NP-MRD: Showing NP-Card for Petunidin 3-O-beta-D-galactopyranoside (NP0026811)

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Record Information

Version

2.0

Created at

2021-06-19 18:36:39 UTC

Updated at

2021-06-29 23:52:34 UTC

NP-MRD ID

NP0026811

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Petunidin 3-O-beta-D-galactopyranoside

Provided By

JEOL Database JEOL Logo

Description

Petunidin 3-O-beta-D-galactopyranoside is found in Abies spp., Ardisia humilis, Astragalus sinicus, Berberis buxifolia , Berberis fortunei, Broughtonia spp., Catharanthus roseus , Cercis chinensis, Clitoria ternatea , Cotinus coggygria, Empetrum nigrum , Eugenia umbelliflora, Fouquieria spp., Gaylussacia spp., Glycine max , Lagerstroemia indica , Lespedeza penduliflora, Mangifera indica , Metrosideros spp., Muscari armeniacum , Passiflora suberosa, Phaseolus vulgaris , Picea spp., Pinus banksiana , Pseudotsuga spp., Renealmia regmelliana, Saxifraga spp., Tsuga spp., Vaccinium arboreum, Vaccinium corymbosum , Vaccinium myrtillus L., Vaccinium padifolium, Vaccinium spp., Vigna subterranea and Vitis vinifera . Petunidin 3-O-beta-D-galactopyranoside was first documented in 2004 (Ichiyanagi, T., et al.). Based on a literature review very few articles have been published on (2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120363D          

 57 60  0  0  0  0            999 V2000
    2.6491   -3.1247   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1261   -3.3374   -0.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7152   -2.2319    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.9094   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2748    0.1590    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    1.5296    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308    1.7696   -0.8357 O   0  3  0  0  0  3  0  0  0  0  0  0
    2.4843    3.0255   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    3.2025   -2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410    4.4286   -3.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    4.5428   -3.9728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    5.4908   -2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    5.3053   -1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    6.3337   -1.5271 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040    4.0716   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    3.8388   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4027    2.5729    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    2.3990    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    1.7256    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2921    1.0050   -0.7642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2734    0.3958   -1.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4868   -0.2591   -2.7638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6046    0.6821   -3.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800    1.4366   -2.1290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6211    2.4059   -2.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    2.1698   -0.9501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7542    3.2152   -1.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504    2.7846   -0.0436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5054    3.3345    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.1392    1.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -1.4534    2.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -1.7143    3.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.4877    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -3.7630    1.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -2.5018   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.6911   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -4.0993   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1283   -0.6750   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649    2.3781   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6651    5.4326   -4.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9190    6.4475   -3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    7.1304   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166    4.6372    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    1.0139    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970   -0.3815   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.6768   -3.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.0644   -2.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    1.4639   -3.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    0.9601   -2.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092    3.0901   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    1.4900   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032    3.6887   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6298   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    3.7140    1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    0.6352    2.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -2.6841    3.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -4.3326    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
  8 15  2  0  0  0  0
 15 16  1  0  0  0  0
 19 18  1  0  0  0  0
 16 17  2  0  0  0  0
 17  6  1  0  0  0  0
 28 29  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
 26 27  1  0  0  0  0
  5  4  1  0  0  0  0
 22 23  1  0  0  0  0
  4  3  2  0  0  0  0
 26 24  1  0  0  0  0
  3 33  1  0  0  0  0
 26 28  1  0  0  0  0
 33 31  2  0  0  0  0
 10 12  1  0  0  0  0
 31 30  1  0  0  0  0
 30  5  2  0  0  0  0
  6  5  1  0  0  0  0
 17 18  1  0  0  0  0
 28 19  1  0  0  0  0
 13 14  1  0  0  0  0
 12 13  2  0  0  0  0
 10 11  1  0  0  0  0
 13 15  1  0  0  0  0
 33 34  1  0  0  0  0
 19 20  1  0  0  0  0
 31 32  1  0  0  0  0
  8  9  1  0  0  0  0
  3  2  1  0  0  0  0
  9 10  2  0  0  0  0
  2  1  1  0  0  0  0
 24 25  1  0  0  0  0
 21 22  1  0  0  0  0
 25 50  1  0  0  0  0
 24 49  1  6  0  0  0
 19 44  1  1  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 21 45  1  1  0  0  0
 28 53  1  6  0  0  0
 29 54  1  0  0  0  0
 26 51  1  1  0  0  0
 27 52  1  0  0  0  0
 23 48  1  0  0  0  0
 12 41  1  0  0  0  0
  9 39  1  0  0  0  0
 16 43  1  0  0  0  0
  4 38  1  0  0  0  0
 30 55  1  0  0  0  0
 14 42  1  0  0  0  0
 11 40  1  0  0  0  0
 34 57  1  0  0  0  0
 32 56  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
M  CHG  1   7   1
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    2.6491   -3.1247   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1261   -3.3374   -0.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7152   -2.2319    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.9094   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2748    0.1590    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    1.5296    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308    1.7696   -0.8357 O   0  0  0  0  0  3  0  0  0  0  0  0
    2.4843    3.0255   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    3.2025   -2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410    4.4286   -3.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    4.5428   -3.9728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    5.4908   -2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    5.3053   -1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    6.3337   -1.5271 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040    4.0716   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    3.8388   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4027    2.5729    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    2.3990    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    1.7256    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2921    1.0050   -0.7642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2734    0.3958   -1.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4868   -0.2591   -2.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    0.6821   -3.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800    1.4366   -2.1290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6211    2.4059   -2.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    2.1698   -0.9501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7542    3.2152   -1.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504    2.7846   -0.0436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5054    3.3345    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.1392    1.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -1.4534    2.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -1.7143    3.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.4877    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -3.7630    1.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -2.5018   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.6911   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -4.0993   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1283   -0.6750   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649    2.3781   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6651    5.4326   -4.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9190    6.4475   -3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    7.1304   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166    4.6372    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    1.0139    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970   -0.3815   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.6768   -3.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.0644   -2.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    1.4639   -3.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    0.9601   -2.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092    3.0901   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    1.4900   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032    3.6887   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6298   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    3.7140    1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    0.6352    2.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -2.6841    3.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -4.3326    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 21 24  1  0
  8 15  2  0
 15 16  1  0
 19 18  1  0
 16 17  2  0
 17  6  1  0
 28 29  1  0
  6  7  2  0
  7  8  1  0
 26 27  1  0
  5  4  1  0
 22 23  1  0
  4  3  2  0
 26 24  1  0
  3 33  1  0
 26 28  1  0
 33 31  2  0
 10 12  1  0
 31 30  1  0
 30  5  2  0
  6  5  1  0
 17 18  1  0
 28 19  1  0
 13 14  1  0
 12 13  2  0
 10 11  1  0
 13 15  1  0
 33 34  1  0
 19 20  1  0
 31 32  1  0
  8  9  1  0
  3  2  1  0
  9 10  2  0
  2  1  1  0
 24 25  1  0
 21 22  1  0
 25 50  1  0
 24 49  1  6
 19 44  1  1
 22 46  1  0
 22 47  1  0
 21 45  1  1
 28 53  1  6
 29 54  1  0
 26 51  1  1
 27 52  1  0
 23 48  1  0
 12 41  1  0
  9 39  1  0
 16 43  1  0
  4 38  1  0
 30 55  1  0
 14 42  1  0
 11 40  1  0
 34 57  1  0
 32 56  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
M  CHG  1   7   1
M  END


  Mrv1652306192120363D          

 57 60  0  0  0  0            999 V2000
    2.6491   -3.1247   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1261   -3.3374   -0.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7152   -2.2319    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.9094   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2748    0.1590    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    1.5296    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308    1.7696   -0.8357 O   0  3  0  0  0  3  0  0  0  0  0  0
    2.4843    3.0255   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    3.2025   -2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410    4.4286   -3.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    4.5428   -3.9728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    5.4908   -2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    5.3053   -1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    6.3337   -1.5271 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040    4.0716   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    3.8388   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4027    2.5729    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    2.3990    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    1.7256    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2921    1.0050   -0.7642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2734    0.3958   -1.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4868   -0.2591   -2.7638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6046    0.6821   -3.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800    1.4366   -2.1290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6211    2.4059   -2.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    2.1698   -0.9501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7542    3.2152   -1.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504    2.7846   -0.0436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5054    3.3345    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.1392    1.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -1.4534    2.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -1.7143    3.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.4877    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -3.7630    1.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -2.5018   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.6911   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -4.0993   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1283   -0.6750   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649    2.3781   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6651    5.4326   -4.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9190    6.4475   -3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    7.1304   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166    4.6372    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    1.0139    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970   -0.3815   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.6768   -3.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.0644   -2.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    1.4639   -3.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    0.9601   -2.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092    3.0901   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    1.4900   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032    3.6887   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6298   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    3.7140    1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    0.6352    2.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -2.6841    3.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -4.3326    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
  8 15  2  0  0  0  0
 15 16  1  0  0  0  0
 19 18  1  0  0  0  0
 16 17  2  0  0  0  0
 17  6  1  0  0  0  0
 28 29  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
 26 27  1  0  0  0  0
  5  4  1  0  0  0  0
 22 23  1  0  0  0  0
  4  3  2  0  0  0  0
 26 24  1  0  0  0  0
  3 33  1  0  0  0  0
 26 28  1  0  0  0  0
 33 31  2  0  0  0  0
 10 12  1  0  0  0  0
 31 30  1  0  0  0  0
 30  5  2  0  0  0  0
  6  5  1  0  0  0  0
 17 18  1  0  0  0  0
 28 19  1  0  0  0  0
 13 14  1  0  0  0  0
 12 13  2  0  0  0  0
 10 11  1  0  0  0  0
 13 15  1  0  0  0  0
 33 34  1  0  0  0  0
 19 20  1  0  0  0  0
 31 32  1  0  0  0  0
  8  9  1  0  0  0  0
  3  2  1  0  0  0  0
  9 10  2  0  0  0  0
  2  1  1  0  0  0  0
 24 25  1  0  0  0  0
 21 22  1  0  0  0  0
 25 50  1  0  0  0  0
 24 49  1  6  0  0  0
 19 44  1  1  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 21 45  1  1  0  0  0
 28 53  1  6  0  0  0
 29 54  1  0  0  0  0
 26 51  1  1  0  0  0
 27 52  1  0  0  0  0
 23 48  1  0  0  0  0
 12 41  1  0  0  0  0
  9 39  1  0  0  0  0
 16 43  1  0  0  0  0
  4 38  1  0  0  0  0
 30 55  1  0  0  0  0
 14 42  1  0  0  0  0
 11 40  1  0  0  0  0
 34 57  1  0  0  0  0
 32 56  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
NP0026811

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])C(=[O+]2)C2=C([H])C(O[H])=C(O[H])C(OC([H])([H])[H])=C2[H])C(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/p+1/t16-,18+,19+,20-,22-/m1/s1

> <INCHI_KEY>
CCQDWIRWKWIUKK-XJESJRCUSA-O

> <FORMULA>
C22H23O12

> <MOLECULAR_WEIGHT>
479.413

> <EXACT_MASS>
479.118402601

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.3259543968936

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
0.1343000000000003

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.542558684128934

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.394358831401566

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923799280262

> <JCHEM_POLAR_SURFACE_AREA>
202.67

> <JCHEM_REFRACTIVITY>
122.7207

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    2.6491   -3.1247   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1261   -3.3374   -0.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7152   -2.2319    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.9094   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2748    0.1590    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    1.5296    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308    1.7696   -0.8357 O   0  0  0  0  0  3  0  0  0  0  0  0
    2.4843    3.0255   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    3.2025   -2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410    4.4286   -3.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    4.5428   -3.9728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    5.4908   -2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    5.3053   -1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    6.3337   -1.5271 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040    4.0716   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    3.8388   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4027    2.5729    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    2.3990    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    1.7256    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2921    1.0050   -0.7642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2734    0.3958   -1.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4868   -0.2591   -2.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    0.6821   -3.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800    1.4366   -2.1290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6211    2.4059   -2.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    2.1698   -0.9501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7542    3.2152   -1.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504    2.7846   -0.0436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5054    3.3345    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.1392    1.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -1.4534    2.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -1.7143    3.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.4877    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -3.7630    1.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -2.5018   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.6911   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -4.0993   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1283   -0.6750   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649    2.3781   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6651    5.4326   -4.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9190    6.4475   -3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    7.1304   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166    4.6372    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    1.0139    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970   -0.3815   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.6768   -3.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.0644   -2.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    1.4639   -3.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    0.9601   -2.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092    3.0901   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    1.4900   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032    3.6887   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6298   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    3.7140    1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    0.6352    2.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -2.6841    3.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -4.3326    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 21 24  1  0
  8 15  2  0
 15 16  1  0
 19 18  1  0
 16 17  2  0
 17  6  1  0
 28 29  1  0
  6  7  2  0
  7  8  1  0
 26 27  1  0
  5  4  1  0
 22 23  1  0
  4  3  2  0
 26 24  1  0
  3 33  1  0
 26 28  1  0
 33 31  2  0
 10 12  1  0
 31 30  1  0
 30  5  2  0
  6  5  1  0
 17 18  1  0
 28 19  1  0
 13 14  1  0
 12 13  2  0
 10 11  1  0
 13 15  1  0
 33 34  1  0
 19 20  1  0
 31 32  1  0
  8  9  1  0
  3  2  1  0
  9 10  2  0
  2  1  1  0
 24 25  1  0
 21 22  1  0
 25 50  1  0
 24 49  1  6
 19 44  1  1
 22 46  1  0
 22 47  1  0
 21 45  1  1
 28 53  1  6
 29 54  1  0
 26 51  1  1
 27 52  1  0
 23 48  1  0
 12 41  1  0
  9 39  1  0
 16 43  1  0
  4 38  1  0
 30 55  1  0
 14 42  1  0
 11 40  1  0
 34 57  1  0
 32 56  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.649  -3.125  -1.793  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.126  -3.337  -0.485  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.715  -2.232   0.209  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.747  -0.909  -0.243  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.275   0.159   0.560  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.312   1.530   0.023  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.431   1.770  -0.836  0.00  0.00           O+1
HETATM    8  C   UNK     0       2.484   3.026  -1.492  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.495   3.203  -2.430  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.641   4.429  -3.065  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.648   4.543  -3.973  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.795   5.491  -2.773  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.784   5.305  -1.829  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.933   6.334  -1.527  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.604   4.072  -1.171  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.582   3.839  -0.244  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.403   2.573   0.301  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.727   2.399   1.077  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.801   1.726   0.350  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.292   1.005  -0.764  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.273   0.396  -1.615  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.487  -0.259  -2.764  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.605   0.682  -3.388  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.280   1.437  -2.129  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.621   2.406  -2.967  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.918   2.170  -0.950  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.754   3.215  -1.468  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.850   2.785  -0.044  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.505   3.334   1.109  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.796  -0.139   1.848  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.765  -1.453   2.291  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.280  -1.714   3.539  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.216  -2.488   1.484  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.156  -3.763   1.979  0.00  0.00           O+0
HETATM   35  H   UNK     0       3.549  -2.502  -1.760  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.891  -2.691  -2.453  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.932  -4.099  -2.202  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.128  -0.675  -1.236  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.165   2.378  -2.649  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.665   5.433  -4.369  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.919   6.447  -3.273  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.155   7.130  -2.044  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.117   4.637   0.005  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.237   1.014   1.062  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.797  -0.382  -1.046  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.155  -0.677  -3.523  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.856  -1.064  -2.373  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.164   1.464  -3.595  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.049   0.960  -2.747  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.309   3.090  -3.130  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.562   1.490  -0.379  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.103   3.689  -0.685  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.376   3.630  -0.556  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.820   3.714   1.691  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.450   0.635   2.529  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.373  -2.684   3.652  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.535  -4.333   1.278  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3    1                                                       
CONECT    3    4   33    2                                                  
CONECT    4    5    3   38                                                  
CONECT    5    4   30    6                                                  
CONECT    6   17    7    5                                                  
CONECT    7    6    8                                                       
CONECT    8   15    7    9                                                  
CONECT    9    8   10   39                                                  
CONECT   10   12   11    9                                                  
CONECT   11   10   40                                                       
CONECT   12   10   13   41                                                  
CONECT   13   14   12   15                                                  
CONECT   14   13   42                                                       
CONECT   15    8   16   13                                                  
CONECT   16   15   17   43                                                  
CONECT   17   16    6   18                                                  
CONECT   18   19   17                                                       
CONECT   19   18   28   20   44                                             
CONECT   20   21   19                                                       
CONECT   21   20   24   22   45                                             
CONECT   22   23   21   46   47                                             
CONECT   23   22   48                                                       
CONECT   24   21   26   25   49                                             
CONECT   25   24   50                                                       
CONECT   26   27   24   28   51                                             
CONECT   27   26   52                                                       
CONECT   28   29   26   19   53                                             
CONECT   29   28   54                                                       
CONECT   30   31    5   55                                                  
CONECT   31   33   30   32                                                  
CONECT   32   31   56                                                       
CONECT   33    3   31   34                                                  
CONECT   34   33   57                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    4                                                            
CONECT   39    9                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   14                                                            
CONECT   43   16                                                            
CONECT   44   19                                                            
CONECT   45   21                                                            
CONECT   46   22                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   24                                                            
CONECT   50   25                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
CONECT   54   29                                                            
CONECT   55   30                                                            
CONECT   56   32                                                            
CONECT   57   34                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

RDKit          3D

57 60  0  0  0  0  0  0  0  0999 V2000
    2.6491   -3.1247   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1261   -3.3374   -0.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7152   -2.2319    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.9094   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2748    0.1590    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    1.5296    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308    1.7696   -0.8357 O   0  0  0  0  0  3  0  0  0  0  0  0
    2.4843    3.0255   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    3.2025   -2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410    4.4286   -3.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    4.5428   -3.9728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    5.4908   -2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    5.3053   -1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    6.3337   -1.5271 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040    4.0716   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    3.8388   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4027    2.5729    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    2.3990    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    1.7256    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2921    1.0050   -0.7642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2734    0.3958   -1.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4868   -0.2591   -2.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    0.6821   -3.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800    1.4366   -2.1290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6211    2.4059   -2.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    2.1698   -0.9501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7542    3.2152   -1.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504    2.7846   -0.0436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5054    3.3345    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.1392    1.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -1.4534    2.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -1.7143    3.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.4877    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -3.7630    1.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -2.5018   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.6911   -2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -4.0993   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1283   -0.6750   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649    2.3781   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6651    5.4326   -4.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9190    6.4475   -3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    7.1304   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166    4.6372    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    1.0139    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970   -0.3815   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.6768   -3.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.0644   -2.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    1.4639   -3.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    0.9601   -2.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092    3.0901   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    1.4900   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032    3.6887   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6298   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    3.7140    1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    0.6352    2.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -2.6841    3.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -4.3326    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 21 24  1  0
  8 15  2  0
 15 16  1  0
 19 18  1  0
 16 17  2  0
 17  6  1  0
 28 29  1  0
  6  7  2  0
  7  8  1  0
 26 27  1  0
  5  4  1  0
 22 23  1  0
  4  3  2  0
 26 24  1  0
  3 33  1  0
 26 28  1  0
 33 31  2  0
 10 12  1  0
 31 30  1  0
 30  5  2  0
  6  5  1  0
 17 18  1  0
 28 19  1  0
 13 14  1  0
 12 13  2  0
 10 11  1  0
 13 15  1  0
 33 34  1  0
 19 20  1  0
 31 32  1  0
  8  9  1  0
  3  2  1  0
  9 10  2  0
  2  1  1  0
 24 25  1  0
 21 22  1  0
 25 50  1  0
 24 49  1  6
 19 44  1  1
 22 46  1  0
 22 47  1  0
 21 45  1  1
 28 53  1  6
 29 54  1  0
 26 51  1  1
 27 52  1  0
 23 48  1  0
 12 41  1  0
  9 39  1  0
 16 43  1  0
  4 38  1  0
 30 55  1  0
 14 42  1  0
 11 40  1  0
 34 57  1  0
 32 56  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
M  CHG  1   7   1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₃O₁₂

Average Mass

479.4130 Da

Monoisotopic Mass

479.11840 Da

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

Traditional Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C([H])=C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])C(=[O+]2)C2=C([H])C(O[H])=C(O[H])C(OC([H])([H])[H])=C2[H])C(O[H])=C1[H]

InChI Identifier

InChI=1S/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/p+1/t16-,18+,19+,20-,22-/m1/s1

InChI Key

CCQDWIRWKWIUKK-XJESJRCUSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD:TFA (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD:TFA (9:1), 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
Abies spp.	Plant	KNApSAcK
Ardisia humilis	Plant	KNApSAcK
Astragalus sinicus	Plant	KNApSAcK
Berberis buxifolia	Plant	KNApSAcK
Berberis fortunei	Plant	KNApSAcK
Broughtonia spp.	Plant	KNApSAcK
Catharanthus roseus	Plant	KNApSAcK
Cercis chinensis	Plant	KNApSAcK
Clitoria ternatea	Plant	KNApSAcK
Cotinus coggygria	Plant	KNApSAcK
Empetrum nigrum	Plant	KNApSAcK
Eugenia umbelliflora	Plant	KNApSAcK
Fouquieria spp.	Plant	KNApSAcK
Gaylussacia spp.	Plant	KNApSAcK
Glycine max	Plant	KNApSAcK
Lagerstroemia indica	Plant	KNApSAcK
Lespedeza penduliflora	Plant	KNApSAcK
Mangifera indica	Plant	KNApSAcK
Metrosideros spp.	Plant	KNApSAcK
Muscari armeniacum	Plant	KNApSAcK
Passiflora suberosa	Plant	KNApSAcK
Phaseolus vulgaris	Plant	KNApSAcK
Picea spp.	Plant	KNApSAcK
Pinus banksiana	Plant	KNApSAcK
Pseudotsuga spp.	Plant	KNApSAcK
Renealmia regmelliana	Plant	KNApSAcK
Saxifraga spp.	Plant	KNApSAcK
Tsuga spp.	Plant	KNApSAcK
Vaccinium arboreum	Plant	KNApSAcK
Vaccinium corymbosum	Plant	KNApSAcK
Vaccinium myrtillus	JEOL database	Ichiyanagi, T., et al, Chem. Pharm. Bull. 52, 226 (2004)
Vaccinium padifolium	Plant	KNApSAcK
Vaccinium spp.	Plant	KNApSAcK
Vigna subterranea	Plant	KNApSAcK
Vitis vinifera L.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-3-O-glycosides

Alternative Parents

Substituents

Anthocyanidin-3-o-glycoside
Flavonoid-3-o-glycoside
3p-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Methoxyphenol
Catechol
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Oxane
Benzenoid
Monosaccharide
Heteroaromatic compound
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Ether
Oxacycle
Alcohol
Primary alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic cation
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	1.04	ALOGPS
logP	0.13	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	202.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.72 m³·mol⁻¹	ChemAxon
Polarizability	45.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9515505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11340563

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ichiyanagi, T., et al. (2004). Ichiyanagi, T., et al, Chem. Pharm. Bull. 52, 226 (2004). Chem. Pharm. Bull..

Showing NP-Card for Petunidin 3-O-beta-D-galactopyranoside (NP0026811)

MOL for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

3D MOL for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

3D SDF for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

3D-SDF for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

PDB for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

3D PDB for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

SMILES for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

INCHI for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

Structure for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)

3D Structure for NP0026811 (Petunidin 3-O-beta-D-galactopyranoside)