MiMeDB: Showing metabocard for Peonidin 3-O-glucoside (MMDBc0033697)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:59:23 UTC

Update Date

2024-04-30 20:15:25 UTC

Metabolite ID

MMDBc0033697

Metabolite Identification

Common Name

Peonidin 3-O-glucoside

Description

Peonidin-3-glucoside has been proposed by Wu et al. [PMID: 12097661 ] to be a secondary metabolite of cyanidin-3-glucoside which may be methylated by liver enzymes during phase II metabolism.

Structure

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

Peonidin 3-O-glucoside
  Mrv1652303102016532D          

 33 36  0  0  1  0            999 V2000
   -1.4289    2.4749    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    1.2374    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    1.2374    0.0000 O   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
   -0.7145   -0.4125    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
    0.0000    0.8250    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 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
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    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
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    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   -1.2374    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   -2.4749    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
    0.7145   -3.7125    0.0000 C   0  0  2  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
    2.1434   -3.7125    0.0000 O   0  0  0  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
    0.0000   -4.9499    0.0000 O   0  0  0  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
   -1.4289   -4.1250    0.0000 O   0  0  0  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
   -1.4289   -2.4749    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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  CHG  1  11   1
M  END

HMDB0013689
     RDKit          3D
Peonidin-3-glucoside
 56 59  0  0  0  0  0  0  0  0999 V2000
    5.3541    0.1351   -3.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4903   -0.9492   -3.4193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067   -1.1356   -2.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -0.2808   -1.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7376   -0.4390   -0.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121    0.4912    0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    1.3464    0.4138 O   0  0  0  0  0  3  0  0  0  0  0  0
    2.3024    2.2477    1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3274    3.1194    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2327    4.0819    2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2913    4.9385    2.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0735    4.1966    3.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321    3.3430    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304    3.4565    3.8062 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1303    2.3920    2.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    1.5085    1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    0.5427    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866   -0.2801    0.4942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.4719    0.9583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3256   -1.7567    1.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1943   -2.5215    0.5649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4754   -3.1264   -0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -3.9382   -1.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361   -1.8784    0.0633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5683   -2.5804    0.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4562   -0.4429    0.6178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4888    0.2187   -0.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459    0.1466    0.1119 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1357    1.5312    0.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791   -1.5292   -1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795   -2.4000   -2.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -2.2282   -3.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -3.0930   -4.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3747   -0.0672   -3.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4722    0.3001   -2.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    1.0494   -3.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.5739   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629    3.0678    1.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3077    5.8088    2.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0045    4.9591    4.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9658    2.9406    3.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    1.5616    2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1376    0.1105    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450   -3.4178    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -2.3422   -1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962   -3.7277   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256   -3.4309   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -1.7408   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4166   -3.1433    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532   -0.4472    1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3291   -0.2977   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0843   -0.1806   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639    1.7216    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -1.7233   -0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -3.2532   -2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866   -2.9663   -4.5868 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  2  0
 32 33  1  0
 32  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  1
 21 44  1  1
 22 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  6
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  6
 29 53  1  0
 30 54  1  0
 31 55  1  0
 33 56  1  0
M  CHG  1   7   1
M  END

Peonidin 3-O-glucoside
  Mrv1652303102016532D          

 33 36  0  0  1  0            999 V2000
   -1.4289    2.4749    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    1.2374    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    1.2374    0.0000 O   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
   -0.7145   -0.4125    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
    0.0000    0.8250    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 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
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    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
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    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   -1.2374    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   -2.4749    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
    0.7145   -3.7125    0.0000 C   0  0  2  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
    2.1434   -3.7125    0.0000 O   0  0  0  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
    0.0000   -4.9499    0.0000 O   0  0  0  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
   -1.4289   -4.1250    0.0000 O   0  0  0  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
   -1.4289   -2.4749    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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  CHG  1  11   1
M  END
> <DATABASE_ID>
MMDBc0033697

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=C(O)C=CC(=C1)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/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1

> <INCHI_KEY>
ZZWPMFROUHHAKY-OUUKCGNVSA-O

> <FORMULA>
C22H23O11

> <MOLECULAR_WEIGHT>
463.4114

> <EXACT_MASS>
463.124036578

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.0481163055062

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
0.41869999999999963

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.538794373972953

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.395525209261993

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923799280262

> <JCHEM_POLAR_SURFACE_AREA>
182.43999999999997

> <JCHEM_REFRACTIVITY>
120.7398

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.18e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013689
     RDKit          3D
Peonidin-3-glucoside
 56 59  0  0  0  0  0  0  0  0999 V2000
    5.3541    0.1351   -3.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4903   -0.9492   -3.4193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067   -1.1356   -2.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -0.2808   -1.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7376   -0.4390   -0.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121    0.4912    0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    1.3464    0.4138 O   0  0  0  0  0  3  0  0  0  0  0  0
    2.3024    2.2477    1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3274    3.1194    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2327    4.0819    2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2913    4.9385    2.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0735    4.1966    3.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321    3.3430    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304    3.4565    3.8062 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1303    2.3920    2.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    1.5085    1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    0.5427    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866   -0.2801    0.4942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.4719    0.9583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3256   -1.7567    1.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1943   -2.5215    0.5649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4754   -3.1264   -0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -3.9382   -1.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361   -1.8784    0.0633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5683   -2.5804    0.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4562   -0.4429    0.6178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4888    0.2187   -0.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459    0.1466    0.1119 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1357    1.5312    0.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791   -1.5292   -1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795   -2.4000   -2.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -2.2282   -3.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -3.0930   -4.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3747   -0.0672   -3.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4722    0.3001   -2.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    1.0494   -3.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.5739   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629    3.0678    1.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3077    5.8088    2.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0045    4.9591    4.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9658    2.9406    3.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    1.5616    2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1376    0.1105    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450   -3.4178    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -2.3422   -1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962   -3.7277   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256   -3.4309   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -1.7408   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4166   -3.1433    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532   -0.4472    1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3291   -0.2977   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0843   -0.1806   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639    1.7216    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -1.7233   -0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -3.2532   -2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866   -2.9663   -4.5868 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  2  0
 32 33  1  0
 32  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  1
 21 44  1  1
 22 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  6
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  6
 29 53  1  0
 30 54  1  0
 31 55  1  0
 33 56  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Peonidin 3-O-glucoside                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         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      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+1
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+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  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   10   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0013689
HETATM    1  C1  UNL     1       5.354   0.135  -3.153  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.490  -0.949  -3.419  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.307  -1.136  -2.708  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.915  -0.281  -1.705  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.738  -0.439  -0.976  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.412   0.491   0.100  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.397   1.346   0.414  1.00  0.00           O1+
HETATM    8  C6  UNL     1       2.302   2.248   1.342  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.327   3.119   1.653  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.233   4.082   2.642  1.00  0.00           C  
HETATM   11  O3  UNL     1       4.291   4.938   2.918  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.073   4.197   3.364  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.032   3.343   3.081  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.130   3.457   3.806  1.00  0.00           O  
HETATM   15  C11 UNL     1       1.130   2.392   2.101  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.122   1.509   1.769  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.219   0.543   0.776  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.787  -0.280   0.494  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.065  -0.472   0.958  1.00  0.00           C  
HETATM   20  O6  UNL     1      -2.326  -1.757   1.243  1.00  0.00           O  
HETATM   21  C15 UNL     1      -3.194  -2.521   0.565  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.475  -3.126  -0.653  1.00  0.00           C  
HETATM   23  O7  UNL     1      -3.364  -3.938  -1.368  1.00  0.00           O  
HETATM   24  C17 UNL     1      -4.436  -1.878   0.063  1.00  0.00           C  
HETATM   25  O8  UNL     1      -5.568  -2.580   0.382  1.00  0.00           O  
HETATM   26  C18 UNL     1      -4.456  -0.443   0.618  1.00  0.00           C  
HETATM   27  O9  UNL     1      -5.489   0.219  -0.050  1.00  0.00           O  
HETATM   28  C19 UNL     1      -3.146   0.147   0.112  1.00  0.00           C  
HETATM   29  O10 UNL     1      -3.136   1.531   0.258  1.00  0.00           O  
HETATM   30  C20 UNL     1       0.979  -1.529  -1.335  1.00  0.00           C  
HETATM   31  C21 UNL     1       1.379  -2.400  -2.358  1.00  0.00           C  
HETATM   32  C22 UNL     1       2.541  -2.228  -3.064  1.00  0.00           C  
HETATM   33  O11 UNL     1       2.929  -3.093  -4.072  1.00  0.00           O  
HETATM   34  H1  UNL     1       6.375  -0.067  -3.568  1.00  0.00           H  
HETATM   35  H2  UNL     1       5.472   0.300  -2.082  1.00  0.00           H  
HETATM   36  H3  UNL     1       4.991   1.049  -3.708  1.00  0.00           H  
HETATM   37  H4  UNL     1       3.556   0.574  -1.460  1.00  0.00           H  
HETATM   38  H5  UNL     1       4.263   3.068   1.111  1.00  0.00           H  
HETATM   39  H6  UNL     1       4.308   5.809   2.392  1.00  0.00           H  
HETATM   40  H7  UNL     1       2.004   4.959   4.147  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.966   2.941   3.746  1.00  0.00           H  
HETATM   42  H9  UNL     1      -0.800   1.562   2.308  1.00  0.00           H  
HETATM   43  H10 UNL     1      -2.138   0.110   1.937  1.00  0.00           H  
HETATM   44  H11 UNL     1      -3.545  -3.418   1.169  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.153  -2.342  -1.361  1.00  0.00           H  
HETATM   46  H13 UNL     1      -1.596  -3.728  -0.352  1.00  0.00           H  
HETATM   47  H14 UNL     1      -3.826  -3.431  -2.074  1.00  0.00           H  
HETATM   48  H15 UNL     1      -4.381  -1.741  -1.050  1.00  0.00           H  
HETATM   49  H16 UNL     1      -5.417  -3.143   1.172  1.00  0.00           H  
HETATM   50  H17 UNL     1      -4.553  -0.447   1.702  1.00  0.00           H  
HETATM   51  H18 UNL     1      -6.329  -0.298  -0.078  1.00  0.00           H  
HETATM   52  H19 UNL     1      -3.084  -0.181  -0.955  1.00  0.00           H  
HETATM   53  H20 UNL     1      -3.364   1.722   1.198  1.00  0.00           H  
HETATM   54  H21 UNL     1       0.064  -1.723  -0.809  1.00  0.00           H  
HETATM   55  H22 UNL     1       0.732  -3.253  -2.598  1.00  0.00           H  
HETATM   56  H23 UNL     1       3.787  -2.966  -4.587  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5   37
CONECT    5    6   30   30
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   38
CONECT   10   11   12   12
CONECT   11   39
CONECT   12   13   40
CONECT   13   14   15   15
CONECT   14   41
CONECT   15   16
CONECT   16   17   17   42
CONECT   17   18
CONECT   18   19
CONECT   19   20   28   43
CONECT   20   21
CONECT   21   22   24   44
CONECT   22   23   45   46
CONECT   23   47
CONECT   24   25   26   48
CONECT   25   49
CONECT   26   27   28   50
CONECT   27   51
CONECT   28   29   52
CONECT   29   53
CONECT   30   31   54
CONECT   31   32   32   55
CONECT   32   33
CONECT   33   56
END

HMDB0013689
     RDKit          3D
Peonidin-3-glucoside
 56 59  0  0  0  0  0  0  0  0999 V2000
    5.3541    0.1351   -3.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4903   -0.9492   -3.4193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067   -1.1356   -2.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -0.2808   -1.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7376   -0.4390   -0.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121    0.4912    0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969    1.3464    0.4138 O   0  0  0  0  0  3  0  0  0  0  0  0
    2.3024    2.2477    1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3274    3.1194    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2327    4.0819    2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2913    4.9385    2.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0735    4.1966    3.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321    3.3430    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304    3.4565    3.8062 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1303    2.3920    2.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    1.5085    1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    0.5427    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866   -0.2801    0.4942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.4719    0.9583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3256   -1.7567    1.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1943   -2.5215    0.5649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4754   -3.1264   -0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -3.9382   -1.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361   -1.8784    0.0633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5683   -2.5804    0.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4562   -0.4429    0.6178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4888    0.2187   -0.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459    0.1466    0.1119 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1357    1.5312    0.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791   -1.5292   -1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795   -2.4000   -2.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -2.2282   -3.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -3.0930   -4.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3747   -0.0672   -3.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4722    0.3001   -2.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    1.0494   -3.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.5739   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629    3.0678    1.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3077    5.8088    2.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0045    4.9591    4.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9658    2.9406    3.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    1.5616    2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1376    0.1105    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450   -3.4178    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -2.3422   -1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962   -3.7277   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256   -3.4309   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -1.7408   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4166   -3.1433    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532   -0.4472    1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3291   -0.2977   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0843   -0.1806   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639    1.7216    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -1.7233   -0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -3.2532   -2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866   -2.9663   -4.5868 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  2  0
 32 33  1  0
 32  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  1
 21 44  1  1
 22 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  6
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  6
 29 53  1  0
 30 54  1  0
 31 55  1  0
 33 56  1  0
M  CHG  1   7   1
M  END

Synonyms

Value	Source
3'-O-Methylcyanidin 3-O-beta-D-glucoside	ChEBI
Oxycoccicyanin	ChEBI
Peonidin 3-O-glucoside	ChEBI
3'-O-Methylcyanidin 3-O-b-D-glucoside	Generator
3'-O-Methylcyanidin 3-O-β-D-glucoside	Generator
Peonidin 3-O-beta-D-glucoside	ChEBI
Peonidin 3-O-b-D-glucoside	Generator
Peonidin 3-O-β-D-glucoside	Generator
Peonidin 3-glucoside	MeSH, HMDB
Peonidin-3-glucoside	ChEBI
Peonidin-3-O-glucoside	MeSH

Molecular Formula

C₂₂H₂₃O₁₁

Average Mass

463.4114

Monoisotopic Mass

463.124036578

IUPAC Name

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

Traditional Name

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

CAS Registry Number

68795-37-9

SMILES

COC1=C(O)C=CC(=C1)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/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1

InChI Key

ZZWPMFROUHHAKY-OUUKCGNVSA-O

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
7-hydroxyflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Methoxyphenol
1-benzopyran
Benzopyran
Methoxybenzene
Phenoxy compound
Phenol ether
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Monosaccharide
Oxane
Heteroaromatic compound
Secondary alcohol
Polyol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Primary alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:74793 )
monosaccharide derivative (CHEBI:74793 )
anthocyanin cation (CHEBI:74793 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	1.18	ALOGPS
logP	0.42	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	6.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	182.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.74 m³·mol⁻¹	ChemAxon
Polarizability	45.05 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-9203500000-46d99ce5e8628cbe9157	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-03di-2331029000-917c43b617d07d6f073b	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0002-0090100000-0807279ecd58dbe38f4e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0039100000-cbeb7a2ec27315d1575a	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0100900000-c6004bf80dd72ad2bd7b	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1300900000-cfe5d43e5a5ed6973d3f	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ot-8911000000-c56dc49b6c675b18b7bd	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2300900000-9e7364bc1ea3ed714e5a	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-6700900000-759ae58a8bfcf0669b11	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-9300000000-c97a6a71b4c020768f6b	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0019000000-484bf4d661bc90952ec8	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0039200000-2f06e38c2f05d59c8b3b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0w2d-6195100000-e9b66b1890c40defd541	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food			FooDB	31437929
Food			FooDB	31437929
Plant	Fruit	Vaccinium	FooDB	31437929
Plant	Fruit	Vaccinium macrocarpon	FooDB	31437929
Plant	Fruit	Vaccinium macrocarpon	FooDB	31437929
Plant	Fruit	Sambucus nigra	FooDB	31437929
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant	Fruit	Prunus domestica	FooDB	31437929
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929
Plant	Exocarp	Vitis vinifera	FooDB	31437929
Plant	Fruit	Vaccinium myrtillus	FooDB	31437929
Plant		Vaccinium macrocarpon	FooDB	31437929
Plant	Fruit	Vitis aestivalis	FooDB	31437929
Plant		Eragrostis tef	FooDB	31437929
Plant	Fruit	Ribes nigrum	FooDB	31437929
Plant	Fruit	Ribes rubrum	FooDB	31437929
Plant	Leaves	Vaccinium myrtillus	FooDB	31437929
Plant	Fruit	Vaccinium virgatum	FooDB	31437929
Plant	Fruit	Olea europaea	FooDB	31437929
Plant	Fruit	Vaccinium myrtilloides	FooDB	31437929
Plant		Chenopodium quinoa	FooDB	31437929
Plant	Fruit	Prunus	FooDB	31437929
Plant		Glycine max	FooDB	31437929
Plant	Fruit	Prunus avium	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant		Phaseolus lunatus	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant	Fruit	Photinia melanocarpa	FooDB	31437929
Plant	Fruit	Ribes uva-crispa	FooDB	31437929
Plant	Fruit	Prunus avium	FooDB	31437929
Plant	Fruit	Vaccinium vitis-idaea	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant		Prunus avium	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0013689

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

FDB017308

KNApSAcK ID

Not Available

Chemspider ID

391786

KEGG Compound ID

C12141

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Peonidin-3-O-glucoside

METLIN ID

Not Available

PubChem Compound

443654

PDB ID

Not Available

ChEBI ID

74793

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wu X, Cao G, Prior RL: Absorption and metabolism of anthocyanins in elderly women after consumption of elderberry or blueberry. J Nutr. 2002 Jul;132(7):1865-71. doi: 10.1093/jn/132.7.1865. [PubMed:12097661 ]

Showing metabocard for Peonidin 3-O-glucoside (MMDBc0033697)

MOL for #<Metabolite:0x00007f46c9ec41b0>

3D MOL for #<Metabolite:0x00007f46c9ec41b0>

3D SDF for #<Metabolite:0x00007f46c9ec41b0>

3D-SDF for #<Metabolite:0x00007f46c9ec41b0>

PDB for #<Metabolite:0x00007f46c9ec41b0>

3D PDB for #<Metabolite:0x00007f46c9ec41b0>

SMILES for #<Metabolite:0x00007f46c9ec41b0>

INCHI for #<Metabolite:0x00007f46c9ec41b0>

Structure for #<Metabolite:0x00007f46c9ec41b0>

3D Structure for #<Metabolite:0x00007f46c9ec41b0>