-9H-xanthen-9-one

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
-0.9479532303333337

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.905728350682132

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.291003968409095

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923575127326

> <JCHEM_POLAR_SURFACE_AREA>
234.28999999999996

> <JCHEM_REFRACTIVITY>
131.96730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-6-methoxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    3.2796    3.8907   -8.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911    2.6565   -7.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    2.7158   -6.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4471    3.8745   -5.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0418    3.7856   -4.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359    4.9636   -3.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.5431   -3.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    2.4158   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331    3.4324   -1.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981    1.0542   -1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    0.7919   -0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315    1.7774    0.6707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888    2.2232    0.2904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0624    3.6005    0.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254    3.8637    2.0669 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4694    4.4115    2.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    4.7116    3.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2876    2.6664    2.9647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7031    3.0832    4.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    1.9031    2.3044 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8690    0.8300    3.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    1.3489    0.9421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1579    1.2678    0.0948 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907   -0.5129    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245   -0.6475    1.6873 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9082   -1.8861    2.3524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0631   -2.8940    2.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3919   -2.5603    2.4445 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2972   -3.7249    2.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836   -2.2692    3.9501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7746   -1.7538    4.3101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -1.2534    4.3877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3876   -1.1893    5.8252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9628   -1.6258    3.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4392   -2.7795    4.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4010   -1.5628   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -1.3099   -1.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -0.0048   -2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582    0.1317   -3.5508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    1.3880   -4.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7017    1.4756   -5.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200    4.5538   -7.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152    3.6717   -9.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007    4.3766   -8.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4936    4.8587   -5.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4891    4.7535   -2.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124    2.1989   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    4.6718    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    3.6936    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590    5.3238    1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344    5.1378    3.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323    1.9972    3.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089    3.7102    4.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035    2.5582    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721    1.2804    4.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510    0.3207    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8337    0.7763    0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8924   -2.2716    2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326   -1.6914    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2221   -3.9208    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9908   -4.6456    2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442   -3.5206    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3458   -3.1949    4.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9309   -0.9423    3.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -0.2521    4.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3243   -1.1677    6.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6615   -0.8103    4.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -2.6055    5.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -2.5935   -0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -2.1359   -2.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    0.5726   -5.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 22 23  1  0
 38 10  2  0
 10 11  1  0
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  3  4  2  0
  8  9  2  0
 22 20  1  0
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  4  5  1  0
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  5  7  2  0
  2  1  1  0
 20 18  1  0
 11 12  1  0
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 32 65  1  6
 33 66  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       3.280   3.891  -8.080  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.191   2.656  -7.377  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.779   2.716  -6.075  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.447   3.874  -5.372  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.042   3.786  -4.040  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.736   4.964  -3.411  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.961   2.543  -3.403  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.536   2.416  -2.003  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.333   3.432  -1.349  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.398   1.054  -1.450  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.920   0.792  -0.156  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.432   1.777   0.671  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.889   2.223   0.290  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.062   3.600   0.667  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.925   3.864   2.067  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.469   4.412   2.392  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.566   4.712   3.786  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.288   2.666   2.965  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.703   3.083   4.272  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.430   1.903   2.304  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.869   0.830   3.165  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.996   1.349   0.942  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.158   1.268   0.095  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.991  -0.513   0.373  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.625  -0.648   1.687  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.908  -1.886   2.352  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.063  -2.894   2.035  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.392  -2.560   2.445  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.297  -3.725   2.054  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.484  -2.269   3.950  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.775  -1.754   4.310  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.423  -1.253   4.388  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.388  -1.189   5.825  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.963  -1.626   3.871  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.439  -2.780   4.582  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.401  -1.563  -0.450  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.799  -1.310  -1.764  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.815  -0.005  -2.258  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.258   0.132  -3.551  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.293   1.388  -4.099  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.702   1.476  -5.432  0.00  0.00           C+0
HETATM   42  H   UNK     0       4.020   4.554  -7.621  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.615   3.672  -9.099  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.301   4.377  -8.149  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.494   4.859  -5.826  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.489   4.753  -2.481  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.012   2.199  -0.799  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.634   4.672   2.293  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.255   3.694   2.138  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.659   5.324   1.816  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.434   5.138   3.911  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.432   1.997   3.114  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.009   3.710   4.576  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.304   2.558   2.194  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.972   1.280   4.035  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.651   0.321   1.044  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.834   0.776   0.598  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.892  -2.272   2.058  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.733  -1.691   1.874  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.222  -3.921   0.979  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.991  -4.646   2.563  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.344  -3.521   2.297  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.346  -3.195   4.522  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.931  -0.942   3.778  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.691  -0.252   4.040  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.324  -1.168   6.109  0.00  0.00           H+0
HETATM   67  H   UNK     0       1.662  -0.810   4.092  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.213  -2.606   5.520  0.00  0.00           H+0
HETATM   69  H   UNK     0       1.412  -2.594  -0.105  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.115  -2.136  -2.398  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.964   0.573  -5.979  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   41                                                  
CONECT    4    3    5   45                                                  
CONECT    5    6    4    7                                                  
CONECT    6    5   46                                                       
CONECT    7    5   40    8                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8                                                            
CONECT   10   38   11    8                                                  
CONECT   11   10   24   12                                                  
CONECT   12   11   13                                                       
CONECT   13   22   12   14   47                                             
CONECT   14   15   13                                                       
CONECT   15   18   14   16   48                                             
CONECT   16   17   15   49   50                                             
CONECT   17   16   51                                                       
CONECT   18   20   15   19   52                                             
CONECT   19   18   53                                                       
CONECT   20   21   22   18   54                                             
CONECT   21   20   55                                                       
CONECT   22   23   13   20   56                                             
CONECT   23   22   57                                                       
CONECT   24   11   36   25                                                  
CONECT   25   24   26                                                       
CONECT   26   34   27   25   58                                             
CONECT   27   26   28                                                       
CONECT   28   27   30   29   59                                             
CONECT   29   28   60   61   62                                             
CONECT   30   32   28   31   63                                             
CONECT   31   30   64                                                       
CONECT   32   30   34   33   65                                             
CONECT   33   32   66                                                       
CONECT   34   32   26   35   67                                             
CONECT   35   34   68                                                       
CONECT   36   24   37   69                                                  
CONECT   37   36   38   70                                                  
CONECT   38   10   37   39                                                  
CONECT   39   40   38                                                       
CONECT   40   41    7   39                                                  
CONECT   41   40    3   71                                                  
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    4                                                            
CONECT   46    6                                                            
CONECT   47   13                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   26                                                            
CONECT   59   28                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   31                                                            
CONECT   65   32                                                            
CONECT   66   33                                                            
CONECT   67   34                                                            
CONECT   68   35                                                            
CONECT   69   36                                                            
CONECT   70   37                                                            
CONECT   71   41                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

RDKit          3D

71 75  0  0  0  0  0  0  0  0999 V2000
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    2.4471    3.8745   -5.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7359    4.9636   -3.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.5431   -3.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    2.4158   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331    3.4324   -1.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981    1.0542   -1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    0.7919   -0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315    1.7774    0.6707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888    2.2232    0.2904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0624    3.6005    0.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254    3.8637    2.0669 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.5658    4.7116    3.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8690    0.8300    3.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1579    1.2678    0.0948 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7746   -1.7538    4.3101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -1.2534    4.3877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3876   -1.1893    5.8252 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4392   -2.7795    4.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4010   -1.5628   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -1.3099   -1.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -0.0048   -2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2932    1.3880   -4.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7017    1.4756   -5.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200    4.5538   -7.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152    3.6717   -9.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007    4.3766   -8.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4936    4.8587   -5.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4891    4.7535   -2.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2546    3.6936    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3243   -1.1677    6.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6615   -0.8103    4.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -2.6055    5.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -2.5935   -0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -2.1359   -2.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    0.5726   -5.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 22 23  1  0
 38 10  2  0
 10 11  1  0
 16 17  1  0
 11 24  2  0
 24 36  1  0
 13 22  1  0
 36 37  2  0
 37 38  1  0
  3  4  2  0
  8  9  2  0
 22 20  1  0
  5  6  1  0
  4  5  1  0
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₁₅

Average Mass

582.5110 Da

Monoisotopic Mass

582.15847 Da

IUPAC Name

8-hydroxy-6-methoxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-9H-xanthen-9-one

Traditional Name

8-hydroxy-6-methoxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}xanthen-9-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C(=O)C3=C(OC2=C([H])C(OC([H])([H])[H])=C1[H])C([H])=C([H])C(O[C@]1([H])O[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H])=C3O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C26H30O15/c1-8-17(29)20(32)22(34)25(37-8)39-12-4-3-11-16(19(31)15-10(28)5-9(36-2)6-13(15)38-11)24(12)41-26-23(35)21(33)18(30)14(7-27)40-26/h3-6,8,14,17-18,20-23,25-30,32-35H,7H2,1-2H3/t8-,14+,17-,18+,20+,21-,22+,23+,25-,26-/m0/s1

InChI Key

HWWPEIMHGPFLAK-PZHXEPITSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-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
Swertia kouitchensis	JEOL database	Wan, L. -S., et al, J. Nat. Prod. 76, 1238 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Phenolic glycoside
Xanthone
Chromone
Glycosyl compound
O-glycosyl compound
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Oxane
Monosaccharide
Heteroaromatic compound
Vinylogous ester
Vinylogous acid
Secondary alcohol
Oxacycle
Polyol
Acetal
Ether
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Primary alcohol
Alcohol
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	-0.48	ALOGPS
logP	-0.95	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	8.29	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	234.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	131.97 m³·mol⁻¹	ChemAxon
Polarizability	56.36 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

30819959

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71745330

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wan, L. -S., et al. (2013). Wan, L. -S., et al, J. Nat. Prod. 76, 1238 (2013). J. Nat. Prod..

Showing NP-Card for kouitchenside J (NP0043500)

MOL for NP0043500 (kouitchenside J)

3D MOL for NP0043500 (kouitchenside J)

3D SDF for NP0043500 (kouitchenside J)

3D-SDF for NP0043500 (kouitchenside J)

PDB for NP0043500 (kouitchenside J)

3D PDB for NP0043500 (kouitchenside J)

SMILES for NP0043500 (kouitchenside J)

INCHI for NP0043500 (kouitchenside J)

Structure for NP0043500 (kouitchenside J)

3D Structure for NP0043500 (kouitchenside J)