Np mrd loader

Showing NP-Card for [(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate (NP0281104)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-09 07:15:03 UTC
Updated at2022-09-09 07:15:04 UTC
NP-MRD IDNP0281104
Secondary Accession NumbersNone
Natural Product Identification
Common Name[(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate
Description[(2S)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2E)-3-phenylprop-2-enoate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Based on a literature review very few articles have been published on [(2S)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2E)-3-phenylprop-2-enoate.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)


  Mrv1652309092209152D          

 30 32  0  0  1  0            999 V2000
    2.5101   -3.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669   -2.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -2.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596   -3.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -2.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4476   -3.4858    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0796   -2.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8548   -3.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4868   -2.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435   -1.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2621   -2.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053   -3.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1806   -4.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3238   -4.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991   -5.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7311   -4.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5878   -3.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8125   -3.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351   -4.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8601   -4.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0411   -2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -1.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774   -1.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454   -0.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5299   -0.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3886    0.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -1.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804   -1.3646    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
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  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
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
  5 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
Download

3D MOL for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)

Download
3D SDF for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)

  Mrv1652309092209152D          

 30 32  0  0  1  0            999 V2000
    2.5101   -3.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669   -2.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -2.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596   -3.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -2.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4476   -3.4858    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0796   -2.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8548   -3.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4868   -2.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435   -1.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2621   -2.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053   -3.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1806   -4.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3238   -4.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991   -5.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7311   -4.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5878   -3.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8125   -3.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351   -4.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8601   -4.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0411   -2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -1.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774   -1.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454   -0.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5299   -0.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3886    0.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -1.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804   -1.3646    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
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  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
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
  5 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0281104

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=C(OC(=O)C(C)C)C=C1C)[C@@]1(COC(=O)\C=C\C2=CC=CC=C2)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O6/c1-16(2)23(26)30-21-12-17(3)20(27-4)13-19(21)24(15-29-24)14-28-22(25)11-10-18-8-6-5-7-9-18/h5-13,16H,14-15H2,1-4H3/b11-10+/t24-/m1/s1

> <INCHI_KEY>
PDXLMFXZQYBQIS-NFPSEPLVSA-N

> <FORMULA>
C24H26O6

> <MOLECULAR_WEIGHT>
410.466

> <EXACT_MASS>
410.172938557

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
43.485759369314714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2S)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2E)-3-phenylprop-2-enoate

> <JCHEM_LOGP>
5.211355322000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1483173521976875

> <JCHEM_POLAR_SURFACE_AREA>
74.36000000000001

> <JCHEM_REFRACTIVITY>
112.91409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2S)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)
Download
PDB for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)
HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       4.686  -7.097   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.418  -5.580   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.971  -5.054   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.791  -6.044   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.344  -5.517   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.835  -6.507   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.015  -5.517   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.462  -6.044   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.642  -5.054   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.375  -3.537   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -6.089  -5.580   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.357  -7.097   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.804  -7.624   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.071  -9.140   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.518  -9.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.698  -8.677   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.431  -7.161   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.983  -6.634   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.065  -7.840   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.605  -7.840   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.077  -4.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.370  -3.474   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.638  -1.957   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.085  -1.430   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.458  -0.967   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.989  -1.494   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.725   0.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.256  -3.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.704  -3.537   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.883  -2.547   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7   19   20                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    6   20                                                       
CONECT   20   19    6                                                       
CONECT   21    5   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   21   29                                                       
CONECT   29   28    3   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

Download
3D PDB for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)
Download
SMILES for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)
COC1=CC(=C(OC(=O)C(C)C)C=C1C)[C@@]1(COC(=O)\C=C\C2=CC=CC=C2)CO1
Download
INCHI for NP0281104 ([(2s)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2e)-3-phenylprop-2-enoate)
InChI=1S/C24H26O6/c1-16(2)23(26)30-21-12-17(3)20(27-4)13-19(21)24(15-29-24)14-28-22(25)11-10-18-8-6-5-7-9-18/h5-13,16H,14-15H2,1-4H3/b11-10+/t24-/m1/s1
Download
View in JSmol
Synonyms
ValueSource
[(2S)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2E)-3-phenylprop-2-enoic acidGenerator
Chemical FormulaC24H26O6
Average Mass410.4660 Da
Monoisotopic Mass410.17294 Da
IUPAC Name[(2S)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2E)-3-phenylprop-2-enoate
Traditional Name[(2S)-2-{5-methoxy-4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl (2E)-3-phenylprop-2-enoate
CAS Registry NumberNot Available
SMILES
COC1=CC(=C(OC(=O)C(C)C)C=C1C)[C@@]1(COC(=O)\C=C\C2=CC=CC=C2)CO1
InChI Identifier
InChI=1S/C24H26O6/c1-16(2)23(26)30-21-12-17(3)20(27-4)13-19(21)24(15-29-24)14-28-22(25)11-10-18-8-6-5-7-9-18/h5-13,16H,14-15H2,1-4H3/b11-10+/t24-/m1/s1
InChI KeyPDXLMFXZQYBQIS-NFPSEPLVSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCinnamic acids and derivatives  
Sub ClassCinnamic acid esters  
Direct ParentCinnamic acid esters  
Alternative Parents
Substituents
  • Cinnamic acid ester
    • 

  • Phenol ester
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Styrene
    • 

  • Alkyl aryl ether
    • 

  • Fatty acid ester
    • 

  • Toluene
    • 

  • Monocyclic benzene moiety
    • 

  • Fatty acyl
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Benzenoid
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Dialkyl ether
    • 

  • Organoheterocyclic compound
    • 

  • Oxirane
    • 

  • Ether
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.21ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area74.36 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity112.91 m³·mol⁻¹ChemAxon
Polarizability43.49 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163188512  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]