NP-MRD: Showing NP-Card for Petunidin 3-rutinoside (NP0049016)

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Record Information

Version

2.0

Created at

2022-03-17 21:05:47 UTC

Updated at

2022-03-17 21:05:48 UTC

NP-MRD ID

NP0049016

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Petunidin 3-rutinoside

Description

4-Hydroxy-3-prenylbenzoic acid glucoside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 4-Hydroxy-3-prenylbenzoic acid glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 4-Hydroxy-3-prenylbenzoic acid glucoside has been detected, but not quantified in, nuts. Petunidin 3-rutinoside is found in Berberis buxifolia , Berberis darwinii , Cornus alba , Cornus alternifolia, Crocus chrysanthus, Liriope platyphylla , Morus sp., Morus spp. and Petunia exserta. This could make 4-hydroxy-3-prenylbenzoic acid glucoside a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 09041208162D          

 44 48  0  0  0  0            999 V2000
   -0.4771    1.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4806    0.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438    1.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    1.8736    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.1946    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308    0.1602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438    2.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121    0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1283   -0.3761    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6647    1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611    3.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259    1.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259    0.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006   -1.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8597    0.0104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6717    2.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    1.4313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3433    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3433    0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259   -0.6130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8005   -1.6402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5597   -0.4283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8909    0.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    3.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0607    1.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7693   -2.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5285   -1.2538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2875   -0.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797   -2.8452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2248   -1.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -2.3368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4736   -2.7200    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2857   -1.5115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -2.2812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5015   -3.5418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145   -1.0726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1388   -1.4627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8981   -2.6712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -0.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -1.0239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674    3.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965    1.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
 11  6  1  1  0  0  0
  7 12  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 18  2  0  0  0  0
 12 19  1  0  0  0  0
 14 20  2  0  0  0  0
 15 21  2  0  0  0  0
 15 22  1  0  0  0  0
 16 23  1  0  0  0  0
 17 24  1  0  0  0  0
 17 25  1  6  0  0  0
 18 26  1  0  0  0  0
 20 27  1  0  0  0  0
 23 28  1  1  0  0  0
 23 29  1  0  0  0  0
 24 30  1  1  0  0  0
 28 31  1  0  0  0  0
 29 32  1  6  0  0  0
 33 31  1  1  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  6  0  0  0
 35 38  1  0  0  0  0
 36 39  1  0  0  0  0
 36 40  1  6  0  0  0
 38 41  1  6  0  0  0
 39 42  1  1  0  0  0
  9 10  2  0  0  0  0
 13 18  1  0  0  0  0
 20 21  1  0  0  0  0
 24 29  1  0  0  0  0
 38 39  1  0  0  0  0
 13 43  1  0  0  0  0
 19 44  1  0  0  0  0
M  CHG  1   4   1
M  END


  Mrv0541 09041208162D          

 44 48  0  0  0  0            999 V2000
   -0.4771    1.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4806    0.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438    1.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    1.8736    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.1946    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308    0.1602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438    2.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121    0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1283   -0.3761    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6647    1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611    3.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259    1.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259    0.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006   -1.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8597    0.0104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6717    2.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    1.4313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3433    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3433    0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259   -0.6130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8005   -1.6402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5597   -0.4283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8909    0.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    3.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0607    1.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7693   -2.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5285   -1.2538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2875   -0.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797   -2.8452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2248   -1.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -2.3368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4736   -2.7200    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2857   -1.5115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -2.2812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5015   -3.5418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145   -1.0726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1388   -1.4627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8981   -2.6712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -0.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -1.0239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674    3.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965    1.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
 11  6  1  1  0  0  0
  7 12  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 18  2  0  0  0  0
 12 19  1  0  0  0  0
 14 20  2  0  0  0  0
 15 21  2  0  0  0  0
 15 22  1  0  0  0  0
 16 23  1  0  0  0  0
 17 24  1  0  0  0  0
 17 25  1  6  0  0  0
 18 26  1  0  0  0  0
 20 27  1  0  0  0  0
 23 28  1  1  0  0  0
 23 29  1  0  0  0  0
 24 30  1  1  0  0  0
 28 31  1  0  0  0  0
 29 32  1  6  0  0  0
 33 31  1  1  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  6  0  0  0
 35 38  1  0  0  0  0
 36 39  1  0  0  0  0
 36 40  1  6  0  0  0
 38 41  1  6  0  0  0
 39 42  1  1  0  0  0
  9 10  2  0  0  0  0
 13 18  1  0  0  0  0
 20 21  1  0  0  0  0
 24 29  1  0  0  0  0
 38 39  1  0  0  0  0
 13 43  1  0  0  0  0
 19 44  1  0  0  0  0
M  CHG  1   4   1
M  END
> <DATABASE_ID>
NP0049016

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(O)=CC(=C1)C1=[O+]C2=C(C=C1O[C@@H]1O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]1O)C(O)=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O16/c1-9-19(32)22(35)24(37)27(41-9)40-8-18-21(34)23(36)25(38)28(44-18)43-17-7-12-13(30)5-11(29)6-15(12)42-26(17)10-3-14(31)20(33)16(4-10)39-2/h3-7,9,18-19,21-25,27-28,32,34-38H,8H2,1-2H3,(H3-,29,30,31,33)/p+1/t9-,18+,19-,21+,22+,23-,24+,25+,27+,28+/m0/s1

> <INCHI_KEY>
IWTWNQZWPPSSQB-MTUZZJJTSA-O

> <FORMULA>
C28H33O16

> <MOLECULAR_WEIGHT>
625.552

> <EXACT_MASS>
625.176860008

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
59.89576237355144

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
-0.8967999999999998

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.542552583273891

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.394358364162027

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6764969324490426

> <JCHEM_POLAR_SURFACE_AREA>
261.59

> <JCHEM_REFRACTIVITY>
153.59030000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-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      -0.891   2.711   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.897   1.164   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.455   3.471   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.217   3.497   0.000  0.00  0.00           O+1
HETATM    5  C   UNK     0      -2.230   0.403   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.618   0.299   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.775   2.691   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.455   5.006   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.563   2.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.569   1.170   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.106  -0.702   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.108   3.452   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.794   5.766   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.902   3.504   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.902   0.410   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.054  -2.243   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.471   0.019   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.121   4.986   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.440   2.672   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.241   2.724   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.241   1.170   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.902  -1.144   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.361  -3.062   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.778  -0.799   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.530   1.554   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.459   5.753   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -7.580   3.504   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.303  -4.596   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.720  -2.340   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.137  -0.078   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.015  -5.311   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.020  -3.166   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.475  -4.362   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.884  -5.077   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.533  -2.822   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.178  -4.258   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.936  -6.611   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.774  -2.002   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.126  -2.730   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -3.543  -4.986   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -0.715  -0.462   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -3.439  -1.911   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       1.806   7.308   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       5.780   3.435   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13                                                       
CONECT    9    4   14   10                                                  
CONECT   10    5   15    9                                                  
CONECT   11    6   16   17                                                  
CONECT   12    7   18   19                                                  
CONECT   13    8   18   43                                                  
CONECT   14    9   20                                                       
CONECT   15   10   21   22                                                  
CONECT   16   11   23                                                       
CONECT   17   11   24   25                                                  
CONECT   18   12   26   13                                                  
CONECT   19   12   44                                                       
CONECT   20   14   27   21                                                  
CONECT   21   15   20                                                       
CONECT   22   15                                                            
CONECT   23   16   28   29                                                  
CONECT   24   17   30   29                                                  
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   20                                                            
CONECT   28   23   31                                                       
CONECT   29   23   32   24                                                  
CONECT   30   24                                                            
CONECT   31   28   33                                                       
CONECT   32   29                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33   36   37                                                  
CONECT   35   33   38                                                       
CONECT   36   34   39   40                                                  
CONECT   37   34                                                            
CONECT   38   35   41   39                                                  
CONECT   39   36   42   38                                                  
CONECT   40   36                                                            
CONECT   41   38                                                            
CONECT   42   39                                                            
CONECT   43   13                                                            
CONECT   44   19                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
4-Hydroxy-3-prenylbenzoate glucoside	Generator
Petunidin 3-O-rutinoside	HMDB

Chemical Formula

C₂₈H₃₃O₁₆

Average Mass

625.5520 Da

Monoisotopic Mass

625.17686 Da

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

Traditional Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

CAS Registry Number

39824-84-5

SMILES

COC1=C(O)C(O)=CC(=C1)C1=[O+]C2=C(C=C1O[C@@H]1O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]1O)C(O)=CC(O)=C2

InChI Identifier

InChI=1S/C28H32O16/c1-9-19(32)22(35)24(37)27(41-9)40-8-18-21(34)23(36)25(38)28(44-18)43-17-7-12-13(30)5-11(29)6-15(12)42-26(17)10-3-14(31)20(33)16(4-10)39-2/h3-7,9,18-19,21-25,27-28,32,34-38H,8H2,1-2H3,(H3-,29,30,31,33)/p+1/t9-,18+,19-,21+,22+,23-,24+,25+,27+,28+/m0/s1

InChI Key

IWTWNQZWPPSSQB-MTUZZJJTSA-O

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Berberis buxifolia	Plant	KNApSAcK
Berberis darwinii	Plant	KNApSAcK
Cornus alba	Plant	KNApSAcK
Cornus alternifolia	Plant	KNApSAcK
Crocus chrysanthus	Plant	KNApSAcK
Liriope muscari	Plant	KNApSAcK
Morus	FooDB	KNAPSACK
Morus sp.	Plant	KNApSAcK
Morus spp.	Plant	KNApSAcK
Musa acuminata	FooDB	KNAPSACK
Petunia exserta	Plant	KNApSAcK
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
Solanum tuberosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Sugar acid
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.76	ALOGPS
logP	-0.9	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	261.59 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	153.59 m³·mol⁻¹	ChemAxon
Polarizability	59.9 Å³	ChemAxon
Number of Rings	5	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

HMDB0039891

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019551

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

12312707

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Petunidin 3-rutinoside (NP0049016)

MOL for NP0049016 (Petunidin 3-rutinoside)

3D MOL for NP0049016 (Petunidin 3-rutinoside)

3D SDF for NP0049016 (Petunidin 3-rutinoside)

3D-SDF for NP0049016 (Petunidin 3-rutinoside)

PDB for NP0049016 (Petunidin 3-rutinoside)

3D PDB for NP0049016 (Petunidin 3-rutinoside)

SMILES for NP0049016 (Petunidin 3-rutinoside)

INCHI for NP0049016 (Petunidin 3-rutinoside)

Structure for NP0049016 (Petunidin 3-rutinoside)

3D Structure for NP0049016 (Petunidin 3-rutinoside)