NP-MRD: Showing NP-Card for (1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0296551)

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Record Information

Version

2.0

Created at

2022-09-10 06:11:43 UTC

Updated at

2022-09-10 06:11:44 UTC

NP-MRD ID

NP0296551

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Description

(1R)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate 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. (1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Perilla frutescens. Based on a literature review very few articles have been published on (1R)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102208112D          

 28 29  0  0  1  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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 C   0  0  1  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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 18 20  2  0  0  0  0
 13 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
M  END

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
   -5.8592   -2.5742    0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9474   -3.3164    1.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5952   -3.0192    1.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141   -1.7844    1.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -0.8103    1.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5771   -1.5609    0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682   -0.1413    1.1292 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2315   -0.0457    0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1647    0.3116    1.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133    0.5844    2.9565 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9322    0.0691    0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2745    0.0829   -0.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4531   -0.2580   -1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7767    0.0737   -1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0380    0.0631   -2.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6128    0.4084   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6864    0.7592    0.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525    0.4153    0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9221    0.8481    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7891    1.7285    0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5331    2.6629    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    2.7675   -1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2089    3.7262   -1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5850    1.8987   -1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4536    1.9572   -3.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8335    0.9500   -1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5316   -1.5295    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9024   -2.5477    0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8825   -3.0672   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2980   -3.1316    2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0823   -4.3999    1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638   -2.0106   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2811    0.1335    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3543    0.6419    2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0955   -0.2076   -0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817   -0.5228   -2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8464   -0.5360   -3.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8709    0.2938   -1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6275    0.7861    0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2405    0.6848    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8564    1.6595    2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1995    3.3320    0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1486    3.8056   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9376    2.5884   -3.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1843    0.2998   -1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  7 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 20 13  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
 11 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 23 45  1  0
 25 46  1  0
 27 47  1  0
 28 48  1  0
M  END


  Mrv1652309102208112D          

 28 29  0  0  1  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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 C   0  0  1  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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 18 20  2  0  0  0  0
 13 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
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 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296551

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)C[C@@H](OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O8/c1-2-27-20(26)11-18(13-5-7-15(22)17(24)10-13)28-19(25)8-4-12-3-6-14(21)16(23)9-12/h3-10,18,21-24H,2,11H2,1H3/b8-4+/t18-/m1/s1

> <INCHI_KEY>
HGNBCZFZBKBJMT-SBLNNXNXSA-N

> <FORMULA>
C20H20O8

> <MOLECULAR_WEIGHT>
388.372

> <EXACT_MASS>
388.115817604

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
38.7483074429675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
3.302990605333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.51098154439952

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.909239952594495

> <JCHEM_PKA_STRONGEST_BASIC>
-6.28376181813739

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
100.3371

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   13                                                       
CONECT   21    7   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   21                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
(1R)-1-(3,4-Dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₀H₂₀O₈

Average Mass

388.3720 Da

Monoisotopic Mass

388.11582 Da

IUPAC Name

(1R)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

(1R)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C[C@@H](OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C20H20O8/c1-2-27-20(26)11-18(13-5-7-15(22)17(24)10-13)28-19(25)8-4-12-3-6-14(21)16(23)9-12/h3-10,18,21-24H,2,11H2,1H3/b8-4+/t18-/m1/s1

InChI Key

HGNBCZFZBKBJMT-SBLNNXNXSA-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
Perilla frutescens	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
Benzyloxycarbonyl
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
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	3.3	ChemAxon
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	100.34 m³·mol⁻¹	ChemAxon
Polarizability	38.75 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

163188013

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0296551)

MOL for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0296551 ((1r)-1-(3,4-dihydroxyphenyl)-3-ethoxy-3-oxopropyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)