NP-MRD: Showing NP-Card for vicianin (NP0214380)

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Record Information

Version

2.0

Created at

2022-09-05 13:39:41 UTC

Updated at

2022-09-05 13:39:41 UTC

NP-MRD ID

NP0214380

Secondary Accession Numbers

None

Natural Product Identification

Common Name

vicianin

Description

vicianin is found in Gerbera jamesonii and Vicia sativa.

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv1533006081518272D          
 
 30 32  0  0  1  0            999 V2000
   13.2630  -10.1962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5486   -9.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0452   -9.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2630  -11.0122    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8379  -10.1962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0413   -8.7561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5486  -11.4258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9699  -11.4258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8379  -11.0122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1386   -9.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3383   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7521   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5486  -12.2418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2822  -11.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6201   -8.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3383   -7.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4589   -7.9364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9131   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6201   -7.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9131   -7.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4188  -10.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6931   -9.8038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6931   -8.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9674   -8.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2418   -8.9659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2418   -9.8038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9674  -10.2227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5250  -10.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5250   -8.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9674  -11.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  6  3  1  6  0  0  0
  4  7  1  0  0  0  0
  4  8  1  6  0  0  0
  5  9  1  0  0  0  0
  5 10  1  1  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  1  0  0  0
  9 14  1  6  0  0  0
 11 15  1  0  0  0  0
 11 16  2  0  0  0  0
 12 17  3  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 18 20  1  0  0  0  0
  7  9  1  0  0  0  0
 19 20  2  0  0  0  0
 10 21  1  0  0  0  0
 22 21  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  1  0  0  0
 25 29  1  1  0  0  0
 27 30  1  6  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
   -4.0309    2.1407    2.9210 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513    1.4032    2.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8500    0.4682    0.8863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8576    0.8256    0.0111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -0.1199   -0.0362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6258    0.4069    0.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207   -0.6605    0.8656 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5537   -0.3080    1.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2429    0.1970    0.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    0.4864    0.4974 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8274    1.8476    0.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331    2.1602    1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0903    1.1897    0.8727 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2985    1.8377    0.7696 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7900    0.5786   -0.5007 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5520    1.5577   -1.4459 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635   -0.3108   -0.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0225   -1.4192    0.4261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984   -1.8389   -0.0818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6930   -2.8784    0.3930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2969   -1.3722   -1.4442 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7265   -0.5306   -1.9213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -0.6043   -1.4418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6111   -1.3818   -1.9458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1903    0.4216    0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6301    1.4225   -0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8749    1.4025   -1.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7253    0.3596   -0.8920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3101   -0.6770   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332   -0.6301    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -0.5225    1.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1051   -0.9358    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -1.0081    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -1.2166    1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6230    0.4222    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    0.2359    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3242    3.1630    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7227    2.1126    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0969    0.3618    1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9285    1.3006    0.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6181   -0.0890   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2174    1.4514   -2.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1337   -0.5696   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4097   -2.1749    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -2.2724   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4272   -3.0540    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3126   -2.2346   -2.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9545   -0.7148   -2.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4834    0.2929   -2.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3297   -2.3276   -1.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9465    2.2633   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1751    2.1990   -1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7313    0.3031   -1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9815   -1.4938    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7853   -1.4659    1.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  3  0
  3 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
  5 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  0
 10 17  1  0
 17 18  1  0
 17 15  1  0
 15 16  1  0
 15 13  1  0
 19  7  1  0
 30 25  1  0
 14 40  1  0
 13 39  1  1
 12 37  1  0
 12 38  1  0
 10 36  1  1
  8 34  1  0
  8 35  1  0
  7 33  1  1
  5 32  1  1
  3 31  1  1
 26 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
 23 49  1  6
 24 50  1  0
 21 47  1  6
 22 48  1  0
 19 45  1  6
 20 46  1  0
 17 43  1  6
 18 44  1  0
 15 41  1  6
 16 42  1  0
M  END

 
  Mrv1533006081518272D          
 
 30 32  0  0  1  0            999 V2000
   13.2630  -10.1962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5486   -9.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0452   -9.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2630  -11.0122    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8379  -10.1962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0413   -8.7561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5486  -11.4258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9699  -11.4258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8379  -11.0122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1386   -9.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3383   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7521   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5486  -12.2418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2822  -11.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6201   -8.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3383   -7.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4589   -7.9364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9131   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6201   -7.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9131   -7.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4188  -10.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6931   -9.8038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6931   -8.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9674   -8.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2418   -8.9659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2418   -9.8038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9674  -10.2227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5250  -10.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5250   -8.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9674  -11.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  6  3  1  6  0  0  0
  4  7  1  0  0  0  0
  4  8  1  6  0  0  0
  5  9  1  0  0  0  0
  5 10  1  1  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  1  0  0  0
  9 14  1  6  0  0  0
 11 15  1  0  0  0  0
 11 16  2  0  0  0  0
 12 17  3  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 18 20  1  0  0  0  0
  7  9  1  0  0  0  0
 19 20  2  0  0  0  0
 10 21  1  0  0  0  0
 22 21  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  1  0  0  0
 25 29  1  1  0  0  0
 27 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0214380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1CO[C@@H](OC[C@H]2O[C@@H](O[C@@H](C#N)C3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO10/c20-6-11(9-4-2-1-3-5-9)29-19-17(26)15(24)14(23)12(30-19)8-28-18-16(25)13(22)10(21)7-27-18/h1-5,10-19,21-26H,7-8H2/t10-,11-,12+,13-,14+,15-,16+,17+,18-,19+/m0/s1

> <INCHI_KEY>
YYYCJNDALLBNEG-GNRUMFBNSA-N

> <FORMULA>
C19H25NO10

> <MOLECULAR_WEIGHT>
427.406

> <EXACT_MASS>
427.147846009

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.23724586702638

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-1.957551838

> <ALOGPS_LOGS>
-1.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.46006267995283

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.926552573786196

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580404084756

> <JCHEM_POLAR_SURFACE_AREA>
182.08999999999997

> <JCHEM_REFRACTIVITY>
96.54719999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.52e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vicianin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      24.758 -19.033   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      23.424 -18.275   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      26.218 -18.177   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      24.758 -20.556   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.097 -19.033   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.211 -16.345   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.424 -21.328   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      26.077 -21.328   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      22.097 -20.556   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.792 -18.275   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.898 -15.580   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.537 -15.580   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      23.424 -22.851   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      21.060 -21.278   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      23.558 -16.359   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.898 -14.035   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      28.857 -14.815   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      22.238 -15.580   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.558 -13.277   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.238 -14.035   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      19.448 -19.082   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      18.094 -18.300   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      18.094 -16.736   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      16.739 -15.954   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.385 -16.736   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.385 -18.300   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.739 -19.082   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.047 -19.073   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      14.047 -15.964   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      16.739 -20.647   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9   10                                                  
CONECT    6    3   11   12                                                  
CONECT    7    4   13    9                                                  
CONECT    8    4                                                            
CONECT    9    5   14    7                                                  
CONECT   10    5   21                                                       
CONECT   11    6   15   16                                                  
CONECT   12    6   17                                                       
CONECT   13    7                                                            
CONECT   14    9                                                            
CONECT   15   11   18                                                       
CONECT   16   11   19                                                       
CONECT   17   12                                                            
CONECT   18   15   20                                                       
CONECT   19   16   20                                                       
CONECT   20   18   19                                                       
CONECT   21   10   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   22   30                                                  
CONECT   28   26                                                            
CONECT   29   25                                                            
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
(R)-Vicianin	Kegg
6-O-Arabinopyranosylglucopyranoside	MeSH
6-O-alpha-L-Arabinopyranosyl-beta-D-glucopyranoside	MeSH
Mandelonitrile beta-vicianoside	MeSH

Chemical Formula

C₁₉H₂₅NO₁₀

Average Mass

427.4060 Da

Monoisotopic Mass

427.14785 Da

IUPAC Name

(2R)-2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile

Traditional Name

vicianin

CAS Registry Number

Not Available

SMILES

O[C@H]1CO[C@@H](OC[C@H]2O[C@@H](O[C@@H](C#N)C3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C19H25NO10/c20-6-11(9-4-2-1-3-5-9)29-19-17(26)15(24)14(23)12(30-19)8-28-18-16(25)13(22)10(21)7-27-18/h1-5,10-19,21-26H,7-8H2/t10-,11-,12+,13-,14+,15-,16+,17+,18-,19+/m0/s1

InChI Key

YYYCJNDALLBNEG-GNRUMFBNSA-N

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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Gerbera jamesonii	LOTUS Database	35616633
Vicia sativa	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group.

Kingdom

Organic compounds

Super Class

Organooxygen compounds

Class

Carbohydrates and carbohydrate conjugates

Sub Class

Glycosyl compounds

Direct Parent

Cyanogenic glycosides

Alternative Parents

Substituents

Cyanogenic glycoside
O-glycosyl compound
Disaccharide
Benzenoid
Oxane
Monocyclic benzene moiety
Secondary alcohol
1,2-diol
Oxacycle
Organoheterocyclic compound
Polyol
Nitrile
Carbonitrile
Acetal
Cyanide
Hydrocarbon derivative
Organonitrogen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Cyanogenic glucosides derived from phenylalanine (C01870 )

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	-1.1	ALOGPS
logP	-2	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	182.09 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.55 m³·mol⁻¹	ChemAxon
Polarizability	41.24 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

570879

KEGG Compound ID

C01870

BioCyc ID

R-VICIANIN

BiGG ID

Not Available

Wikipedia Link

Vicianin

METLIN ID

Not Available

PubChem Compound

656493

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for vicianin (NP0214380)

MOL for NP0214380 (vicianin)

3D MOL for NP0214380 (vicianin)

3D SDF for NP0214380 (vicianin)

3D-SDF for NP0214380 (vicianin)

PDB for NP0214380 (vicianin)

3D PDB for NP0214380 (vicianin)

SMILES for NP0214380 (vicianin)

INCHI for NP0214380 (vicianin)

Structure for NP0214380 (vicianin)

3D Structure for NP0214380 (vicianin)