NP-MRD: Showing NP-Card for [6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate (NP0147201)

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Record Information

Version

2.0

Created at

2022-09-02 02:45:40 UTC

Updated at

2022-09-02 02:45:40 UTC

NP-MRD ID

NP0147201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate

Description

[6-({5,6-Dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]Dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. [6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate is found in Kickxia abhaica. [6-({5,6-Dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]Dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261512592D          

 34 38  0  0  0  0            999 V2000
    2.3547    1.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1467    0.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118   -0.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -1.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1989   -0.9756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182   -0.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186    0.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107    1.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070    2.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111    2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074    3.3871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115    3.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078    4.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    5.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    6.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7003    6.3616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876    6.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797    6.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0756    7.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8793    7.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752    8.4134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0872    8.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914    7.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    3.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2764    4.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768    2.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    2.6950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810    2.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772    1.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
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 30 32  1  0  0  0  0
 14 32  1  0  0  0  0
 32 33  1  0  0  0  0
 12 34  1  0  0  0  0
  2 34  1  0  0  0  0
  7 34  1  0  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
   -4.7246   -2.1159   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.6665    0.0305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7657   -0.2456    1.3202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7567    0.0435    0.4172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8107    1.3136   -0.3607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5432    2.3680    0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057    1.2001   -1.3990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2814    0.6248   -2.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876    2.5366   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    3.0401   -0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    2.1911    0.1905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789    0.8667   -0.1160 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1730    0.1130    0.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8839   -0.3710    0.8999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0548    0.1818    1.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629   -0.0007    1.4042 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2456    0.8346    2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    0.6104    1.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9556    0.8489    0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    1.3176   -0.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3207    0.5819   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954    0.8381   -1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9847    0.5908   -1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9455    0.0772   -1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2445   -0.1799   -1.4305 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5729   -0.1800    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2796    0.0687    0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5497   -1.4756    1.5593 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8811   -1.6797    1.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786   -2.1940    0.5517 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9341   -1.5791   -0.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7907   -1.8815    0.8654 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4975   -2.2938   -0.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7132    0.2379   -0.8652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3446   -2.2091   -1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7982   -2.3940   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2054   -2.8046    0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7018   -0.5496    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8101    1.3935   -0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2236    2.3719    1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8998   -0.0807   -2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5423    3.1381   -2.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8554    4.0495   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6817    0.8478   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4574   -0.0205   -0.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502    0.2795    0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    1.9063    2.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2809    0.5381    3.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9612    1.2475   -2.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2979    0.7864   -2.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9847    0.5087   -1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3090   -0.5900    0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9847   -0.1301    1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2830   -1.7740    2.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -2.2016    1.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8681   -3.2737    0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5284   -2.1056   -1.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3151   -0.4395   -1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  6
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  9 10  2  0
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 11 12  1  0
 12 13  1  0
 13 14  1  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
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 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 16 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 12 34  1  0
  4  2  1  0
 34  7  1  0
 34  2  1  0
 32 14  1  0
 27 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  1
  5 39  1  6
  6 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
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 16 46  1  6
 17 47  1  0
 17 48  1  0
 22 49  1  0
 23 50  1  0
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 27 53  1  0
 28 54  1  1
 29 55  1  0
 30 56  1  6
 31 57  1  0
 32 58  1  1
 33 59  1  0
 34 60  1  6
M  END


  Mrv1533004261512592D          

 34 38  0  0  0  0            999 V2000
    2.3547    1.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1467    0.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118   -0.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -1.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1989   -0.9756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182   -0.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186    0.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1070    2.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7074    3.3871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0918    6.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7003    6.3616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876    6.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797    6.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0756    7.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8793    7.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752    8.4134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0872    8.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914    7.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    3.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2764    4.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768    2.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    2.6950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810    2.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772    1.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 13 14  1  0  0  0  0
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 17 18  1  0  0  0  0
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 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 16 28  1  0  0  0  0
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 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 14 32  1  0  0  0  0
 32 33  1  0  0  0  0
 12 34  1  0  0  0  0
  2 34  1  0  0  0  0
  7 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147201

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12OC1C(O)C1(O)C=COC(OC3OC(COC(=O)C4=CC=C(O)C=C4)C(O)C(O)C3O)C21

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O12/c1-21-15-20(30-7-6-22(15,29)16(27)17(21)34-21)33-19-14(26)13(25)12(24)11(32-19)8-31-18(28)9-2-4-10(23)5-3-9/h2-7,11-17,19-20,23-27,29H,8H2,1H3

> <INCHI_KEY>
UVVWSZVDMSPHKK-UHFFFAOYSA-N

> <FORMULA>
C22H26O12

> <MOLECULAR_WEIGHT>
482.438

> <EXACT_MASS>
482.142426277

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.161501862654816

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
-1.5529338036666673

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.045626049334134

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.49765567894569

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649094861288914

> <JCHEM_POLAR_SURFACE_AREA>
187.9

> <JCHEM_REFRACTIVITY>
108.59380000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       4.395   2.854   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.348   1.314   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.874   1.107   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.931  -0.111   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.755  -1.106   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.869  -2.642   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.446  -0.295   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.238  -1.821   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.967  -0.726   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.145   0.339   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.221   1.835   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.700   2.266   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.066   3.762   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.954   4.827   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.320   6.323   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.208   7.388   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.575   8.883   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.538   9.949   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.171  11.444   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.307  11.875   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.284  12.510   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.762  12.079   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.874  13.144   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.508  14.640   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.620  15.705   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.029  15.071   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.917  14.005   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.270   6.957   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.383   8.022   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.637   5.461   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.115   5.031   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.524   4.396   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.891   2.900   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.812   1.201   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   34                                             
CONECT    3    2    4                                                       
CONECT    4    3    2    5                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   34                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   32                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   21                                                       
CONECT   28   16   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   14   33                                                  
CONECT   33   32                                                            
CONECT   34   12    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
[6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0,]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoic acid	Generator
[6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoic acid	Generator

Chemical Formula

C₂₂H₂₆O₁₂

Average Mass

482.4380 Da

Monoisotopic Mass

482.14243 Da

IUPAC Name

[6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate

Traditional Name

[6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

CC12OC1C(O)C1(O)C=COC(OC3OC(COC(=O)C4=CC=C(O)C=C4)C(O)C(O)C3O)C21

InChI Identifier

InChI=1S/C22H26O12/c1-21-15-20(30-7-6-22(15,29)16(27)17(21)34-21)33-19-14(26)13(25)12(24)11(32-19)8-31-18(28)9-2-4-10(23)5-3-9/h2-7,11-17,19-20,23-27,29H,8H2,1H3

InChI Key

UVVWSZVDMSPHKK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kickxia abhaica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Polyol
Acetal
Oxacycle
Ether
Oxirane
Dialkyl ether
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
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	-0.25	ALOGPS
logP	-1.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	187.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.59 m³·mol⁻¹	ChemAxon
Polarizability	46.16 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

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

LOTUS database [Link]

Showing NP-Card for [6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate (NP0147201)

MOL for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

3D MOL for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

3D SDF for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

3D-SDF for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

PDB for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

3D PDB for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

SMILES for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

INCHI for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

Structure for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)

3D Structure for NP0147201 ([6-({5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate)