NP-MRD: Showing NP-Card for 6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol (NP0057441)

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Record Information

Version

2.0

Created at

2022-04-28 02:52:36 UTC

Updated at

2022-04-28 02:52:36 UTC

NP-MRD ID

NP0057441

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol

Description

(2R,3S,4R,5S,6S)-4,5-dihydroxy-2-{[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]Dec-7-en-5-yl]oxy}-6-methyloxan-3-yl 3-(4-hydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. 6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol is found in Gmelina philippensis , Scrophularia dentata and Verbascum saccatum. Based on a literature review very few articles have been published on (2R,3S,4R,5S,6S)-4,5-dihydroxy-2-{[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]Dec-7-en-5-yl]oxy}-6-methyloxan-3-yl 3-(4-hydroxyphenyl)prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204522D          

 46 51  0  0  1  0            999 V2000
    0.5754   -0.8625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.9679    0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3675   -0.6318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5257    0.9437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  1 35  1  1  0  0  0
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 42 43  1  0  0  0  0
 39 44  1  6  0  0  0
 38 45  1  1  0  0  0
 37 46  1  6  0  0  0
M  END

     RDKit          3D

 84 89  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282204522D          

 46 51  0  0  1  0            999 V2000
    0.5754   -0.8625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0205   -0.2919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1758    0.5094    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.5637    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3675   -0.6318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8432   -0.3529    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6606   -0.2415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686   -1.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -1.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5866    1.7664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0954    2.2306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0344    3.0533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7164    3.5175    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4594    3.1590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5204    2.3362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8384    1.8720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2634    1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    3.6231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555    4.3403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086    3.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    4.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    4.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5126    4.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1946    4.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9376    4.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196    4.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626    4.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4236    5.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7416    5.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9986    5.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1666    5.5633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791   -1.6638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750   -2.2345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7671   -2.0038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3629   -2.5744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1667   -3.3757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3746   -3.6064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7787   -3.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783   -4.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742   -4.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -3.9463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -2.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -1.2024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  6  0  0  0
  9 10  1  0  0  0  0
  8 10  1  1  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
  7 13  1  1  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  6  0  0  0
 17 21  1  6  0  0  0
 16 22  1  6  0  0  0
 15 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 31 34  1  0  0  0  0
  1 35  1  1  0  0  0
 36 35  1  1  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
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 40 42  1  6  0  0  0
 42 43  1  0  0  0  0
 39 44  1  6  0  0  0
 38 45  1  1  0  0  0
 37 46  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0057441

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@H](O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@@H]2C=CO[C@H]3O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O16/c1-12-19(35)22(38)25(43-17(34)7-4-13-2-5-14(33)6-3-13)29(41-12)44-24-15-8-9-40-27(18(15)30(11-32)26(24)46-30)45-28-23(39)21(37)20(36)16(10-31)42-28/h2-9,12,15-16,18-29,31-33,35-39H,10-11H2,1H3/b7-4+/t12-,15-,16-,18+,19+,20+,21-,22+,23+,24-,25-,26-,27-,28-,29+,30+/m0/s1

> <INCHI_KEY>
XIPQZLUSSJDAIC-LBHWYPOYSA-N

> <FORMULA>
C30H38O16

> <MOLECULAR_WEIGHT>
654.618

> <EXACT_MASS>
654.215985144

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
64.05921633622661

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5S,6S)-4,5-dihydroxy-2-{[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
-0.37

> <JCHEM_LOGP>
-1.425403892333335

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.092769843554835

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.3976891616868

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847601929344

> <JCHEM_POLAR_SURFACE_AREA>
246.81999999999994

> <JCHEM_REFRACTIVITY>
149.60970000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5S,6S)-4,5-dihydroxy-2-{[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.074  -1.610   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.038  -0.545   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.328   0.951   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.807   1.382   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.919   0.316   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.553  -1.179   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.981   1.762   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.157   0.767   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.574  -0.659   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.100  -0.451   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.621  -2.198   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.312  -3.009   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.095   3.297   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.178   4.164   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.064   5.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.337   6.566   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.724   5.897   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.838   4.361   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.565   3.494   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.225   3.692   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.997   6.763   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.224   8.102   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.323   6.369   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.437   7.905   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.163   8.771   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.823   8.574   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.097   7.708   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.484   8.377   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.757   7.510   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.144   8.180   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.257   9.715   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.984  10.582   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.597   9.913   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -9.644  10.385   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.708  -3.106   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.820  -4.171   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.299  -3.740   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.411  -4.805   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.044  -6.301   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.566  -6.732   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.454  -5.667   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       2.200  -8.228   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       3.312  -9.293   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       5.157  -7.366   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       5.889  -4.375   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       3.665  -2.245   0.000  0.00  0.00           O+0
CONECT    1    2    6   35                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    2   10   11                                             
CONECT   10    9    8                                                       
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    7   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18                                                            
CONECT   21   17                                                            
CONECT   22   16                                                            
CONECT   23   15   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   31                                                            
CONECT   35    1   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38   46                                                  
CONECT   38   37   39   45                                                  
CONECT   39   38   40   44                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40   36                                                       
CONECT   42   40   43                                                       
CONECT   43   42                                                            
CONECT   44   39                                                            
CONECT   45   38                                                            
CONECT   46   37                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

View in JSmol

Synonyms

Value	Source
(2R,3S,4R,5S,6S)-4,5-Dihydroxy-2-{[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0,]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl 3-(4-hydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₀H₃₈O₁₆

Average Mass

654.6180 Da

Monoisotopic Mass

654.21599 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@H](O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@@H]2C=CO[C@H]3O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C30H38O16/c1-12-19(35)22(38)25(43-17(34)7-4-13-2-5-14(33)6-3-13)29(41-12)44-24-15-8-9-40-27(18(15)30(11-32)26(24)46-30)45-28-23(39)21(37)20(36)16(10-31)42-28/h2-9,12,15-16,18-29,31-33,35-39H,10-11H2,1H3/b7-4+/t12-,15-,16-,18+,19+,20+,21-,22+,23+,24-,25-,26-,27-,28-,29+,30+/m0/s1

InChI Key

XIPQZLUSSJDAIC-LBHWYPOYSA-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, 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
Gmelina philippensis	Plant	KNApSAcK
Scrophularia dentata	Plant	KNApSAcK
Verbascum saccatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Cinnamic acid ester
Coumaric acid or derivatives
O-glycosyl compound
Glycosyl compound
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	-0.37	ALOGPS
logP	-1.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	246.82 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	149.61 m³·mol⁻¹	ChemAxon
Polarizability	64.06 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

Not Available

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

162909904

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol (NP0057441)

MOL for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

3D MOL for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

3D SDF for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

3D-SDF for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

PDB for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

3D PDB for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

SMILES for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

INCHI for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

Structure for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)

3D Structure for NP0057441 (6-O-alpha-L-(2''-O-trans-p-coumaroyl)rhamnopyranosylcatalpol)