NP-MRD: Showing NP-Card for Petunidin 3-(4'''-p-coumaroyl-rutinoside) (NP0045656)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:33:30 UTC

Updated at

2022-03-17 19:33:30 UTC

NP-MRD ID

NP0045656

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Petunidin 3-(4'''-p-coumaroyl-rutinoside)

Description

Petunidin 3-(4'''-p-coumaroyl-rutinoside) is found in Iris spp.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 09041208182D          

 55 60  0  0  0  0            999 V2000
   -1.0312    2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977    2.5339    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    0.3977    0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411    3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    3.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    3.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4602    2.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411    4.5965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    5.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9700    3.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9700    2.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168   -3.6536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168   -4.4786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3977   -4.8911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1122   -4.4786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1122   -3.6536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3977   -3.2411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3977   -2.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -3.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -4.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977   -5.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -4.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -0.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.1786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8267   -1.5911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5411   -1.1786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5411   -0.3536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8266    0.0589    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2556    0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556   -1.5911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -2.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977   -1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4898   -6.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -6.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -7.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -7.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4898   -7.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773   -7.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5523   -7.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523   -7.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8398   -6.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0148   -6.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977   -7.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  5  6  1  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
 20 21  1  0  0  0  0
 16 22  1  0  0  0  0
 15 23  1  0  0  0  0
 40 19  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  1  0  0  0
 28 31  1  6  0  0  0
 27 32  1  6  0  0  0
 26 33  1  1  0  0  0
 25 34  1  6  0  0  0
 44 30  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 39 41  1  6  0  0  0
 38 42  1  1  0  0  0
 37 43  1  6  0  0  0
 36 44  1  1  0  0  0
 54 33  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 45 50  1  0  0  0  0
 47 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
M  CHG  1   7   1
M  END


  Mrv0541 09041208182D          

 55 60  0  0  0  0            999 V2000
   -1.0312    2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977    2.5339    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    0.3977    0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411    3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    3.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411    2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    3.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4602    2.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411    4.5965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    5.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9700    3.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9700    2.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168   -3.6536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168   -4.4786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3977   -4.8911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1122   -4.4786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1122   -3.6536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3977   -3.2411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3977   -2.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -3.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -4.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977   -5.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -4.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -0.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.1786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8267   -1.5911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5411   -1.1786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5411   -0.3536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8266    0.0589    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2556    0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556   -1.5911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -2.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977   -1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4898   -6.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -6.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -7.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -7.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4898   -7.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773   -7.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5523   -7.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523   -7.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8398   -6.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0148   -6.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977   -7.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  5  6  1  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
 20 21  1  0  0  0  0
 16 22  1  0  0  0  0
 15 23  1  0  0  0  0
 40 19  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  1  0  0  0
 28 31  1  6  0  0  0
 27 32  1  6  0  0  0
 26 33  1  1  0  0  0
 25 34  1  6  0  0  0
 44 30  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 39 41  1  6  0  0  0
 38 42  1  1  0  0  0
 37 43  1  6  0  0  0
 36 44  1  1  0  0  0
 54 33  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 45 50  1  0  0  0  0
 47 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
NP0045656

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(O)=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@H](OC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C37H38O18/c1-15-34(55-27(42)8-5-16-3-6-18(38)7-4-16)31(46)33(48)36(51-15)50-14-26-29(44)30(45)32(47)37(54-26)53-25-13-20-21(40)11-19(39)12-23(20)52-35(25)17-9-22(41)28(43)24(10-17)49-2/h3-13,15,26,29-34,36-37,44-48H,14H2,1-2H3,(H4-,38,39,40,41,42,43)/p+1/t15-,26+,29+,30-,31-,32+,33+,34-,36+,37+/m0/s1

> <INCHI_KEY>
GGHKWVKYMAQQGH-WVVIIYODSA-O

> <FORMULA>
C37H39O18

> <MOLECULAR_WEIGHT>
771.6948

> <EXACT_MASS>
771.213639444

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
75.89280585683635

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5R,6S)-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-methyloxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.516899999999999

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.536975535876948

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.393928587572916

> <JCHEM_PKA_STRONGEST_BASIC>
-3.691545854852045

> <JCHEM_POLAR_SURFACE_AREA>
287.88999999999993

> <JCHEM_REFRACTIVITY>
195.13889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5R,6S)-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-methyloxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-1λ⁴-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0      -1.925   4.730   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.259   3.960   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.259   2.420   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.925   1.650   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.591   2.420   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.591   3.960   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.742   4.730   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0       0.742   1.650   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.076   2.420   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.076   3.960   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.410   4.730   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.743   7.040   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.410   6.270   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.743   3.960   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.077   4.730   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.077   6.270   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.592   4.730   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.925   0.110   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.410   1.650   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.743   8.580   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.077   9.350   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.411   7.040   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.411   3.960   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.591  -6.820   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.591  -8.360   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.742  -9.130   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.076  -8.360   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.076  -6.820   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.742  -6.050   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.742  -4.510   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.410  -6.050   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.410  -9.130   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.742 -10.670   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.925  -9.130   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.076  -0.660   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.076  -2.200   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.410  -2.970   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.743  -2.200   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.743  -0.660   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.410   0.110   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.077   0.110   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.077  -2.970   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       3.410  -4.510   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       0.742  -2.970   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -4.648 -12.004   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -6.188 -12.004   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -6.958 -13.337   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -6.188 -14.671   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -4.648 -14.671   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -3.878 -13.337   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -8.498 -13.337   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -2.338 -13.337   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.568 -12.004   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -0.028 -12.004   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       0.742 -13.337   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   23                                                  
CONECT   16   15   12   22                                                  
CONECT   17    2                                                            
CONECT   18    4                                                            
CONECT   19    9   40                                                       
CONECT   20   12   21                                                       
CONECT   21   20                                                            
CONECT   22   16                                                            
CONECT   23   15                                                            
CONECT   24   25   29                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29   31                                                  
CONECT   29   28   24   30                                                  
CONECT   30   29   44                                                       
CONECT   31   28                                                            
CONECT   32   27                                                            
CONECT   33   26   54                                                       
CONECT   34   25                                                            
CONECT   35   36   40                                                       
CONECT   36   35   37   44                                                  
CONECT   37   36   38   43                                                  
CONECT   38   37   39   42                                                  
CONECT   39   38   40   41                                                  
CONECT   40   19   39   35                                                  
CONECT   41   39                                                            
CONECT   42   38                                                            
CONECT   43   37                                                            
CONECT   44   30   36                                                       
CONECT   45   46   50                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   51                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   45   52                                                  
CONECT   51   47                                                            
CONECT   52   50   53                                                       
CONECT   53   52   54                                                       
CONECT   54   33   53   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₃₉O₁₈

Average Mass

771.6948 Da

Monoisotopic Mass

771.21364 Da

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5R,6S)-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-methyloxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-1λ⁴-chromen-1-ylium

Traditional Name

CAS Registry Number

69896-02-2

SMILES

COC1=C(O)C(O)=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@H](OC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C37H38O18/c1-15-34(55-27(42)8-5-16-3-6-18(38)7-4-16)31(46)33(48)36(51-15)50-14-26-29(44)30(45)32(47)37(54-26)53-25-13-20-21(40)11-19(39)12-23(20)52-35(25)17-9-22(41)28(43)24(10-17)49-2/h3-13,15,26,29-34,36-37,44-48H,14H2,1-2H3,(H4-,38,39,40,41,42,43)/p+1/t15-,26+,29+,30-,31-,32+,33+,34-,36+,37+/m0/s1

InChI Key

GGHKWVKYMAQQGH-WVVIIYODSA-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
Iris spp.	Plant	KNApSAcK
Solanum tuberosum	FooDB	KNAPSACK

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
3p-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Coumaric acid ester
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
Methoxyphenol
1-benzopyran
Styrene
Anisole
Phenoxy compound
Catechol
Methoxybenzene
Phenol ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Fatty acyl
Monocyclic benzene moiety
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Acetal
Ether
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Carbonyl group
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	2.94	ALOGPS
logP	2.52	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	287.89 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	195.14 m³·mol⁻¹	ChemAxon
Polarizability	75.89 Å³	ChemAxon
Number of Rings	6	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

FDB001592

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Petunidin 3-(4'''-p-coumaroyl-rutinoside) (NP0045656)

MOL for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

3D MOL for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

3D SDF for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

3D-SDF for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

PDB for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

3D PDB for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

SMILES for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

INCHI for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

Structure for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))

3D Structure for NP0045656 (Petunidin 3-(4'''-p-coumaroyl-rutinoside))