NP-MRD: Showing NP-Card for Petunidin-3-O-glucoside chloride (NP0138561)

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Record Information

Version

1.0

Created at

2022-06-29 17:35:13 UTC

Updated at

2022-06-29 17:35:13 UTC

NP-MRD ID

NP0138561

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Petunidin-3-O-glucoside chloride

Description

Petunidin 3-O-glucoside 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. Petunidin 3-O-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Petunidin 3-O-glucoside may be a unique S. Cerevisiae (yeast) metabolite.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241223252D          

 35 37  0  0  1  0            999 V2000
   -1.9543   -3.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -3.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -2.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253   -2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -2.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181   -0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -1.3224    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    3.7615   -1.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    1.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    0.3276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.1526    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2398    1.5651    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2398    2.3901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5253    2.8026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1891    2.3901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1891    1.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    2.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    3.6276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    3.6276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543    2.8026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543    1.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0008    0.0000    0.0000 Cl  0  5  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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 17 21  1  0  0  0  0
 15 22  1  0  0  0  0
 12 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  1  0  0  0
 30 31  1  0  0  0  0
 27 32  1  6  0  0  0
 26 33  1  1  0  0  0
 25 34  1  6  0  0  0
M  CHG  2  20   1  35  -1
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    3.4611   -3.2660    3.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796   -3.7224    3.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -3.0804    2.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7423   -1.9247    2.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -1.2386    1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -0.0395    0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7009    0.3421    0.8143 O   0  0  0  0  0  3  0  0  0  0  0  0
    3.2864    1.3859    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5972    1.7188    0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1895    2.8384    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5101    3.1504    0.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447    3.6793   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    3.3595   -1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6207    4.2150   -1.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374    2.2253   -0.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472    1.8862   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    0.7487   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605    0.4415   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3906    1.1406   -1.5810 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4183    1.6706   -0.8150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    1.2605   -1.1031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5418    1.6663    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8588    1.3238   -0.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7294   -0.2398   -1.1833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0685   -0.6554   -1.2344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -0.6165   -2.4493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5687   -1.9457   -2.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8599    0.3020   -2.7492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1419    1.0922   -3.8623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2517   -1.7901    0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -2.9817    1.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117   -3.5237    1.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -3.6332    2.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2103   -4.8075    3.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Cl  0  0  0  0  0 15  0  0  0  0  0  0
    4.0393   -4.0615    4.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -2.4054    4.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0457   -2.9601    3.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -1.5201    2.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.0356    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9743    3.9553    0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243    4.5776   -1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7030    4.1604   -2.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626    2.5613   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9080    2.0224   -2.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1204    1.6933   -2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780    2.7704    0.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0496    1.1994    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2519    1.2753    0.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1925   -0.6968   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1737   -1.4393   -1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7581   -0.5556   -3.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500   -2.2603   -3.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683   -0.3252   -3.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0920    1.0720   -4.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626   -1.3912    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2631   -4.3721    1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0657   -5.3176    2.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
  5  6  1  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 17 16  2  0
 16 15  1  0
 15 13  2  0
 13 14  1  0
 13 12  1  0
 12 10  2  0
 10 11  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
 33  3  1  0
  7  6  2  0
 28 19  1  0
  8 15  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
 30 56  1  0
 32 57  1  0
 34 58  1  0
 19 45  1  6
 21 46  1  6
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  6
 29 55  1  0
 16 44  1  0
 14 43  1  0
 12 42  1  0
 11 41  1  0
  9 40  1  0
M  CHG  2   7   1  35  -1
M  END


  Mrv0541 02241223252D          

 35 37  0  0  1  0            999 V2000
   -1.9543   -3.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -3.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -2.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253   -2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -2.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181   -0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181   -0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -1.3224    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    3.7615   -1.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    1.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    0.3276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2398    1.5651    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2398    2.3901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5253    2.8026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1891    2.3901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1891    1.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    2.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    3.6276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    3.6276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543    2.8026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543    1.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0008    0.0000    0.0000 Cl  0  5  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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 17 21  1  0  0  0  0
 15 22  1  0  0  0  0
 12 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  1  0  0  0
 30 31  1  0  0  0  0
 27 32  1  6  0  0  0
 26 33  1  1  0  0  0
 25 34  1  6  0  0  0
M  CHG  2  20   1  35  -1
M  END
> <DATABASE_ID>
NP0138561

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[Cl-].COC1=CC(=CC(O)=C1O)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C2C(O)=CC(O)=CC2=[O+]1

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O12.ClH/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);1H/t16-,18-,19+,20-,22-;/m1./s1

> <INCHI_KEY>
HBKZHMZCXXQMOX-YATQZQGFSA-N

> <FORMULA>
C22H23ClO12

> <MOLECULAR_WEIGHT>
514.864

> <EXACT_MASS>
514.087803907

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
45.865922900448886

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium chloride

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
0.1343000000000003

> <ALOGPS_LOGS>
-2.91

> <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>
122.72069999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
petunidin 3-glucoside chloride

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.648  -7.088   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.314  -6.318   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.314  -4.778   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.981  -4.008   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.981  -2.468   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.314  -1.698   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.648  -2.468   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.648  -4.008   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.982  -4.778   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.982  -1.698   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.353  -1.698   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.353  -0.158   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.687   0.612   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.020  -0.158   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.354   0.612   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.688  -0.158   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.688  -1.698   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.354  -2.468   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.020  -1.698   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.687  -2.468   0.000  0.00  0.00           O+1
HETATM   21  O   UNK     0       7.021  -2.468   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.354   2.152   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.981   0.612   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.981   2.152   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.314   2.922   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.314   4.462   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.981   5.232   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.353   4.462   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.353   2.922   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.687   5.232   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.687   6.772   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.981   6.772   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.648   5.232   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -3.648   2.152   0.000  0.00  0.00           O+0
HETATM   35 Cl   UNK     0      11.201   0.000   0.000  0.00  0.00          Cl-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7                                                            
CONECT   11    5   12   20                                                  
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   11                                                       
CONECT   21   17                                                            
CONECT   22   15                                                            
CONECT   23   12   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   34                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   24                                                       
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   27                                                            
CONECT   33   26                                                            
CONECT   34   25                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₃ClO₁₂

Average Mass

514.8640 Da

Monoisotopic Mass

514.08780 Da

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium chloride

Traditional Name

petunidin 3-glucoside chloride

CAS Registry Number

6988-81-4

SMILES

[Cl-].COC1=CC(=CC(O)=C1O)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C2C(O)=CC(O)=CC2=[O+]1

InChI Identifier

InChI=1S/C22H22O12.ClH/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);1H/t16-,18-,19+,20-,22-;/m1./s1

InChI Key

HBKZHMZCXXQMOX-YATQZQGFSA-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

Not Available

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
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
1-benzopyran
Methoxyphenol
Benzopyran
Phenoxy compound
Methoxybenzene
Phenol ether
Catechol
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organic chloride salt
Organic salt
Organic zwitterion
Primary alcohol
Organooxygen compound
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	0.55	ALOGPS
logP	0.13	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	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	45.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Petunidin-3-O-glucoside

METLIN ID

Not Available

PubChem Compound

176449

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Petunidin-3-O-glucoside chloride (NP0138561)

MOL for NP0138561 (Petunidin-3-O-glucoside chloride)

3D MOL for NP0138561 (Petunidin-3-O-glucoside chloride)

3D SDF for NP0138561 (Petunidin-3-O-glucoside chloride)

3D-SDF for NP0138561 (Petunidin-3-O-glucoside chloride)

PDB for NP0138561 (Petunidin-3-O-glucoside chloride)

3D PDB for NP0138561 (Petunidin-3-O-glucoside chloride)

SMILES for NP0138561 (Petunidin-3-O-glucoside chloride)

INCHI for NP0138561 (Petunidin-3-O-glucoside chloride)

Structure for NP0138561 (Petunidin-3-O-glucoside chloride)

3D Structure for NP0138561 (Petunidin-3-O-glucoside chloride)