MiMeDB: Showing metabocard for Cyanidin 3-glucoside (MMDBc0052974)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:10:41 UTC

Update Date

2024-04-30 20:45:22 UTC

Metabolite ID

MMDBc0052974

Metabolite Identification

Common Name

Cyanidin 3-glucoside

Description

Cyanidin 3-glucoside, also known as chrysanthenin or cyanidin 3-glucoside chloride (CAS: 7084-24-4), belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Cyanidin 3-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, cyanidin 3-glucoside is found, on average, in the highest concentration within a few different foods, such as black elderberries, rubus (blackberry, raspberry), and bilberries and in a lower concentration in redcurrants, strawberries, and sweet oranges. Cyanidin 3-glucoside has also been detected, but not quantified in, several different foods, such as common pea, peaches, Tartary buckwheats, soft-necked garlic, and fats and oils. This could make cyanidin 3-glucoside a potential biomarker for the consumption of these foods. Cyanidin (and its glycosides) is the most commonly occurring of the anthocyanins, a widespread group of pigments responsible for the red-blue colour of many fruits and vegetables (PMID: 14711454 ). BioTransformer predicts that cyanidin 3-glucoside is a product of cyanidin 3-sophoroside metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by the EC.3.2.1.X enzyme (PMID: 30612223 ).

Structure

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


  Mrv1652309042000372D          

 32 35  0  0  0  0            999 V2000
   -1.6612    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2323    0.0208    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -0.2323   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    1.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6256    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6256    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0901    0.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -2.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -1.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    2.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    1.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -2.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -3.6917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1967   -4.1042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9112   -3.6917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9112   -2.8667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1967   -2.4542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6256   -2.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -4.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -4.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322   -4.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 12 20  1  0  0  0  0
 16 21  1  0  0  0  0
 27 19  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  6  0  0  0
 25 29  1  1  0  0  0
 24 30  1  6  0  0  0
 23 31  1  1  0  0  0
 31 32  1  0  0  0  0
M  CHG  1   7   1
M  END

HMDB0030684
     RDKit          3D
Cyanidin 3-glucoside
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.5517   -2.7912    0.5037 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -2.6175   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -1.2690   -0.9493 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3898   -1.3454   -0.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -0.1090   -0.1403 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4597   -0.1533    0.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7230    0.1894   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085    0.7158   -1.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0286    1.0650   -2.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508    1.5830   -3.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9653    1.7433   -4.0190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3682    1.9355   -3.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5084    1.7586   -3.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    2.1206   -3.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269    1.2445   -1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2014    0.8986   -1.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    0.4069   -0.0739 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.9062    0.0542    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311   -0.4713    1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -0.8790    2.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941   -1.3883    3.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3485   -1.4776    4.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -1.9730    5.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4658   -1.0800    3.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7467   -1.1679    4.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851   -0.5890    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6613    0.8131    0.6489 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9770    1.9402    1.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    1.1179   -0.2216 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7660    1.8600    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -0.2351   -0.4869 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4704   -0.0512   -1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800   -2.4426    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -3.4283   -1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2471   -2.5444   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3349   -1.1121   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7489    0.2868   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550    0.8691   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    2.1128   -4.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198    2.3411   -4.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2961    1.4444   -4.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3231    1.1182   -1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -0.8282    2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260   -1.6961    4.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7471   -2.2767    6.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5352   -0.8765    3.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1485   -0.2643    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.2097    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330    2.4846    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    1.6144   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2861    2.2675    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9376   -0.5704    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2689   -0.5576   -2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  3  1  0
 18  7  1  0
 26 19  1  0
 16  9  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  5 37  1  6
  8 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 23 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  1
 28 49  1  0
 29 50  1  6
 30 51  1  0
 31 52  1  1
 32 53  1  0
M  CHG  1  17   1
M  END


  Mrv1652309042000372D          

 32 35  0  0  0  0            999 V2000
   -1.6612    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2323    0.0208    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -0.2323   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    1.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6256    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6256    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0901    0.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -2.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -1.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    2.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    1.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -2.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -3.6917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1967   -4.1042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9112   -3.6917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9112   -2.8667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1967   -2.4542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6256   -2.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -4.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -4.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322   -4.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 12 20  1  0  0  0  0
 16 21  1  0  0  0  0
 27 19  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  6  0  0  0
 25 29  1  1  0  0  0
 24 30  1  6  0  0  0
 23 31  1  1  0  0  0
 31 32  1  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
MMDBc0052974

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17-,18+,19-,21-/m1/s1

> <INCHI_KEY>
RKWHWFONKJEUEF-GQUPQBGVSA-O

> <FORMULA>
C21H21O11

> <MOLECULAR_WEIGHT>
449.3848

> <EXACT_MASS>
449.108386514

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.136011151714726

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
0.38699999999999934

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.457961070975373

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.388329617449456

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923799280262

> <JCHEM_POLAR_SURFACE_AREA>
193.44

> <JCHEM_REFRACTIVITY>
116.25749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.04e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030684
     RDKit          3D
Cyanidin 3-glucoside
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.5517   -2.7912    0.5037 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -2.6175   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -1.2690   -0.9493 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3898   -1.3454   -0.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -0.1090   -0.1403 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4597   -0.1533    0.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7230    0.1894   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085    0.7158   -1.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0286    1.0650   -2.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508    1.5830   -3.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9653    1.7433   -4.0190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3682    1.9355   -3.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5084    1.7586   -3.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    2.1206   -3.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269    1.2445   -1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2014    0.8986   -1.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    0.4069   -0.0739 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.9062    0.0542    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311   -0.4713    1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -0.8790    2.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941   -1.3883    3.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3485   -1.4776    4.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -1.9730    5.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4658   -1.0800    3.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7467   -1.1679    4.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851   -0.5890    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6613    0.8131    0.6489 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9770    1.9402    1.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    1.1179   -0.2216 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7660    1.8600    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -0.2351   -0.4869 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4704   -0.0512   -1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800   -2.4426    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -3.4283   -1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2471   -2.5444   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3349   -1.1121   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7489    0.2868   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550    0.8691   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    2.1128   -4.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198    2.3411   -4.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2961    1.4444   -4.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3231    1.1182   -1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -0.8282    2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260   -1.6961    4.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7471   -2.2767    6.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5352   -0.8765    3.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1485   -0.2643    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.2097    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330    2.4846    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    1.6144   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2861    2.2675    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9376   -0.5704    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2689   -0.5576   -2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  3  1  0
 18  7  1  0
 26 19  1  0
 16  9  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  5 37  1  6
  8 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 23 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  1
 28 49  1  0
 29 50  1  6
 30 51  1  0
 31 52  1  1
 32 53  1  0
M  CHG  1  17   1
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -3.101   0.039   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.435  -0.731   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.435  -2.271   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.101  -3.041   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.767  -2.271   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.767  -0.731   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.434   0.039   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0      -0.434  -3.041   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.900  -2.271   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.900  -0.731   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.234   0.039   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.567   2.349   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.234   1.579   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.567  -0.731   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.901   0.039   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.901   1.579   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.768   0.039   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.101  -4.581   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.234  -3.041   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.567   3.889   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.235   2.349   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.900  -5.351   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.900  -6.891   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.234  -7.661   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.568  -6.891   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.568  -5.351   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.234  -4.581   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.901  -4.581   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.901  -7.661   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.234  -9.201   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.433  -7.661   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.433  -9.201   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9    7   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   20                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   21                                                  
CONECT   17    2                                                            
CONECT   18    4                                                            
CONECT   19    9   27                                                       
CONECT   20   12                                                            
CONECT   21   16                                                            
CONECT   22   23   27                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23   25   30                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27   28                                                  
CONECT   27   19   26   22                                                  
CONECT   28   26                                                            
CONECT   29   25                                                            
CONECT   30   24                                                            
CONECT   31   23   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0030684
HETATM    1  O1  UNL     1       4.552  -2.791   0.504  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.257  -2.618  -0.855  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.529  -1.269  -0.949  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.390  -1.345  -0.180  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.750  -0.109  -0.140  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.460  -0.153   0.342  1.00  0.00           O  
HETATM    7  C4  UNL     1      -0.723   0.189  -0.185  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.809   0.716  -1.482  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.029   1.065  -2.015  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.151   1.583  -3.282  1.00  0.00           C  
HETATM   11  O4  UNL     1      -0.965   1.743  -4.019  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.368   1.935  -3.824  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.508   1.759  -3.058  1.00  0.00           C  
HETATM   14  O5  UNL     1      -5.751   2.121  -3.616  1.00  0.00           O  
HETATM   15  C10 UNL     1      -4.427   1.245  -1.790  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.201   0.899  -1.267  1.00  0.00           C  
HETATM   17  O6  UNL     1      -3.054   0.407  -0.074  1.00  0.00           O1+
HETATM   18  C12 UNL     1      -1.906   0.054   0.488  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.031  -0.471   1.841  1.00  0.00           C  
HETATM   20  C14 UNL     1      -0.969  -0.879   2.598  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.094  -1.388   3.900  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.349  -1.478   4.432  1.00  0.00           C  
HETATM   23  O7  UNL     1      -2.517  -1.973   5.710  1.00  0.00           O  
HETATM   24  C17 UNL     1      -3.466  -1.080   3.714  1.00  0.00           C  
HETATM   25  O8  UNL     1      -4.747  -1.168   4.250  1.00  0.00           O  
HETATM   26  C18 UNL     1      -3.285  -0.589   2.444  1.00  0.00           C  
HETATM   27  C19 UNL     1       2.661   0.813   0.649  1.00  0.00           C  
HETATM   28  O9  UNL     1       1.977   1.940   1.022  1.00  0.00           O  
HETATM   29  C20 UNL     1       3.864   1.118  -0.222  1.00  0.00           C  
HETATM   30  O10 UNL     1       4.766   1.860   0.535  1.00  0.00           O  
HETATM   31  C21 UNL     1       4.525  -0.235  -0.487  1.00  0.00           C  
HETATM   32  O11 UNL     1       5.470  -0.051  -1.468  1.00  0.00           O  
HETATM   33  H1  UNL     1       3.780  -2.443   1.006  1.00  0.00           H  
HETATM   34  H2  UNL     1       3.632  -3.428  -1.242  1.00  0.00           H  
HETATM   35  H3  UNL     1       5.247  -2.544  -1.374  1.00  0.00           H  
HETATM   36  H4  UNL     1       3.335  -1.112  -2.030  1.00  0.00           H  
HETATM   37  H5  UNL     1       1.749   0.287  -1.175  1.00  0.00           H  
HETATM   38  H6  UNL     1       0.055   0.869  -2.110  1.00  0.00           H  
HETATM   39  H7  UNL     1      -0.953   2.113  -4.949  1.00  0.00           H  
HETATM   40  H8  UNL     1      -3.420   2.341  -4.827  1.00  0.00           H  
HETATM   41  H9  UNL     1      -6.296   1.444  -4.142  1.00  0.00           H  
HETATM   42  H10 UNL     1      -5.323   1.118  -1.219  1.00  0.00           H  
HETATM   43  H11 UNL     1       0.044  -0.828   2.226  1.00  0.00           H  
HETATM   44  H12 UNL     1      -0.226  -1.696   4.456  1.00  0.00           H  
HETATM   45  H13 UNL     1      -1.747  -2.277   6.280  1.00  0.00           H  
HETATM   46  H14 UNL     1      -5.535  -0.877   3.717  1.00  0.00           H  
HETATM   47  H15 UNL     1      -4.148  -0.264   1.847  1.00  0.00           H  
HETATM   48  H16 UNL     1       3.042   0.210   1.499  1.00  0.00           H  
HETATM   49  H17 UNL     1       1.833   2.485   0.201  1.00  0.00           H  
HETATM   50  H18 UNL     1       3.589   1.614  -1.174  1.00  0.00           H  
HETATM   51  H19 UNL     1       4.286   2.267   1.286  1.00  0.00           H  
HETATM   52  H20 UNL     1       4.938  -0.570   0.485  1.00  0.00           H  
HETATM   53  H21 UNL     1       5.269  -0.558  -2.277  1.00  0.00           H  
CONECT    1    2   33
CONECT    2    3   34   35
CONECT    3    4   31   36
CONECT    4    5
CONECT    5    6   27   37
CONECT    6    7
CONECT    7    8    8   18
CONECT    8    9   38
CONECT    9   10   10   16
CONECT   10   11   12
CONECT   11   39
CONECT   12   13   13   40
CONECT   13   14   15
CONECT   14   41
CONECT   15   16   16   42
CONECT   16   17
CONECT   17   18   18
CONECT   18   19
CONECT   19   20   20   26
CONECT   20   21   43
CONECT   21   22   22   44
CONECT   22   23   24
CONECT   23   45
CONECT   24   25   26   26
CONECT   25   46
CONECT   26   47
CONECT   27   28   29   48
CONECT   28   49
CONECT   29   30   31   50
CONECT   30   51
CONECT   31   32   52
CONECT   32   53
END

HMDB0030684
     RDKit          3D
Cyanidin 3-glucoside
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.5517   -2.7912    0.5037 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -2.6175   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -1.2690   -0.9493 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3898   -1.3454   -0.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -0.1090   -0.1403 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4597   -0.1533    0.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7230    0.1894   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085    0.7158   -1.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0286    1.0650   -2.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508    1.5830   -3.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9653    1.7433   -4.0190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3682    1.9355   -3.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5084    1.7586   -3.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    2.1206   -3.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269    1.2445   -1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2014    0.8986   -1.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    0.4069   -0.0739 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.9062    0.0542    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311   -0.4713    1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -0.8790    2.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941   -1.3883    3.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3485   -1.4776    4.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -1.9730    5.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4658   -1.0800    3.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7467   -1.1679    4.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851   -0.5890    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6613    0.8131    0.6489 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9770    1.9402    1.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    1.1179   -0.2216 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7660    1.8600    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -0.2351   -0.4869 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4704   -0.0512   -1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800   -2.4426    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -3.4283   -1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2471   -2.5444   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3349   -1.1121   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7489    0.2868   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550    0.8691   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    2.1128   -4.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198    2.3411   -4.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2961    1.4444   -4.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3231    1.1182   -1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -0.8282    2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260   -1.6961    4.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7471   -2.2767    6.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5352   -0.8765    3.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1485   -0.2643    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.2097    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330    2.4846    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    1.6144   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2861    2.2675    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9376   -0.5704    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2689   -0.5576   -2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  3  1  0
 18  7  1  0
 26 19  1  0
 16  9  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  5 37  1  6
  8 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 23 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  1
 28 49  1  0
 29 50  1  6
 30 51  1  0
 31 52  1  1
 32 53  1  0
M  CHG  1  17   1
M  END

Synonyms

Value	Source
Cyanidin 3-O-glucoside	ChEBI
Cyanidin 3-O-beta-D-glucoside	Kegg
Cyanidin 3-O-b-D-glucoside	Generator
Cyanidin 3-O-β-D-glucoside	Generator
Chrysontemin	HMDB
Cyanidin 3-monoglucoside	HMDB
Cyanidol 3-glucoside	HMDB
Glucocyanidin	HMDB
Kuromamine	HMDB
Cyanidin 3-O-glucopyranoside	MeSH
Cyanidin 3-O-beta-D-glucopyranoside	MeSH
2-(3,4-Dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium	HMDB
2-(3,4-Dihydroxyphenyl)-3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium	HMDB
3-(beta-D-Glucopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium chloride	HMDB
3-(β-D-Glucopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium chloride	HMDB
3-(β-D-Glucopyranosyloxy)-3’,4’,5,7-tetrahydroxyflavylium chloride	HMDB
3-O-(beta-D-Glucopyranosyl)cyanidin	HMDB
3-O-(β-D-Glucopyranosyl)cyanidin	HMDB
Asterin	HMDB
Chrysanthemin	HMDB
Chrysanthenin	HMDB
Cyanidin 3-O-beta-glucopyranoside	HMDB
Cyanidin 3-O-beta-glucoside	HMDB
Cyanidin 3-O-glucoside chloride	HMDB
Cyanidin 3-O-β-D-glucopyranoside	HMDB
Cyanidin 3-O-β-glucopyranoside	HMDB
Cyanidin 3-O-β-glucoside	HMDB
Cyanidin 3-beta-D-O-glucoside	HMDB
Cyanidin 3-beta-D-glucopyranoside	HMDB
Cyanidin 3-beta-O-glucoside	HMDB
Cyanidin 3-beta-glucopyranoside	HMDB
Cyanidin 3-beta-glucoside	HMDB
Cyanidin 3-beta-glucoside cation	HMDB
Cyanidin 3-glucoside	HMDB
Cyanidin 3-glucoside chloride	HMDB
Cyanidin 3-β-D-O-glucoside	HMDB
Cyanidin 3-β-D-glucopyranoside	HMDB
Cyanidin 3-β-O-glucoside	HMDB
Cyanidin 3-β-glucopyranoside	HMDB
Cyanidin 3-β-glucoside	HMDB
Cyanidin 3-β-glucoside cation	HMDB
Kuromanin	HMDB
Kuromanine	HMDB

Molecular Formula

C₂₁H₂₁O₁₁

Average Mass

449.3848

Monoisotopic Mass

449.108386514

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17-,18+,19-,21-/m1/s1

InChI Key

RKWHWFONKJEUEF-GQUPQBGVSA-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
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Oxane
Monosaccharide
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:28426 )
monosaccharide derivative (CHEBI:28426 )
anthocyanin cation (CHEBI:28426 )
Anthocyanidins (C08604 )
Anthocyanidins and anthocyanins (C08604 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.6 g/L	ALOGPS
logP	0.98	ALOGPS
logP	0.39	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	193.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	116.26 m³·mol⁻¹	ChemAxon
Polarizability	43.14 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	splash10-001r-9613500000-4ecd805029dccd975fed	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0002-6620019000-8d5ae8efad054c2ab4aa	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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_50) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_64) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_66) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_55) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Cyanidin 3-glucoside,3TMS,#50" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0012-0190300000-fa49c39b10bc818caf38	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0170-0982400000-bf6abe51e9ef29f65fe0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-001r-0190000000-1d3575fd8a5bad57646c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0940000000-688e280b84a3b096281c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-001s-0090200000-abde441c456e0554b97b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0090100000-d8c555166d10dec1fb48	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0090000000-0ee5168148d1f43f98b9	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0090100000-1dc5f0ee658f46d936df	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 31V, positive	splash10-000i-0090000000-62b9d786642d93613772	2020-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT 31V, positive	splash10-000i-0090000000-503a1596bd2451e838d7	2020-07-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090200000-d45f62202546a09960c4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-0190000000-86b08922db000308f1b5	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-0890000000-f54a34d80fd4bb859a26	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000j-0061900000-b3d22fc8233274bb4ac2	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0091200000-218723bb02667d2114f5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-009i-2091100000-e8b2df5780fffa75ac4a	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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
MMDBp0191942	Catechol O-methyltransferase	Unknown	P21964	Homo sapiens
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens

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	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified	Adult (>18 years old)	Female	Normal	HMDB	12044949
Human Urine	Detected but not Quantified	Adult (>18 years old)	Female	Normal	HMDB	11333846
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

HMDB0030684

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Chrysanthemin

METLIN ID

Not Available

PubChem Compound

4481259

PDB ID

Not Available

ChEBI ID

28426

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Galvano F, La Fauci L, Lazzarino G, Fogliano V, Ritieni A, Ciappellano S, Battistini NC, Tavazzi B, Galvano G: Cyanidins: metabolism and biological properties. J Nutr Biochem. 2004 Jan;15(1):2-11. doi: 10.1016/j.jnutbio.2003.07.004. [PubMed:14711454 ]
Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..
Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Showing metabocard for Cyanidin 3-glucoside (MMDBc0052974)

MOL for #<Metabolite:0x00007fecd8769130>

3D MOL for #<Metabolite:0x00007fecd8769130>

3D SDF for #<Metabolite:0x00007fecd8769130>

3D-SDF for #<Metabolite:0x00007fecd8769130>

PDB for #<Metabolite:0x00007fecd8769130>

3D PDB for #<Metabolite:0x00007fecd8769130>

SMILES for #<Metabolite:0x00007fecd8769130>

INCHI for #<Metabolite:0x00007fecd8769130>

Structure for #<Metabolite:0x00007fecd8769130>

3D Structure for #<Metabolite:0x00007fecd8769130>