NP-MRD: Showing NP-Card for Petunidin 3-glucoside (NP0043944)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-22 17:42:05 UTC

Updated at

2021-06-22 17:42:05 UTC

NP-MRD ID

NP0043944

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Petunidin 3-glucoside

Description

Petunidin 3-glucoside, also known as anthocyanin PT3G, 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. Thus, petunidin 3-glucoside is considered to be a flavonoid. Petunidin 3-glucoside is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Petunidin 3-glucoside is found in Apis cerana, Berberis koreana, Hibiscus syriacus and Vaccinium arboreum. It was first documented in 2000 (PMID: 10746881). Based on a literature review a significant number of articles have been published on Petunidin 3-glucoside (PMID: 33773783) (PMID: 33353130) (PMID: 32724226) (PMID: 32283874).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119422D          

 34 37  0  0  1  0            999 V2000
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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  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
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  1  0  0  0
 28 29  1  0  0  0  0
 25 30  1  6  0  0  0
 24 31  1  1  0  0  0
 23 32  1  6  0  0  0
 17 33  1  0  0  0  0
 15 34  1  0  0  0  0
M  CHG  1  12   1
M  END

NP0043944
     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -0.7571   -4.3881   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486   -4.1313   -1.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.8857   -1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.7590   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -0.4935   -1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    0.7439   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2933    1.8964   -1.0807 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.8528    3.0638   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5404    4.2287   -1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    5.4752   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8178    6.6375   -1.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    5.6255    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    4.4613    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    4.6505    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    3.2030   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.0554    0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.8088   -0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -0.3070    0.2220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.4346    0.9193 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3496   -1.1272    0.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790   -0.6331    0.6521 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6919   -1.3511   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9460   -0.9202    0.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682   -0.8648    2.1519 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7201    0.3025    2.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415   -1.7854    2.5806 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7836   -3.0043    1.9052 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -1.3108    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5262   -0.6323    3.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4933   -0.4012   -1.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793   -1.4654   -2.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619   -1.2957   -3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6575   -2.7250   -2.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237   -3.8255   -2.7186 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0839   -3.7877   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7988   -4.1838    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4428   -5.4526   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8852   -1.8990   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616    4.1342   -1.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    7.1226   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464    6.5980    0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204    3.8971    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9026    2.1498    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705    0.5030    1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215    0.4338    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -1.2270   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6387   -2.4600    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2639   -0.1139   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6086   -1.4213    2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2523    0.2568    3.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152   -1.9942    3.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0335   -3.2693    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5270   -2.1806    1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009   -0.9204    3.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    0.5768   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616   -0.4003   -3.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1939   -3.7732   -3.2298 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  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  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
  5 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 33  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 16 43  1  0
 19 44  1  1
 21 45  1  1
 22 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  1
 27 52  1  0
 28 53  1  6
 29 54  1  0
 30 55  1  0
 32 56  1  0
 34 57  1  0
M  CHG  1   7   1
M  END


  Mrv1652306222119422D          

 34 37  0  0  1  0            999 V2000
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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  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
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  1  0  0  0
 28 29  1  0  0  0  0
 25 30  1  6  0  0  0
 24 31  1  1  0  0  0
 23 32  1  6  0  0  0
 17 33  1  0  0  0  0
 15 34  1  0  0  0  0
M  CHG  1  12   1
M  END
> <DATABASE_ID>
NP0043944

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(O)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <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-QKYBYQKWSA-O

> <FORMULA>
C22H23O12

> <MOLECULAR_WEIGHT>
479.4108

> <EXACT_MASS>
479.1189512

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.024090283811205

> <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,5S,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>
122.72069999999995

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

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043944
     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -0.7571   -4.3881   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486   -4.1313   -1.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.8857   -1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.7590   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -0.4935   -1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    0.7439   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2933    1.8964   -1.0807 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.8528    3.0638   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5404    4.2287   -1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    5.4752   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8178    6.6375   -1.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    5.6255    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    4.4613    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    4.6505    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    3.2030   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.0554    0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.8088   -0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -0.3070    0.2220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.4346    0.9193 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3496   -1.1272    0.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790   -0.6331    0.6521 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6919   -1.3511   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9460   -0.9202    0.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682   -0.8648    2.1519 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7201    0.3025    2.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415   -1.7854    2.5806 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7836   -3.0043    1.9052 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -1.3108    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5262   -0.6323    3.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4933   -0.4012   -1.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793   -1.4654   -2.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619   -1.2957   -3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6575   -2.7250   -2.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237   -3.8255   -2.7186 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0839   -3.7877   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7988   -4.1838    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4428   -5.4526   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8852   -1.8990   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616    4.1342   -1.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    7.1226   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464    6.5980    0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204    3.8971    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9026    2.1498    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705    0.5030    1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215    0.4338    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -1.2270   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6387   -2.4600    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2639   -0.1139   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6086   -1.4213    2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2523    0.2568    3.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152   -1.9942    3.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0335   -3.2693    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5270   -2.1806    1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009   -0.9204    3.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    0.5768   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616   -0.4003   -3.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1939   -3.7732   -3.2298 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  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  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
  5 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 33  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 16 43  1  0
 19 44  1  1
 21 45  1  1
 22 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  1
 27 52  1  0
 28 53  1  6
 29 54  1  0
 30 55  1  0
 32 56  1  0
 34 57  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+1
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
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                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   34                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   33                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   11   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   32                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   22                                                       
CONECT   28   26   29                                                       
CONECT   29   28                                                            
CONECT   30   25                                                            
CONECT   31   24                                                            
CONECT   32   23                                                            
CONECT   33   17                                                            
CONECT   34   15                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    NP0043944
HETATM    1  C1  UNL     1      -0.757  -4.388  -0.655  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.949  -4.131  -1.338  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.483  -2.886  -1.558  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.805  -1.759  -1.072  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.278  -0.493  -1.255  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.689   0.744  -0.810  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.293   1.896  -1.081  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -1.853   3.064  -0.729  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.540   4.229  -1.049  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.097   5.475  -0.690  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.818   6.638  -1.029  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.925   5.626   0.019  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.218   4.461   0.350  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.943   4.651   1.055  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.676   3.203  -0.019  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.006   2.055   0.291  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.514   0.809  -0.107  1.00  0.00           C  
HETATM   18  O5  UNL     1       0.184  -0.307   0.222  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.356  -0.435   0.919  1.00  0.00           C  
HETATM   20  O6  UNL     1       2.350  -1.127   0.164  1.00  0.00           O  
HETATM   21  C15 UNL     1       3.579  -0.633   0.652  1.00  0.00           C  
HETATM   22  C16 UNL     1       4.692  -1.351  -0.078  1.00  0.00           C  
HETATM   23  O7  UNL     1       5.946  -0.920   0.343  1.00  0.00           O  
HETATM   24  C17 UNL     1       3.668  -0.865   2.152  1.00  0.00           C  
HETATM   25  O8  UNL     1       3.720   0.303   2.882  1.00  0.00           O  
HETATM   26  C18 UNL     1       2.541  -1.785   2.581  1.00  0.00           C  
HETATM   27  O9  UNL     1       2.784  -3.004   1.905  1.00  0.00           O  
HETATM   28  C19 UNL     1       1.189  -1.311   2.176  1.00  0.00           C  
HETATM   29  O10 UNL     1       0.526  -0.632   3.183  1.00  0.00           O  
HETATM   30  C20 UNL     1      -3.493  -0.401  -1.967  1.00  0.00           C  
HETATM   31  C21 UNL     1      -4.179  -1.465  -2.453  1.00  0.00           C  
HETATM   32  O11 UNL     1      -5.362  -1.296  -3.140  1.00  0.00           O  
HETATM   33  C22 UNL     1      -3.658  -2.725  -2.241  1.00  0.00           C  
HETATM   34  O12 UNL     1      -4.324  -3.825  -2.719  1.00  0.00           O  
HETATM   35  H1  UNL     1       0.084  -3.788  -1.082  1.00  0.00           H  
HETATM   36  H2  UNL     1      -0.799  -4.184   0.423  1.00  0.00           H  
HETATM   37  H3  UNL     1      -0.443  -5.453  -0.801  1.00  0.00           H  
HETATM   38  H4  UNL     1      -0.885  -1.899  -0.539  1.00  0.00           H  
HETATM   39  H5  UNL     1      -3.462   4.134  -1.604  1.00  0.00           H  
HETATM   40  H6  UNL     1      -2.638   7.123  -1.902  1.00  0.00           H  
HETATM   41  H7  UNL     1      -0.546   6.598   0.318  1.00  0.00           H  
HETATM   42  H8  UNL     1       1.520   3.897   1.339  1.00  0.00           H  
HETATM   43  H9  UNL     1       0.903   2.150   0.837  1.00  0.00           H  
HETATM   44  H10 UNL     1       1.770   0.503   1.292  1.00  0.00           H  
HETATM   45  H11 UNL     1       3.622   0.434   0.376  1.00  0.00           H  
HETATM   46  H12 UNL     1       4.648  -1.227  -1.157  1.00  0.00           H  
HETATM   47  H13 UNL     1       4.639  -2.460   0.133  1.00  0.00           H  
HETATM   48  H14 UNL     1       6.264  -0.114  -0.124  1.00  0.00           H  
HETATM   49  H15 UNL     1       4.609  -1.421   2.333  1.00  0.00           H  
HETATM   50  H16 UNL     1       3.252   0.257   3.754  1.00  0.00           H  
HETATM   51  H17 UNL     1       2.615  -1.994   3.654  1.00  0.00           H  
HETATM   52  H18 UNL     1       2.034  -3.269   1.334  1.00  0.00           H  
HETATM   53  H19 UNL     1       0.527  -2.181   1.899  1.00  0.00           H  
HETATM   54  H20 UNL     1      -0.401  -0.920   3.294  1.00  0.00           H  
HETATM   55  H21 UNL     1      -3.918   0.577  -2.143  1.00  0.00           H  
HETATM   56  H22 UNL     1      -5.762  -0.400  -3.309  1.00  0.00           H  
HETATM   57  H23 UNL     1      -5.194  -3.773  -3.230  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3
CONECT    3    4    4   33
CONECT    4    5   38
CONECT    5    6   30   30
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   39
CONECT   10   11   12   12
CONECT   11   40
CONECT   12   13   41
CONECT   13   14   15   15
CONECT   14   42
CONECT   15   16
CONECT   16   17   17   43
CONECT   17   18
CONECT   18   19
CONECT   19   20   28   44
CONECT   20   21
CONECT   21   22   24   45
CONECT   22   23   46   47
CONECT   23   48
CONECT   24   25   26   49
CONECT   25   50
CONECT   26   27   28   51
CONECT   27   52
CONECT   28   29   53
CONECT   29   54
CONECT   30   31   55
CONECT   31   32   33   33
CONECT   32   56
CONECT   33   34
CONECT   34   57
END

NP0043944
     RDKit          3D

57 60  0  0  0  0  0  0  0  0999 V2000
   -0.7571   -4.3881   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486   -4.1313   -1.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.8857   -1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.7590   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -0.4935   -1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    0.7439   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2933    1.8964   -1.0807 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.8528    3.0638   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5404    4.2287   -1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    5.4752   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8178    6.6375   -1.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    5.6255    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    4.4613    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    4.6505    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    3.2030   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.0554    0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.8088   -0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -0.3070    0.2220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.4346    0.9193 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3496   -1.1272    0.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790   -0.6331    0.6521 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6919   -1.3511   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9460   -0.9202    0.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682   -0.8648    2.1519 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7201    0.3025    2.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415   -1.7854    2.5806 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7836   -3.0043    1.9052 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -1.3108    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5262   -0.6323    3.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4933   -0.4012   -1.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793   -1.4654   -2.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619   -1.2957   -3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6575   -2.7250   -2.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237   -3.8255   -2.7186 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0839   -3.7877   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7988   -4.1838    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4428   -5.4526   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8852   -1.8990   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616    4.1342   -1.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    7.1226   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464    6.5980    0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204    3.8971    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9026    2.1498    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705    0.5030    1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6215    0.4338    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -1.2270   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6387   -2.4600    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2639   -0.1139   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6086   -1.4213    2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2523    0.2568    3.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152   -1.9942    3.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0335   -3.2693    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5270   -2.1806    1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009   -0.9204    3.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    0.5768   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616   -0.4003   -3.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1939   -3.7732   -3.2298 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  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  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
  5 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 33  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 16 43  1  0
 19 44  1  1
 21 45  1  1
 22 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  1
 27 52  1  0
 28 53  1  6
 29 54  1  0
 30 55  1  0
 32 56  1  0
 34 57  1  0
M  CHG  1   7   1
M  END

View in JSmol

Synonyms

Value	Source
Petunidin 3-O-beta-D-glucopyranoside	ChEBI
Petunidin 3-O-b-D-glucopyranoside	Generator
Petunidin 3-O-β-D-glucopyranoside	Generator
Petunidin-3-glucoside	HMDB
Petunidin 3-O-b-D-glucoside	HMDB
Petunidin 3-O-β-D-glucoside	HMDB
Anthocyanin PT3g	MeSH
Petunidin 3-glucoside	ChEBI

Chemical Formula

C₂₂H₂₃O₁₂

Average Mass

479.4108 Da

Monoisotopic Mass

479.11895 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}-1lambda4-chromen-1-ylium

Traditional 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}-1lambda4-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(O)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

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-QKYBYQKWSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, 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.	KNApSAcK Database	22123792
Apis cerana	LOTUS Database	35616633
Astragalus sinicus	KNApSAcK Database	22123792
Berberis buxifolia	KNApSAcK Database	22123792
Berberis fortunei	KNApSAcK Database	22123792
Berberis koreana	LOTUS Database	35616633
Broughtonia spp.	KNApSAcK Database	22123792
Catharanthus roseus	KNApSAcK Database	22123792
Cercis chinensis	KNApSAcK Database	22123792
Clitoria ternatea	KNApSAcK Database	22123792
Cotinus coggygria	KNApSAcK Database	22123792
Eugenia umbelliflora	KNApSAcK Database	22123792
Fouquieria spp.	KNApSAcK Database	22123792
Fragaria x ananassa	FooDB	PHENOL EXPLORER
Gaylussacia spp.	KNApSAcK Database	22123792
Glycine max	KNApSAcK Database	22123792
Hibiscus syriacus	LOTUS Database	35616633
Lagerstroemia indica	KNApSAcK Database	22123792
Lespedeza penduliflora	KNApSAcK Database	22123792
Mangifera indica	KNApSAcK Database	22123792
Metrosideros spp.	KNApSAcK Database	22123792
Muscari armeniacum	KNApSAcK Database	22123792
Passiflora suberosa	KNApSAcK Database	22123792
Phaseolus vulgaris	KNApSAcK Database	22123792
Photinia melanocarpa	FooDB	PHENOL EXPLORER
Picea spp.	KNApSAcK Database	22123792
Pinus banksiana	KNApSAcK Database	22123792
Prunus avium	FooDB	L. Gao, and G. Mazza. Characterization, Quantitation, and Distribution of Anthocyanins and Colorl...
Pseudotsuga spp.	KNApSAcK Database	22123792
Renealmia regmelliana	KNApSAcK Database	22123792
Ribes nigrum	FooDB	PHENOL EXPLORER
Ribes rubrum	FooDB	PHENOL EXPLORER
Ribes uva-crispa	FooDB	PHENOL EXPLORER
Rubus idaeus	FooDB	PHENOL EXPLORER
Sambucus nigra	FooDB	PHENOL EXPLORER
Saxifraga spp.	KNApSAcK Database	22123792
Tsuga spp.	KNApSAcK Database	22123792
Vaccinium	FooDB	KNAPSACK
Vaccinium angustifolium	FooDB	11312849
Vaccinium arboreum	LOTUS Database	35616633
Vaccinium corymbosum	FooDB	Kader, F., Rove, B., Girardin, M., and Metche, M. (1996). Fractionation and identification of the...
Vaccinium macrocarpon	FooDB	PHENOL EXPLORER
Vaccinium myrtilloides	FooDB	17579428
Vaccinium myrtillus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium myrtillus L.	KNApSAcK Database	22123792
Vaccinium padifolium	KNApSAcK Database	22123792
Vaccinium spp.	KNApSAcK Database	22123792
Vaccinium vitis-idaea	FooDB	PHENOL EXPLORER
Vigna subterranea	KNApSAcK Database	22123792
Vitis aestivalis	FooDB	PHENOL EXPLORER
Vitis vinifera	KNApSAcK Database	22123792
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

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

aromatic ether (CHEBI:31985 )
beta-D-glucoside (CHEBI:31985 )
anthocyanin cation (CHEBI:31985 )
Anthocyanidins and anthocyanins (C12139 )

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	46.02 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

HMDB0038097

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Petunidin-3-O-glucoside

METLIN ID

Not Available

PubChem Compound

443651

PDB ID

Not Available

ChEBI ID

31985

Good Scents ID

Not Available

References

General References

Mas T, Susperregui J, Berke B, Cheze C, Moreau S, Nuhrich A, Vercauteren J: DNA triplex stabilization property of natural anthocyanins. Phytochemistry. 2000 Mar;53(6):679-87. doi: 10.1016/s0031-9422(99)00619-6. [PubMed:10746881 ]
Miyagusuku-Cruzado G, Jimenez-Flores R, Giusti MM: Whey protein addition and its increased light absorption and tinctorial strength of model solutions colored with anthocyanins. J Dairy Sci. 2021 Jun;104(6):6449-6462. doi: 10.3168/jds.2020-19690. Epub 2021 Mar 25. [PubMed:33773783 ]
Cosme F, Vilela A, Moreira L, Moura C, Enriquez JAP, Filipe-Ribeiro L, Nunes FM: Terroir Effect on the Phenolic Composition and Chromatic Characteristics of Mencia/Jaen Monovarietal Wines: Bierzo D.O. (Spain) and Dao D.O. (Portugal). Molecules. 2020 Dec 18;25(24). pii: molecules25246008. doi: 10.3390/molecules25246008. [PubMed:33353130 ]
Soares S, Soares S, Brandao E, Guerreiro C, Mateus N, de Freitas V: Oral interactions between a green tea flavanol extract and red wine anthocyanin extract using a new cell-based model: insights on the effect of different oral epithelia. Sci Rep. 2020 Jul 28;10(1):12638. doi: 10.1038/s41598-020-69531-9. [PubMed:32724226 ]
Dujmic F, Kovacevic Ganic K, Curic D, Karlovic S, Bosiljkov T, Jezek D, Vidrih R, Hribar J, Zlatic E, Prusina T, Khubber S, Barba FJ, Brncic M: Non-Thermal Ultrasonic Extraction of Polyphenolic Compounds from Red Wine Lees. Foods. 2020 Apr 9;9(4). pii: foods9040472. doi: 10.3390/foods9040472. [PubMed:32283874 ]

Showing NP-Card for Petunidin 3-glucoside (NP0043944)

MOL for NP0043944 (Petunidin 3-glucoside)

3D MOL for NP0043944 (Petunidin 3-glucoside)

3D SDF for NP0043944 (Petunidin 3-glucoside)

3D-SDF for NP0043944 (Petunidin 3-glucoside)

PDB for NP0043944 (Petunidin 3-glucoside)

3D PDB for NP0043944 (Petunidin 3-glucoside)

SMILES for NP0043944 (Petunidin 3-glucoside)

INCHI for NP0043944 (Petunidin 3-glucoside)

Structure for NP0043944 (Petunidin 3-glucoside)

3D Structure for NP0043944 (Petunidin 3-glucoside)