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

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:59:23 UTC
Update Date2022-08-31 22:37:49 UTC
Metabolite IDMMDBc0033697
Metabolite Identification
Common NamePeonidin 3-O-glucoside
DescriptionPeonidin-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
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be285fb30>

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
Download

3D MOL for #<Metabolite:0x0000560be285fb30>

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
Download

3D SDF for #<Metabolite:0x0000560be285fb30>

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

$$$$
Download

3D-SDF for #<Metabolite:0x0000560be285fb30>

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
Download

PDB for #<Metabolite:0x0000560be285fb30>

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
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3D PDB for #<Metabolite:0x0000560be285fb30>

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
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SMILES for #<Metabolite:0x0000560be285fb30>

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
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INCHI for #<Metabolite:0x0000560be285fb30>

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
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Synonyms
ValueSource
3'-O-Methylcyanidin 3-O-beta-D-glucosideChEBI
OxycoccicyaninChEBI
Peonidin 3-O-glucosideChEBI
3'-O-Methylcyanidin 3-O-b-D-glucosideGenerator
3'-O-Methylcyanidin 3-O-β-D-glucosideGenerator
Peonidin 3-O-beta-D-glucosideChEBI
Peonidin 3-O-b-D-glucosideGenerator
Peonidin 3-O-β-D-glucosideGenerator
Peonidin 3-glucosideMeSH, HMDB
Peonidin-3-glucosideChEBI
Peonidin-3-O-glucosideMeSH
Molecular FormulaC22H23O11
Average Mass463.4114
Monoisotopic Mass463.124036578
IUPAC Name5,7-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 Name5,7-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 Number68795-37-9
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 KeyZZWPMFROUHHAKY-OUUKCGNVSA-O