NP-MRD: Showing NP-Card for Delphinidin 3-xyloside (NP0045240)

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Record Information

Version

2.0

Created at

2022-03-17 19:16:28 UTC

Updated at

2022-03-17 19:16:29 UTC

NP-MRD ID

NP0045240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Delphinidin 3-xyloside

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

Delphinidin 3-O-xyloside
  Mrv1652309231718222D          

 35 38  0  0  1  0            999 V2000
   -0.0380   -4.4795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8974   -4.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619   -5.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7351   -2.1004    0.0000 H   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
    0.7145   -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
    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
    0.0000    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
   -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 O   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
   -0.7145    1.2374    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2508   -3.5433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0724   -3.0771    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974   -4.4120    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
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 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
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 21 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  6  0  0  0
 30 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  6  0  0  0
M  CHG  1  11   1
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    6.1009    2.0108   -0.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8146    1.9432    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1501    0.6012    0.1040 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8952    0.6158    0.6549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    0.0141   -0.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7062    0.2986   -0.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951   -0.5942    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531   -1.9643    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713   -2.8939    0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8429   -4.2357    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -4.8004    0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -5.0981    0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1829   -4.5870    0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326   -5.4890    0.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4192   -3.2415    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3312   -2.3883    0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5326   -1.1105    0.4990 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.5853   -0.1822    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315    1.1804    0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    1.4562    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8954    2.7282    0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2368    2.9931    0.9053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220    3.7761    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4822    5.0932    0.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816    3.5719    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8270    4.6498    0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2051    2.2456    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    0.5958   -1.5959 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0679   -0.1180   -2.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0372    0.3784   -1.3652 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8051    1.2442   -2.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5756    1.1567    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1952    2.7761    0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8313    2.0242    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563   -0.2064    0.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3286   -1.0454   -0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199   -2.3646   -0.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2291   -4.2689   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -6.1594    0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7593   -5.8289    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4065   -2.8262    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642    0.6269    0.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8980    2.2246    1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4488    5.2670    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    5.5994    0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1584    2.1750    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    1.6655   -1.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5830    0.5043   -3.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2264   -0.6858   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4061    0.6723   -2.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 10  1  0
 10 11  1  0
 10  9  2  0
  9  8  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  5 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30  3  1  0
  8  7  2  0
 27 19  1  0
  9 16  1  0
  3 35  1  1
  2 33  1  0
  2 34  1  0
  1 32  1  0
  5 36  1  6
 15 41  1  0
 14 40  1  0
 12 39  1  0
 11 38  1  0
  8 37  1  0
 20 42  1  0
 22 43  1  0
 24 44  1  0
 26 45  1  0
 27 46  1  0
 28 47  1  6
 29 48  1  0
 30 49  1  1
 31 50  1  0
M  CHG  1  17   1
M  END

Delphinidin 3-O-xyloside
  Mrv1652309231718222D          

 35 38  0  0  1  0            999 V2000
   -0.0380   -4.4795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8974   -4.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619   -5.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7351   -2.1004    0.0000 H   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
    0.7145   -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
    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
    0.0000    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
   -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 O   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
   -0.7145    1.2374    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2508   -3.5433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0724   -3.0771    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974   -4.4120    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
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 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
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 21 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  6  0  0  0
 30 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  6  0  0  0
M  CHG  1  11   1
M  END
> <DATABASE_ID>
NP0045240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CO)O[C@@]([H])(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O11/c21-6-15-17(27)18(28)20(31-15)30-14-5-9-10(23)3-8(22)4-13(9)29-19(14)7-1-11(24)16(26)12(25)2-7/h1-5,15,17-18,20-21,27-28H,6H2,(H4-,22,23,24,25,26)/p+1/t15-,17+,18-,20-/m1/s1

> <INCHI_KEY>
WIEYMFHXYNRELM-MJKGWSOKSA-O

> <FORMULA>
C20H19O11

> <MOLECULAR_WEIGHT>
435.3583

> <EXACT_MASS>
435.09273645

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.37311026078733

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.81

> <JCHEM_LOGP>
0.7750999999999988

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.293533114798032

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.36660985430888

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9811524252368704

> <JCHEM_POLAR_SURFACE_AREA>
193.44

> <JCHEM_REFRACTIVITY>
112.27589999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.77e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Delphinidin 3-O-xyloside                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-SEP-17         0                                  
HETATM    1  H   UNK     0      -0.071  -8.362   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -0.770  -6.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.675  -8.236   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.049  -9.643   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -1.246  -5.525   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       1.372  -3.921   0.000  0.00  0.00           H+0
HETATM    8  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -2.310   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.246  -5.525   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       2.335  -6.614   0.000  0.00  0.00           H+0
HETATM   32  O   UNK     0       2.711  -5.049   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.770  -6.990   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0      -0.135  -5.744   0.000  0.00  0.00           H+0
HETATM   35  O   UNK     0       1.675  -8.236   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5   33                                             
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7    8   30                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   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    9                                                       
CONECT   21   10   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   21                                                       
CONECT   30    6   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30    2   34   35                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₉O₁₁

Average Mass

435.3583 Da

Monoisotopic Mass

435.09274 Da

IUPAC Name

3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

Traditional Name

3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@@]([H])(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C20H18O11/c21-6-15-17(27)18(28)20(31-15)30-14-5-9-10(23)3-8(22)4-13(9)29-19(14)7-1-11(24)16(26)12(25)2-7/h1-5,15,17-18,20-21,27-28H,6H2,(H4-,22,23,24,25,26)/p+1/t15-,17+,18-,20-/m1/s1

InChI Key

WIEYMFHXYNRELM-MJKGWSOKSA-O

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Photinia melanocarpa	FooDB	PHENOL EXPLORER
Ribes nigrum	FooDB	PHENOL EXPLORER
Ribes rubrum	FooDB	PHENOL EXPLORER
Ribes uva-crispa	FooDB	PHENOL EXPLORER
Sambucus nigra	FooDB	PHENOL EXPLORER

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.81	ALOGPS
logP	0.78	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.37	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	112.28 m³·mol⁻¹	ChemAxon
Polarizability	41.37 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000040

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134775899

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Delphinidin 3-xyloside (NP0045240)

MOL for NP0045240 (Delphinidin 3-xyloside)

3D MOL for NP0045240 (Delphinidin 3-xyloside)

3D SDF for NP0045240 (Delphinidin 3-xyloside)

3D-SDF for NP0045240 (Delphinidin 3-xyloside)

PDB for NP0045240 (Delphinidin 3-xyloside)

3D PDB for NP0045240 (Delphinidin 3-xyloside)

SMILES for NP0045240 (Delphinidin 3-xyloside)

INCHI for NP0045240 (Delphinidin 3-xyloside)

Structure for NP0045240 (Delphinidin 3-xyloside)

3D Structure for NP0045240 (Delphinidin 3-xyloside)