NP-MRD: Showing NP-Card for Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside) (NP0046612)

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Record Information

Version

2.0

Created at

2022-03-17 20:08:44 UTC

Updated at

2022-03-17 20:08:44 UTC

NP-MRD ID

NP0046612

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside)

Description

Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside) is found in Foeniculum vulgare , Coriandrum sativum, Foeniculum vulgare, Platanus occidentalis, Platanus orientalis and Platanus acerifolia.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241220362D          

 53 58  0  0  0  0            999 V2000
   -7.1203    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    4.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9859    0.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9919   -0.7735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2805   -1.1912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5630   -0.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5570    0.0410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2684    0.4587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2624    1.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7094   -1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739    0.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -0.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    1.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450    1.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5977    1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227    1.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    0.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8309    1.8772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    0.4038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2865   -2.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887   -1.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580   -0.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -0.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2594   -1.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8126   -2.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -1.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524   -1.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763   -1.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8516   -1.2017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250   -2.6288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0834   -1.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  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
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  4 18  1  0  0  0  0
 16 19  1  0  0  0  0
  9 27  1  0  0  0  0
  2 20  1  0  0  0  0
 21 22  1  0  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
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 38  1  6  0  0  0
 24 51  1  6  0  0  0
 22 28  1  6  0  0  0
 23 41  1  1  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 32 40  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 42 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  2  0  0  0  0
 45 53  1  0  0  0  0
M  END


  Mrv0541 02241220362D          

 53 58  0  0  0  0            999 V2000
   -7.1203    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    4.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9859    0.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9919   -0.7735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2805   -1.1912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5630   -0.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5570    0.0410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2684    0.4587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2624    1.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7094   -1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739    0.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -0.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    1.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450    1.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5977    1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227    1.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    0.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8309    1.8772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    0.4038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2865   -2.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887   -1.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580   -0.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -0.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2594   -1.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8126   -2.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -1.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524   -1.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763   -1.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8516   -1.2017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250   -2.6288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0834   -1.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  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
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  4 18  1  0  0  0  0
 16 19  1  0  0  0  0
  9 27  1  0  0  0  0
  2 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 38  1  6  0  0  0
 24 51  1  6  0  0  0
 22 28  1  6  0  0  0
 23 41  1  1  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 32 40  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 42 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  2  0  0  0  0
 45 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046612

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C=C2)[C@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C39H32O14/c1-20-33(47)36(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)39(49-20)53-37-34(48)32-28(44)18-27(43)19-29(32)50-35(37)23-8-14-26(42)15-9-23/h2-20,33,36,38-44,47H,1H3/b16-6+,17-7+/t20-,33-,36+,38+,39-/m0/s1

> <INCHI_KEY>
HKZIBACORRUGAC-FIFPDCARSA-N

> <FORMULA>
C39H32O14

> <MOLECULAR_WEIGHT>
724.663

> <EXACT_MASS>
724.179205732

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
73.5024946218823

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5S,6S)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-5-hydroxy-4-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-methyloxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
4.85

> <JCHEM_LOGP>
6.666290785000001

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.354752284795303

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.432946842230953

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6279881304345647

> <JCHEM_POLAR_SURFACE_AREA>
218.73999999999998

> <JCHEM_REFRACTIVITY>
188.84810000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5S,6S)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-5-hydroxy-4-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-methyloxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -13.291   5.476   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.625   4.706   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.625   3.166   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.291   2.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.957   3.166   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.957   4.706   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -10.624   5.476   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.624   2.396   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.290   3.166   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.290   4.706   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.956   5.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.623   7.786   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.956   7.016   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.623   4.706   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.289   5.476   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.289   7.016   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -10.624   0.856   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -13.291   0.856   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.955   7.786   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -15.959   5.476   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -9.307   0.096   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -9.318  -1.444   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.990  -2.224   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.651  -1.463   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.640   0.077   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.968   0.856   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -7.956   2.396   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -10.658  -2.204   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.698   0.795   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.060  -0.546   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.600  -0.559   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.382   0.767   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.624   2.108   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.084   2.122   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.238   0.808   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.982   2.157   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.522   2.166   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.300   0.837   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -5.284   3.504   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.922   0.754   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -8.001  -3.764   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -0.726  -2.466   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.108  -1.171   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.647  -1.246   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.351  -2.615   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.517  -3.910   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.021  -3.835   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -2.264  -2.391   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -3.084  -3.694   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -4.622  -3.615   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -5.323  -2.243   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -5.460  -4.907   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       3.889  -2.690   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   20                                                  
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   17                                                  
CONECT    9    8   10   27                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16                                                       
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   19                                                  
CONECT   17    8                                                            
CONECT   18    4                                                            
CONECT   19   16                                                            
CONECT   20    2                                                            
CONECT   21   22   26                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24   41                                                  
CONECT   24   23   25   51                                                  
CONECT   25   24   26   38                                                  
CONECT   26   25   21   27                                                  
CONECT   27    9   26                                                       
CONECT   28   22                                                            
CONECT   29   30   34   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   40                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   29   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   25   37                                                       
CONECT   39   37                                                            
CONECT   40   32                                                            
CONECT   41   23                                                            
CONECT   42   43   47   48                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   53                                                  
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
CONECT   48   42   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   24   50                                                       
CONECT   52   50                                                            
CONECT   53   45                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  116    0
END

View in JSmol

Synonyms

Value	Source
Kaempferol 3-O-a-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside)	Generator
Kaempferol 3-O-α-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside)	Generator

Chemical Formula

C₃₉H₃₂O₁₄

Average Mass

724.6630 Da

Monoisotopic Mass

724.17921 Da

IUPAC Name

(2S,3R,4R,5S,6S)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-5-hydroxy-4-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-methyloxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

(2S,3R,4R,5S,6S)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-5-hydroxy-4-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-methyloxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C=C2)[C@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H]1O

InChI Identifier

InChI=1S/C39H32O14/c1-20-33(47)36(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)39(49-20)53-37-34(48)32-28(44)18-27(43)19-29(32)50-35(37)23-8-14-26(42)15-9-23/h2-20,33,36,38-44,47H,1H3/b16-6+,17-7+/t20-,33-,36+,38+,39-/m0/s1

InChI Key

HKZIBACORRUGAC-FIFPDCARSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anethum foeniculum	Plant	KNApSAcK
Coriandrum sativum	LOTUS Database	35616633
Coriandrum sativum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Foeniculum vulgare	LOTUS Database	35616633
Platanus occidentalis	LOTUS Database	35616633
Platanus orientalis	Plant	KNApSAcK
Platanus x hispanica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hexose monosaccharide
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Chromone
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Styrene
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Phenol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Pyran
Benzenoid
Dicarboxylic acid or derivatives
Oxane
Fatty acyl
Monosaccharide
Heteroaromatic compound
Enoate ester
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
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	4.85	ALOGPS
logP	6.67	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	218.74 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	188.85 m³·mol⁻¹	ChemAxon
Polarizability	73.5 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

FDB005200

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

6451113

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside) (NP0046612)

MOL for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

3D MOL for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

3D SDF for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

3D-SDF for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

PDB for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

3D PDB for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

SMILES for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

INCHI for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

Structure for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))

3D Structure for NP0046612 (Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside))