NP-MRD: Showing NP-Card for 3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid (NP0142871)

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Record Information

Version

2.0

Created at

2022-09-01 21:30:57 UTC

Updated at

2022-09-01 21:30:58 UTC

NP-MRD ID

NP0142871

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

Description

3-[5-Hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]Dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. 3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid is found in Morinda citrifolia. 3-[5-Hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]Dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151518482D          

 44 48  0  0  0  0            999 V2000
    3.2593    2.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4555    1.7721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476    1.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8434    2.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438    0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359    0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4322   -0.2919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8363   -0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -1.6638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8247   -1.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4205   -1.3239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2126   -1.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8084   -0.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6005   -1.2147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4088   -2.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2009   -2.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8130   -2.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0093   -3.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209   -2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4251   -3.2665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0442   -0.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253    0.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0386   -6.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9812   -5.3376    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
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  6  7  1  0  0  0  0
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  9 10  1  0  0  0  0
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 32 33  1  0  0  0  0
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 33 35  1  0  0  0  0
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 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
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 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  2  0  0  0  0
 36 44  1  0  0  0  0
M  END

     RDKit          3D

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   -2.9707   -5.3162    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0491    1.5866   -1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6173   -7.2448   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004151518482D          

 44 48  0  0  0  0            999 V2000
    3.2593    2.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4555    1.7721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476    1.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4438    0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0253    0.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2078    0.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7130   -0.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3428   -1.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8858   -1.7529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6936   -1.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156   -1.8824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -2.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730   -3.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017   -3.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -3.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8084   -4.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9289   -3.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4525   -4.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2745   -4.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253   -5.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1540   -6.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048   -6.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320   -6.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -6.7615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386   -6.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9812   -5.3376    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 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
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 31 30  1  4  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 32 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  2  0  0  0  0
 36 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0142871

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C1C1OC1C2(O)C(=O)OC=C(C(O)=O)C1=CC=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O17/c1-38-13-5-9(3-4-12(13)29)10(22(33)34)7-41-26(36)27(37)16-15(20-21(27)43-20)11(23(35)39-2)8-40-24(16)44-25-19(32)18(31)17(30)14(6-28)42-25/h3-5,7-8,14-21,24-25,28-32,37H,6H2,1-2H3,(H,33,34)

> <INCHI_KEY>
MHXHFEYHEPYROS-UHFFFAOYSA-N

> <FORMULA>
C27H30O17

> <MOLECULAR_WEIGHT>
626.52

> <EXACT_MASS>
626.148299506

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
57.54334100870316

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

> <ALOGPS_LOGP>
0.31

> <JCHEM_LOGP>
-1.8615005539999996

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.728260294832719

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2473292838116907

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084760198107

> <JCHEM_POLAR_SURFACE_AREA>
260.72999999999996

> <JCHEM_REFRACTIVITY>
136.57539999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       6.084   4.804   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.450   3.308   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.929   2.877   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.041   3.942   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.295   1.382   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.774   0.951   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.140  -0.545   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.028  -1.610   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.394  -3.106   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.873  -3.536   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.985  -2.471   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.464  -2.902   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.576  -1.837   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.054  -2.267   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      13.830  -4.398   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.308  -4.828   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      12.718  -5.463   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.084  -6.959   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.239  -5.032   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.127  -6.097   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.549  -1.179   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.183   0.316   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.647   0.430   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.121   0.222   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.064  -0.995   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.240  -1.990   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.387  -3.272   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.895  -3.384   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.429  -3.514   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.015  -4.648   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.670  -6.042   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.790  -7.306   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.255  -7.176   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.376  -8.440   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       3.601  -5.782   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.445  -8.700   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.979  -8.830   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.634 -10.223   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.754 -11.487   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       8.409 -12.881   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       6.220 -11.357   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.340 -12.621   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.805 -12.492   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.565  -9.964   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20                                                  
CONECT   20   19                                                            
CONECT   21    8   22   26                                                  
CONECT   22   21    5   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   24   23   26                                                  
CONECT   26   25   21   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   32   37   44                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41   36                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
3-[5-Hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0,]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoate	Generator
3-[5-Hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoate	Generator

Chemical Formula

C₂₇H₃₀O₁₇

Average Mass

626.5200 Da

Monoisotopic Mass

626.14830 Da

IUPAC Name

3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

Traditional Name

3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C1C1OC1C2(O)C(=O)OC=C(C(O)=O)C1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C27H30O17/c1-38-13-5-9(3-4-12(13)29)10(22(33)34)7-41-26(36)27(37)16-15(20-21(27)43-20)11(23(35)39-2)8-40-24(16)44-25-19(32)18(31)17(30)14(6-28)42-25/h3-5,7-8,14-21,24-25,28-32,37H,6H2,1-2H3,(H,33,34)

InChI Key

MHXHFEYHEPYROS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Morinda citrifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Methoxyphenol
Tricarboxylic acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Cyclic alcohol
Enol ester
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Acetal
Ether
Oxirane
Dialkyl ether
Primary alcohol
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
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	0.31	ALOGPS
logP	-1.9	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	260.73 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	136.58 m³·mol⁻¹	ChemAxon
Polarizability	57.54 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

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

85165112

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid (NP0142871)

MOL for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

3D MOL for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

3D SDF for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

3D-SDF for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

PDB for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

3D PDB for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

SMILES for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

INCHI for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

Structure for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)

3D Structure for NP0142871 (3-[5-hydroxy-10-(methoxycarbonyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,8-dioxatricyclo[4.4.0.0²,⁴]dec-9-ene-5-carbonyloxy]-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid)