NP-MRD: Showing NP-Card for 3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate (NP0289068)

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Record Information

Version

2.0

Created at

2022-09-09 19:04:52 UTC

Updated at

2022-09-09 19:04:52 UTC

NP-MRD ID

NP0289068

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate

Description

3-[4-(Acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. 3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate is found in Bejaranoa semistriata, Solidago decurrens and Trichogonia campestris. Based on a literature review very few articles have been published on 3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 42  0  0  0  0  0  0  0  0999 V2000
    4.3395    0.9098    2.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5054    0.5972    1.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4534   -0.3186    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6453   -0.6237   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287   -1.0852    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023   -1.9539   -0.8152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900   -0.8831    0.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605   -1.5729    0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -1.3869   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2071   -0.9084   -1.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671   -0.3075   -0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0325    0.1088    0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026    0.7205    1.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745    0.9137    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4562    1.5290    0.7662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5111    0.8160    1.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7664    1.4280    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3848   -0.4336    1.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470    0.5095   -0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3250    0.6991   -1.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2032    0.2521   -3.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0949   -0.0898   -1.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5986    1.6898    2.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.0140    2.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079    1.2885    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213    1.1428    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3824   -1.2371    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323   -1.1460   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1424    0.3183   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2099   -1.4813    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2110   -2.6818    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0041   -1.7756   -1.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720   -0.9621   -2.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    0.0053    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241    1.0352    2.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6831    2.5268    1.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6068    1.2543    1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0879    0.9467    2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1861   -0.8488   -3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0706    0.6958   -3.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2900    0.7236   -3.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351   -0.4286   -2.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 22  2  0
 22 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 10 33  1  0
  9 32  1  0
  8 30  1  0
  8 31  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  2 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 12 34  1  0
 13 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
M  END


  Mrv1652309092221042D          

 22 22  0  0  0  0            999 V2000
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   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
    0.0000    3.3000    0.0000 C   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    2.0625    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
    1.4289    0.8250    0.0000 C   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
    0.7145   -0.4125    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
   -0.0000   -1.6500    0.0000 C   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   -1.2375    0.0000 O   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
   -0.7145   -0.4125    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 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  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 11 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289068

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CCOC(=O)C(C)=CC)=CC=C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O5/c1-5-12(2)17(19)21-10-6-7-14-8-9-15(22-13(3)18)16(11-14)20-4/h5-9,11H,10H2,1-4H3

> <INCHI_KEY>
GZZZGYBTVVSDGQ-UHFFFAOYSA-N

> <FORMULA>
C17H20O5

> <MOLECULAR_WEIGHT>
304.342

> <EXACT_MASS>
304.131073744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.31698041597609

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate

> <JCHEM_LOGP>
3.478338665333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.898286506441488

> <JCHEM_POLAR_SURFACE_AREA>
61.83

> <JCHEM_REFRACTIVITY>
84.6179

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   1.540   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   11                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
3-[4-(Acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₁₇H₂₀O₅

Average Mass

304.3420 Da

Monoisotopic Mass

304.13107 Da

IUPAC Name

3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate

Traditional Name

3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CCOC(=O)C(C)=CC)=CC=C1OC(C)=O

InChI Identifier

InChI=1S/C17H20O5/c1-5-12(2)17(19)21-10-6-7-14-8-9-15(22-13(3)18)16(11-14)20-4/h5-9,11H,10H2,1-4H3

InChI Key

GZZZGYBTVVSDGQ-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
Bejaranoa semistriata	LOTUS Database	35616633
Solidago decurrens	LOTUS Database	35616633
Trichogonia campestris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen 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	3.48	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	84.62 m³·mol⁻¹	ChemAxon
Polarizability	33.32 Å³	ChemAxon
Number of Rings	1	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

78385255

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-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate (NP0289068)

MOL for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

3D MOL for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

3D SDF for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

3D-SDF for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

PDB for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

3D PDB for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

SMILES for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

INCHI for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

Structure for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)

3D Structure for NP0289068 (3-[4-(acetyloxy)-3-methoxyphenyl]prop-2-en-1-yl 2-methylbut-2-enoate)