NP-MRD: Showing NP-Card for 3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid (NP0242443)

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Record Information

Version

2.0

Created at

2022-09-07 02:45:39 UTC

Updated at

2022-09-07 02:45:39 UTC

NP-MRD ID

NP0242443

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid

Description

3,4,5,6-Tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. 3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid is found in Secale cereale. 3,4,5,6-Tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231518472D          

 26 26  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
    6.3142   -0.5250   -1.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2922    0.6533   -0.7637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1443    1.0315   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    0.2414   -0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526    0.6211    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6342   -0.1430    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5053   -1.2637   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197   -1.9567   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055   -3.0200   -0.9708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265   -1.4240    0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1088   -2.0449    0.4474 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4795   -2.3452    1.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -2.0537    2.7661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833   -2.9519    2.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053   -1.1254   -0.2458 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6254   -0.9968   -1.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1265    0.2382    0.3493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5992    0.3173    1.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    1.2110   -0.6038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5468    2.5357   -0.1819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2632    1.0005   -0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6253   -0.2567   -1.2021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8877    1.7978    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    2.5679    1.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1604    2.1869    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3281    2.9270    0.7052 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3387   -0.7500   -1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9632   -1.3553   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6115   -0.4130   -2.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0298   -0.6625   -0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689    0.2452    0.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453   -1.6618   -0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0403   -2.9609   -0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594   -3.9391    2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887   -1.5970   -0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -1.2847   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0471    0.6245    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3923    0.8913    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124    1.1208   -1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6822    2.8100   -0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8321    1.3199    0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5997    1.7291   -1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830   -0.6950   -0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854    2.1084    1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0551    3.4815    1.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3452    3.7661    1.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
 11 33  1  6
 15 35  1  6
 16 36  1  0
 17 37  1  1
 18 38  1  0
 19 39  1  6
 20 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 14 34  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
M  END


  Mrv1533004231518472D          

 26 26  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC(=O)OC(C(O)C(O)C(O)CO)C(O)=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O10/c1-25-11-6-8(2-4-9(11)18)3-5-12(20)26-15(16(23)24)14(22)13(21)10(19)7-17/h2-6,10,13-15,17-19,21-22H,7H2,1H3,(H,23,24)

> <INCHI_KEY>
AVOFQNQPEDOPQI-UHFFFAOYSA-N

> <FORMULA>
C16H20O10

> <MOLECULAR_WEIGHT>
372.326

> <EXACT_MASS>
372.105646844

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.75368137183713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid

> <ALOGPS_LOGP>
-0.42

> <JCHEM_LOGP>
-0.8370901800000001

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.867152211846998

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1709325022900283

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9742212121841396

> <JCHEM_POLAR_SURFACE_AREA>
173.98

> <JCHEM_REFRACTIVITY>
86.2828

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667   3.080   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.002   7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -9.336  10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   11   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    5   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Value	Source
3,4,5,6-Tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoate	Generator

Chemical Formula

C₁₆H₂₀O₁₀

Average Mass

372.3260 Da

Monoisotopic Mass

372.10565 Da

IUPAC Name

3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid

Traditional Name

3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC(=O)OC(C(O)C(O)C(O)CO)C(O)=O)=CC=C1O

InChI Identifier

InChI=1S/C16H20O10/c1-25-11-6-8(2-4-9(11)18)3-5-12(20)26-15(16(23)24)14(22)13(21)10(19)7-17/h2-6,10,13-15,17-19,21-22H,7H2,1H3,(H,23,24)

InChI Key

AVOFQNQPEDOPQI-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
Secale cereale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
Methoxyphenol
Fatty alcohol
Phenoxy compound
Phenol ether
Styrene
Anisole
Methoxybenzene
Beta-hydroxy acid
Phenol
Fatty acid ester
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Hydroxy acid
Dicarboxylic acid or derivatives
Monosaccharide
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Polyol
Carboxylic acid
Ether
Alcohol
Carbonyl group
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.42	ALOGPS
logP	-0.84	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	86.28 m³·mol⁻¹	ChemAxon
Polarizability	35.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid (NP0242443)

MOL for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

3D MOL for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

3D SDF for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

3D-SDF for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

PDB for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

3D PDB for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

SMILES for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

INCHI for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

Structure for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)

3D Structure for NP0242443 (3,4,5,6-tetrahydroxy-2-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanoic acid)