Np mrd loader

Showing NP-Card for Cyanidin 3-O-sambubioside (NP0340113)

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Record Information
Version2.0
Created at2024-09-12 01:35:31 UTC
Updated at2024-09-12 01:35:31 UTC
NP-MRD IDNP0340113
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyanidin 3-O-sambubioside
DescriptionUNII-7RKF71MYMB 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. UNII-7RKF71MYMB is an extremely weak basic (essentially neutral) compound (based on its pKa). Cyanidin 3-O-sambubioside was first documented in 2009 (PMID: 19807153). An anthocyanidin 3-O-beta-D-sambubioside having cyanidin as the anthocyanidin component (PMID: 20228037) (PMID: 22900515) (PMID: 22980784) (PMID: 23561151).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0340113 (Cyanidin 3-O-sambubioside)

Cyanidin 3-0-sambubioside
  Mrv1652304022019382D          

 41 45  0  0  1  0            999 V2000
    8.3160    1.9116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015    2.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870    1.9116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8870    1.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    0.6741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1725   -0.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015   -0.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0304   -0.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0304    0.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7449   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7449   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4594   -1.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0304   -1.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015   -1.8009    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    6.8870   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725   -1.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725   -2.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581   -3.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581   -3.8634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -2.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291   -3.0384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -1.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581    1.0866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7436    0.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    1.0866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0291    1.9116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147    2.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002    1.9116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8857    2.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002    1.0866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8857    0.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147    0.6741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3147   -0.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581    1.9116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7436    2.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    2.3241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1725    3.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 28  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  6  0  0  0
 27 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
  3 40  1  0  0  0  0
 40 41  1  6  0  0  0
M  CHG  1  17   1
M  END
Download

3D MOL for NP0340113 (Cyanidin 3-O-sambubioside)

Download
3D SDF for NP0340113 (Cyanidin 3-O-sambubioside)
Cyanidin 3-0-sambubioside
  Mrv1652304022019382D          

 41 45  0  0  1  0            999 V2000
    8.3160    1.9116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015    2.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870    1.9116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8870    1.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    0.6741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1725   -0.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015   -0.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0304   -0.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0304    0.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7449   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7449   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4594   -1.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0304   -1.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015   -1.8009    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    6.8870   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725   -1.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725   -2.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581   -3.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581   -3.8634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -2.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291   -3.0384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -1.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581    1.0866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7436    0.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    1.0866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0291    1.9116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147    2.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002    1.9116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8857    2.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002    1.0866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8857    0.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147    0.6741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3147   -0.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4581    1.9116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7436    2.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    2.3241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1725    3.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 28  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  6  0  0  0
 27 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
  3 40  1  0  0  0  0
 40 41  1  6  0  0  0
M  CHG  1  17   1
M  END
> <DATABASE_ID>
NP0340113

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O15/c27-7-18-20(34)21(35)24(41-25-22(36)19(33)15(32)8-37-25)26(40-18)39-17-6-11-13(30)4-10(28)5-16(11)38-23(17)9-1-2-12(29)14(31)3-9/h1-6,15,18-22,24-27,32-36H,7-8H2,(H3-,28,29,30,31)/p+1/t15-,18-,19+,20-,21+,22-,24-,25+,26-/m1/s1

> <INCHI_KEY>
ZPPQIOUITZSYAO-AOBOYTTNSA-O

> <FORMULA>
C26H29O15

> <MOLECULAR_WEIGHT>
581.502

> <EXACT_MASS>
581.150096654

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
54.82784693844201

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.33

> <JCHEM_LOGP>
-1.0571999999999988

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.457956983966169

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.388326660659691

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6486922638145236

> <JCHEM_POLAR_SURFACE_AREA>
252.35999999999993

> <JCHEM_REFRACTIVITY>
142.70830000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0340113 (Cyanidin 3-O-sambubioside)
Download
PDB for NP0340113 (Cyanidin 3-O-sambubioside)
HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cyanidin 3-0-sambubioside                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  O   UNK     0      15.523   3.568   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      14.189   4.338   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.856   3.568   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.856   2.028   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.522   1.258   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.522  -0.282   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      12.856  -1.052   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.189  -0.282   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.523  -1.052   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.857  -0.282   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      16.857   1.258   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      18.190  -1.052   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.190  -2.592   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      19.524  -3.362   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      16.857  -3.362   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.523  -2.592   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.189  -3.362   0.000  0.00  0.00           O+1
HETATM   18  C   UNK     0      12.856  -2.592   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.522  -3.362   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.522  -4.902   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.188  -5.672   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.188  -7.212   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.855  -4.902   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.521  -5.672   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.855  -3.362   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.188  -2.592   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.188   2.028   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.855   1.258   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.521   2.028   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.521   3.568   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.187   4.338   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.854   3.568   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.520   4.338   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.854   2.028   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.520   1.258   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.187   1.258   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.187  -0.282   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      10.188   3.568   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       8.855   4.338   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      11.522   4.338   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      11.522   5.878   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   40                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    7   19                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   19                                                       
CONECT   27    5   28   38                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   36                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   29   37                                                  
CONECT   37   36                                                            
CONECT   38   27   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    3   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

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3D PDB for NP0340113 (Cyanidin 3-O-sambubioside)
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SMILES for NP0340113 (Cyanidin 3-O-sambubioside)
OC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O
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INCHI for NP0340113 (Cyanidin 3-O-sambubioside)
InChI=1S/C26H28O15/c27-7-18-20(34)21(35)24(41-25-22(36)19(33)15(32)8-37-25)26(40-18)39-17-6-11-13(30)4-10(28)5-16(11)38-23(17)9-1-2-12(29)14(31)3-9/h1-6,15,18-22,24-27,32-36H,7-8H2,(H3-,28,29,30,31)/p+1/t15-,18-,19+,20-,21+,22-,24-,25+,26-/m1/s1
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Synonyms
ValueSource
Cyanidin 3-O-sambubiosideChEBI
Cyanidin 3-sambubiosideChEBI
Cyanidin 3-O-(2-O-xylopyranosylglycopyranoside)MeSH
Cyanidin-3-O-sambubiosideMeSH
Cyanidin 3-O-b-D-sambubiosideGenerator
Cyanidin 3-O-β-D-sambubiosideGenerator
Chemical FormulaC26H29O15
Average Mass581.5020 Da
Monoisotopic Mass581.15010 Da
IUPAC Name3-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium
Traditional Name3-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium
CAS Registry NumberNot Available
SMILES
OC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C26H28O15/c27-7-18-20(34)21(35)24(41-25-22(36)19(33)15(32)8-37-25)26(40-18)39-17-6-11-13(30)4-10(28)5-16(11)38-23(17)9-1-2-12(29)14(31)3-9/h1-6,15,18-22,24-27,32-36H,7-8H2,(H3-,28,29,30,31)/p+1/t15-,18-,19+,20-,21+,22-,24-,25+,26-/m1/s1
InChI KeyZPPQIOUITZSYAO-AOBOYTTNSA-O
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
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.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassFlavonoid glycosides  
Direct ParentAnthocyanidin-3-O-glycosides  
Alternative Parents
Substituents
  • Anthocyanidin-3-o-glycoside
    • 

  • Flavonoid-3-o-glycoside
    • 

  • Hydroxyflavonoid
    • 

  • 3'-hydroxyflavonoid
    • 

  • 4'-hydroxyflavonoid
    • 

  • 7-hydroxyflavonoid
    • 

  • 5-hydroxyflavonoid
    • 

  • Anthocyanidin
    • 

  • O-glycosyl compound
    • 

  • Glycosyl compound
    • 

  • Disaccharide
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Catechol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Oxane
    • 

  • 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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.33ALOGPS
logP-1.1ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)6.39ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area252.36 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity142.71 m³·mol⁻¹ChemAxon
Polarizability54.83 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC20490  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6602304  
PDB IDNot Available
ChEBI ID74811  
Good Scents IDNot Available
References
General References
  1. Cheng JC, Kan LS, Chen JT, Chen LG, Lu HC, Lin SM, Wang SH, Yang KH, Chiou RY: Detection of cyanidin in different-colored peanut testae and identification of peanut cyanidin 3-sambubioside. J Agric Food Chem. 2009 Oct 14;57(19):8805-11. doi: 10.1021/jf902512k. [PubMed:19807153  ] 
  2. Delazar A, Khodaie L, Afshar J, Nahar L, Sarker SD: Isolation and free-radical-scavenging properties of cyanidin 3-O-glycosides from the fruits of Ribes biebersteinii Berl. Acta Pharm. 2010 Mar;60(1):1-11. doi: 10.2478/v10007-010-0007-x. [PubMed:20228037  ] 
  3. Mulabagal V, Keller WJ, Calderon AI: Quantitative analysis of anthocyanins in Euterpe oleracea (acai) dietary supplement raw materials and capsules by Q-TOF liquid chromatography/mass spectrometry. Pharm Biol. 2012 Oct;50(10):1289-96. doi: 10.3109/13880209.2012.674141. Epub 2012  Aug 20. [PubMed:22900515  ] 
  4. Ieri F, Pinelli P, Romani A: Simultaneous determination of anthocyanins, coumarins and phenolic acids in fruits, kernels and liqueur of Prunus mahaleb L. Food Chem. 2012 Dec 15;135(4):2157-62. doi: 10.1016/j.foodchem.2012.07.083. Epub  2012 Jul 24. [PubMed:22980784  ] 
  5. Im SE, Nam TG, Lee H, Han MW, Heo HJ, Koo SI, Lee CY, Kim DO: Anthocyanins in the ripe fruits of Rubus coreanus Miquel and their protective effect on neuronal PC-12 cells. Food Chem. 2013 Aug 15;139(1-4):604-10. doi: 10.1016/j.foodchem.2012.12.057. Epub  2013 Jan 16. [PubMed:23561151  ]