NP-MRD: Showing NP-Card for Peonidin 3-sophoroside 5-glucoside (NP0049655)

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Record Information

Version

2.0

Created at

2022-03-17 21:15:58 UTC

Updated at

2022-03-17 21:15:58 UTC

NP-MRD ID

NP0049655

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Peonidin 3-sophoroside 5-glucoside

Description

Peonidin 3-sophoroside 5-glucoside, also known as peonidin 5-glucoside 3-sophoroside or ygm 0B, belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position. Peonidin 3-sophoroside 5-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, peonidin 3-sophoroside 5-glucoside has been detected, but not quantified in, root vegetables and sweet potato. Peonidin 3-sophoroside 5-glucoside is found in Ipomoea nil . This could make peonidin 3-sophoroside 5-glucoside a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241208392D          

 55 60  0  0  0  0            999 V2000
   -2.8286   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5430   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5430   -2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286   -2.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -0.7955    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.3996   -2.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6852   -2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6852   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -0.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286   -3.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438    1.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727    0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4418   -4.5889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2668   -4.5889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6793   -3.8745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2668   -3.1600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4418   -3.1600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0293   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -5.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793   -5.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -3.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9720   -3.6831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9720   -4.5081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2575   -4.9206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5431   -4.5081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5431   -3.6831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8286   -4.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6865   -3.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6865   -4.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -5.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4009   -3.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9168   -3.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7418   -3.1600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1543   -2.4455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7418   -1.7310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9168   -1.7310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5043   -2.4455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6793   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043   -1.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1543   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1543   -1.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793   -3.8744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -5.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  7  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 28  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 29  1  1  0  0  0
 25 24  1  0  0  0  0
 24 30  1  6  0  0  0
 25 26  1  0  0  0  0
 25 31  1  1  0  0  0
 26 27  1  0  0  0  0
 26 49  1  6  0  0  0
 27 28  1  1  0  0  0
 37 18  1  1  0  0  0
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  6  0  0  0
 33 39  1  1  0  0  0
 34 40  1  6  0  0  0
 35 41  1  1  0  0  0
 39 42  1  0  0  0  0
 43 44  1  0  0  0  0
 43 48  1  0  0  0  0
 44 45  1  0  0  0  0
 46 45  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  1  0  0  0
 47 50  1  6  0  0  0
 44 51  1  1  0  0  0
 45 52  1  6  0  0  0
 46 53  1  1  0  0  0
 51 54  1  0  0  0  0
 29 55  1  0  0  0  0
M  CHG  1   7   1
M  END


  Mrv0541 02241208392D          

 55 60  0  0  0  0            999 V2000
   -2.8286   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5430   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5430   -2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286   -2.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -0.7955    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.3996   -2.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6852   -2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6852   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -0.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286   -3.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438    1.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727    0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4418   -4.5889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2668   -4.5889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6793   -3.8745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2668   -3.1600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4418   -3.1600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0293   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -5.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793   -5.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -3.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9720   -3.6831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9720   -4.5081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2575   -4.9206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5431   -4.5081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5431   -3.6831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8286   -4.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6865   -3.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6865   -4.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -5.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4009   -3.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9168   -3.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7418   -3.1600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1543   -2.4455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7418   -1.7310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9168   -1.7310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5043   -2.4455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6793   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043   -1.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1543   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1543   -1.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793   -3.8744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -5.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  7  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 28  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 29  1  1  0  0  0
 25 24  1  0  0  0  0
 24 30  1  6  0  0  0
 25 26  1  0  0  0  0
 25 31  1  1  0  0  0
 26 27  1  0  0  0  0
 26 49  1  6  0  0  0
 27 28  1  1  0  0  0
 37 18  1  1  0  0  0
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  6  0  0  0
 33 39  1  1  0  0  0
 34 40  1  6  0  0  0
 35 41  1  1  0  0  0
 39 42  1  0  0  0  0
 43 44  1  0  0  0  0
 43 48  1  0  0  0  0
 44 45  1  0  0  0  0
 46 45  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  1  0  0  0
 47 50  1  6  0  0  0
 44 51  1  1  0  0  0
 45 52  1  6  0  0  0
 46 53  1  1  0  0  0
 51 54  1  0  0  0  0
 29 55  1  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
NP0049655

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C34H42O21/c1-48-17-4-11(2-3-14(17)39)30-18(7-13-15(49-30)5-12(38)6-16(13)50-32-28(46)25(43)22(40)19(8-35)52-32)51-34-31(27(45)24(42)21(10-37)54-34)55-33-29(47)26(44)23(41)20(9-36)53-33/h2-7,19-29,31-37,40-47H,8-10H2,1H3,(H-,38,39)/p+1/t19-,20-,21-,22-,23-,24-,25+,26+,27+,28-,29-,31-,32-,33+,34-/m1/s1

> <INCHI_KEY>
JRZVFIAPPQXNCE-HRTNZEMOSA-O

> <FORMULA>
C34H43O21

> <MOLECULAR_WEIGHT>
787.6926

> <EXACT_MASS>
787.229683438

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
75.128040967543

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-4.3613000000000035

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.398770338131575

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.661493248035669

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6486922648019497

> <JCHEM_POLAR_SURFACE_AREA>
340.74

> <JCHEM_REFRACTIVITY>
185.29750000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.57e+00 g/l

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

> <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      -5.280  -1.485   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.614  -2.255   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.614  -3.795   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.280  -4.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.946  -3.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.946  -2.255   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.613  -1.485   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0      -2.613  -4.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.279  -3.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.279  -2.255   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.055  -1.485   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.388   0.825   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.055   0.055   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.388  -2.255   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.722  -1.485   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.722   0.055   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -7.947  -1.485   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.280  -6.105   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.388   2.365   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.722   3.135   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.056   0.825   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.055  -7.232   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.825  -8.566   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.365  -8.566   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.135  -7.232   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.365  -5.899   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.825  -5.899   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.055  -4.565   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.055  -9.900   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.135  -9.900   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.675  -7.232   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -7.947  -6.105   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -9.281  -6.875   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.281  -8.415   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -7.947  -9.185   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.614  -8.415   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.614  -6.875   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.280  -9.185   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0     -10.615  -6.105   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -10.615  -9.185   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -7.947 -10.725   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -11.948  -6.875   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       5.445  -5.899   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       6.985  -5.899   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.755  -4.565   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.985  -3.231   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.445  -3.231   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.675  -4.565   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       3.135  -4.565   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       4.675  -1.898   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       7.755  -7.232   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       9.295  -4.565   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       7.755  -1.897   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       9.295  -7.232   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -1.485  -9.900   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   19                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   21                                                  
CONECT   17    2                                                            
CONECT   18    4   37                                                       
CONECT   19   12   20                                                       
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22   23   27                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25   30                                                  
CONECT   25   24   26   31                                                  
CONECT   26   25   27   49                                                  
CONECT   27   22   26   28                                                  
CONECT   28    9   27                                                       
CONECT   29   23   55                                                       
CONECT   30   24                                                            
CONECT   31   25                                                            
CONECT   32   33   37                                                       
CONECT   33   32   34   39                                                  
CONECT   34   33   35   40                                                  
CONECT   35   34   36   41                                                  
CONECT   36   35   37   38                                                  
CONECT   37   18   32   36                                                  
CONECT   38   36                                                            
CONECT   39   33   42                                                       
CONECT   40   34                                                            
CONECT   41   35                                                            
CONECT   42   39                                                            
CONECT   43   44   48                                                       
CONECT   44   43   45   51                                                  
CONECT   45   44   46   52                                                  
CONECT   46   45   47   53                                                  
CONECT   47   46   48   50                                                  
CONECT   48   43   47   49                                                  
CONECT   49   26   48                                                       
CONECT   50   47                                                            
CONECT   51   44   54                                                       
CONECT   52   45                                                            
CONECT   53   46                                                            
CONECT   54   51                                                            
CONECT   55   29                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

View in JSmol

Synonyms

Value	Source
Peonidin 3-O-sophoroside 5-O-glucoside	HMDB
Peonidin 5-glucoside 3-sophoroside	HMDB
Peonidin 5-O-glucoside 3-O-sophoroside	HMDB
YGM 0b	HMDB

Chemical Formula

C₃₄H₄₃O₂₁

Average Mass

787.6926 Da

Monoisotopic Mass

787.22968 Da

IUPAC Name

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

Traditional Name

CAS Registry Number

79549-69-2

SMILES

COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C34H42O21/c1-48-17-4-11(2-3-14(17)39)30-18(7-13-15(49-30)5-12(38)6-16(13)50-32-28(46)25(43)22(40)19(8-35)52-32)51-34-31(27(45)24(42)21(10-37)54-34)55-33-29(47)26(44)23(41)20(9-36)53-33/h2-7,19-29,31-37,40-47H,8-10H2,1H3,(H-,38,39)/p+1/t19-,20-,21-,22-,23-,24-,25+,26+,27+,28-,29-,31-,32-,33+,34-/m1/s1

InChI Key

JRZVFIAPPQXNCE-HRTNZEMOSA-O

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ipomoea batatas	FooDB	KNAPSACK
Ipomoea nil	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-5-O-glycosides

Alternative Parents

Not Available

Substituents

Not Available

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	-0.49	ALOGPS
logP	-4.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.66	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	340.74 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	185.3 m³·mol⁻¹	ChemAxon
Polarizability	75.13 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0040500

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020263

KNApSAcK ID

C00006691

Chemspider ID

10290090

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14861214

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Peonidin 3-sophoroside 5-glucoside (NP0049655)

MOL for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

3D MOL for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

3D SDF for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

3D-SDF for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

PDB for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

3D PDB for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

SMILES for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

INCHI for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

Structure for NP0049655 (Peonidin 3-sophoroside 5-glucoside)

3D Structure for NP0049655 (Peonidin 3-sophoroside 5-glucoside)