Showing metabocard for Peonidin 3-O-(acetylglucoside) (MMDBc0033698)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:59:26 UTC
Update Date2022-08-31 22:37:50 UTC
Metabolite IDMMDBc0033698
Metabolite Identification
Common NamePeonidin 3-O-(acetylglucoside)
DescriptionPeonidin 3-O-(acetylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951 ] [PMID: 17303275 ]
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecf4012ed8>

Peonidin 3-O-(6''-acetyl-glucoside)
  Mrv1652309231722562D          

 41 44  0  0  1  0            999 V2000
   -2.1434   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
    0.0000   -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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  9 10  1  6  0  0  0
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  2 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  1  0  0  0
M  CHG  1  22   1
M  END
Download

3D MOL for #<Metabolite:0x00007fecf4012ed8>

HMDB0301893
     RDKit          3D
Peonidin 3-(6''-acetyl-glucoside)
 61 64  0  0  0  0  0  0  0  0999 V2000
   -6.7907    3.6677    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    3.3572    0.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270    2.9674    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.6898   -0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.3156   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113   -0.0690   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275   -0.8912   -0.7588 O   0  0  0  0  0  3  0  0  0  0  0  0
   -3.0642   -2.1332   -1.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1866   -2.9203   -1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510   -4.2413   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845   -4.9999   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -4.8627   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -4.0898   -1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662   -4.7068   -1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8357   -2.7501   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465   -1.9652   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1185    0.1483   -0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9130    0.0357    1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -0.1521    1.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7084   -0.4157    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2453   -1.7581    2.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -2.4441    1.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683    1.1415    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1600    0.9095   -0.0128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    1.8764   -0.2762 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1277    2.6285    0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2838    0.8443   -1.0918 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2196    0.1098   -1.7976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121    2.2268    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    3.5312    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965    3.8685    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6618    5.1766    0.8463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0876    4.5538   -0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2683    3.9551    1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6514    0.9804   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1635   -2.4179   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1566   -5.9585   -2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469   -5.9054   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.2194   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -2.3733   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.1482   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -0.9831    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716    0.4879    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.2990    2.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6524   -0.9334    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6579   -1.7271    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.7683    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781    1.7540   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6005    3.2231   -0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    1.3951   -1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    0.0319   -2.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5319    2.0201    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830    4.2460    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9652    5.8649    1.0861 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
 23 24  1  0
 24 25  1  0
 24 26  2  0
 21 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
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 27 53  1  1
 28 54  1  0
 29 55  1  6
 30 56  1  0
 31 57  1  6
 32 58  1  0
 33 59  1  0
 34 60  1  0
 36 61  1  0
M  CHG  1   7   1
M  END
Download

3D SDF for #<Metabolite:0x00007fecf4012ed8>

Peonidin 3-O-(6''-acetyl-glucoside)
  Mrv1652309231722562D          

 41 44  0  0  1  0            999 V2000
   -2.1434   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
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    0.7145   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    0.0000    0.0000 C   0  0  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
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    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 24 32  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  6  0  0  0
 33 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  1  0  0  0
 36 39  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  1  0  0  0
M  CHG  1  22   1
M  END
> <DATABASE_ID>
MMDBc0033698

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1

> <INCHI_KEY>
MBSKDCPWFSMEFD-WKKMNAASSA-O

> <FORMULA>
C24H25O12

> <MOLECULAR_WEIGHT>
505.4481

> <EXACT_MASS>
505.134601264

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
49.17352824993953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
0.8478000000000002

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.538794404425719

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.39552521059954

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649102880226849

> <JCHEM_POLAR_SURFACE_AREA>
188.51

> <JCHEM_REFRACTIVITY>
129.89129999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fecf4012ed8>

HMDB0301893
     RDKit          3D
Peonidin 3-(6''-acetyl-glucoside)
 61 64  0  0  0  0  0  0  0  0999 V2000
   -6.7907    3.6677    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    3.3572    0.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270    2.9674    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.6898   -0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.3156   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113   -0.0690   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275   -0.8912   -0.7588 O   0  0  0  0  0  3  0  0  0  0  0  0
   -3.0642   -2.1332   -1.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1866   -2.9203   -1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510   -4.2413   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845   -4.9999   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -4.8627   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -4.0898   -1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662   -4.7068   -1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8357   -2.7501   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465   -1.9652   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9631   -0.6217   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    0.1483   -0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -0.1027   -0.2349 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9130    0.0357    1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -0.1521    1.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7084   -0.4157    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915   -0.6126    2.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7715   -1.6179    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2453   -1.7581    2.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -2.4441    1.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683    1.1415    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1600    0.9095   -0.0128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    1.8764   -0.2762 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1277    2.6285    0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2838    0.8443   -1.0918 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2196    0.1098   -1.7976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121    2.2268    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    3.5312    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965    3.8685    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6618    5.1766    0.8463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0876    4.5538   -0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2683    3.9551    1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4896    2.8059   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6514    0.9804   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1635   -2.4179   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1566   -5.9585   -2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469   -5.9054   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.2194   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -2.3733   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.1482   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -0.9831    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716    0.4879    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.2990    2.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6524   -0.9334    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4397   -2.7549    2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6579   -1.7271    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.7683    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781    1.7540   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172    2.4935   -0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2231   -0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    1.3951   -1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    0.0319   -2.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5319    2.0201    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830    4.2460    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9652    5.8649    1.0861 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
 23 24  1  0
 24 25  1  0
 24 26  2  0
 21 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 19 46  1  6
 21 47  1  6
 22 48  1  0
 22 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  1
 28 54  1  0
 29 55  1  6
 30 56  1  0
 31 57  1  6
 32 58  1  0
 33 59  1  0
 34 60  1  0
 36 61  1  0
M  CHG  1   7   1
M  END
Download

PDB for #<Metabolite:0x00007fecf4012ed8>

HEADER    PROTEIN                                 23-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Peonidin 3-O-(6''-acetyl-glucoside)               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-SEP-17         0                                  
HETATM    1  H   UNK     0      -4.001  -8.470   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0      -1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   11  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335   0.000   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  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+1
HETATM   23  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       0.000  -6.160   0.000  0.00  0.00           H+0
HETATM   35  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0      -1.334  -8.470   0.000  0.00  0.00           H+0
HETATM   38  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0      -2.667  -6.160   0.000  0.00  0.00           H+0
HETATM   41  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   39                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   11   33                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20                                                            
CONECT   22   15   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23   25   32                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   24                                                       
CONECT   33    9   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36    2   40   41                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END
Download

3D PDB for #<Metabolite:0x00007fecf4012ed8>

COMPND    HMDB0301893
HETATM    1  C1  UNL     1      -6.791   3.668   0.204  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.550   3.357   0.211  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.327   2.967   0.196  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.869   1.690  -0.118  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.546   1.316  -0.121  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.211  -0.069  -0.470  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.228  -0.891  -0.759  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -3.064  -2.133  -1.081  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.187  -2.920  -1.367  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.051  -4.241  -1.712  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.184  -5.000  -1.991  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.828  -4.863  -1.796  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.693  -4.090  -1.513  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.466  -4.707  -1.595  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.836  -2.750  -1.164  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.746  -1.965  -0.880  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.963  -0.622  -0.534  1.00  0.00           C  
HETATM   18  O5  UNL     1       0.118   0.148  -0.255  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.466  -0.103  -0.235  1.00  0.00           C  
HETATM   20  O6  UNL     1       1.913   0.036   1.102  1.00  0.00           O  
HETATM   21  C15 UNL     1       3.303  -0.152   1.116  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.708  -0.416   2.543  1.00  0.00           C  
HETATM   23  O7  UNL     1       5.091  -0.613   2.653  1.00  0.00           O  
HETATM   24  C17 UNL     1       5.772  -1.618   2.031  1.00  0.00           C  
HETATM   25  C18 UNL     1       7.245  -1.758   2.196  1.00  0.00           C  
HETATM   26  O8  UNL     1       5.182  -2.444   1.310  1.00  0.00           O  
HETATM   27  C19 UNL     1       3.968   1.142   0.657  1.00  0.00           C  
HETATM   28  O9  UNL     1       5.160   0.909  -0.013  1.00  0.00           O  
HETATM   29  C20 UNL     1       3.024   1.876  -0.276  1.00  0.00           C  
HETATM   30  O10 UNL     1       2.128   2.628   0.455  1.00  0.00           O  
HETATM   31  C21 UNL     1       2.284   0.844  -1.092  1.00  0.00           C  
HETATM   32  O11 UNL     1       3.220   0.110  -1.798  1.00  0.00           O  
HETATM   33  C22 UNL     1      -1.612   2.227   0.196  1.00  0.00           C  
HETATM   34  C23 UNL     1      -1.982   3.531   0.523  1.00  0.00           C  
HETATM   35  C24 UNL     1      -3.297   3.869   0.518  1.00  0.00           C  
HETATM   36  O12 UNL     1      -3.662   5.177   0.846  1.00  0.00           O  
HETATM   37  H1  UNL     1      -7.088   4.554  -0.471  1.00  0.00           H  
HETATM   38  H2  UNL     1      -7.268   3.955   1.213  1.00  0.00           H  
HETATM   39  H3  UNL     1      -7.490   2.806  -0.116  1.00  0.00           H  
HETATM   40  H4  UNL     1      -4.651   0.980  -0.369  1.00  0.00           H  
HETATM   41  H5  UNL     1      -5.163  -2.418  -1.298  1.00  0.00           H  
HETATM   42  H6  UNL     1      -5.157  -5.958  -2.247  1.00  0.00           H  
HETATM   43  H7  UNL     1      -2.747  -5.905  -2.070  1.00  0.00           H  
HETATM   44  H8  UNL     1       0.375  -4.219  -1.408  1.00  0.00           H  
HETATM   45  H9  UNL     1       0.246  -2.373  -0.922  1.00  0.00           H  
HETATM   46  H10 UNL     1       1.699  -1.148  -0.510  1.00  0.00           H  
HETATM   47  H11 UNL     1       3.608  -0.983   0.481  1.00  0.00           H  
HETATM   48  H12 UNL     1       3.472   0.488   3.175  1.00  0.00           H  
HETATM   49  H13 UNL     1       3.143  -1.299   2.953  1.00  0.00           H  
HETATM   50  H14 UNL     1       7.652  -0.933   2.819  1.00  0.00           H  
HETATM   51  H15 UNL     1       7.440  -2.755   2.630  1.00  0.00           H  
HETATM   52  H16 UNL     1       7.658  -1.727   1.145  1.00  0.00           H  
HETATM   53  H17 UNL     1       4.204   1.768   1.560  1.00  0.00           H  
HETATM   54  H18 UNL     1       5.378   1.754  -0.498  1.00  0.00           H  
HETATM   55  H19 UNL     1       3.617   2.493  -0.987  1.00  0.00           H  
HETATM   56  H20 UNL     1       1.600   3.223  -0.134  1.00  0.00           H  
HETATM   57  H21 UNL     1       1.647   1.395  -1.818  1.00  0.00           H  
HETATM   58  H22 UNL     1       3.012   0.032  -2.761  1.00  0.00           H  
HETATM   59  H23 UNL     1      -0.532   2.020   0.220  1.00  0.00           H  
HETATM   60  H24 UNL     1      -1.183   4.246   0.778  1.00  0.00           H  
HETATM   61  H25 UNL     1      -2.965   5.865   1.086  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3
CONECT    3    4    4   35
CONECT    4    5   40
CONECT    5    6   33   33
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   41
CONECT   10   11   12   12
CONECT   11   42
CONECT   12   13   43
CONECT   13   14   15   15
CONECT   14   44
CONECT   15   16
CONECT   16   17   17   45
CONECT   17   18
CONECT   18   19
CONECT   19   20   31   46
CONECT   20   21
CONECT   21   22   27   47
CONECT   22   23   48   49
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   50   51   52
CONECT   27   28   29   53
CONECT   28   54
CONECT   29   30   31   55
CONECT   30   56
CONECT   31   32   57
CONECT   32   58
CONECT   33   34   59
CONECT   34   35   35   60
CONECT   35   36
CONECT   36   61
END
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SMILES for #<Metabolite:0x00007fecf4012ed8>

[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
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INCHI for #<Metabolite:0x00007fecf4012ed8>

InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1
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Synonyms
ValueSource
Peonidin 3-(6''-acetylglucoside)ChEBI
Molecular FormulaC24H25O12
Average Mass505.4481
Monoisotopic Mass505.134601264
IUPAC Name3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium
Traditional Name3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium
CAS Registry NumberNot Available
SMILES
[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
InChI Identifier
InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1
InChI KeyMBSKDCPWFSMEFD-WKKMNAASSA-O