NP-MRD: Showing NP-Card for (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate (NP0219936)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 21:05:33 UTC

Updated at

2022-09-05 21:05:33 UTC

NP-MRD ID

NP0219936

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate

Description

(Z)-2-Methyl-2-butenoic acid [(E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenyl] ester belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review very few articles have been published on (Z)-2-Methyl-2-butenoic acid [(E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenyl] ester.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052223052D          

 19 19  0  0  0  0            999 V2000
   -0.7145    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    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
  1  2  1  0  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
  8  9  1  0  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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 11 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219936

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\COC(=O)C(\C)=C/C)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-4-11(2)15(17)19-9-5-6-12-7-8-13(16)14(10-12)18-3/h4-8,10,16H,9H2,1-3H3/b6-5+,11-4-

> <INCHI_KEY>
OEGQDBRSUCLZII-AHJSKDGKSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.305

> <EXACT_MASS>
262.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.730304960479476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_LOGP>
3.567512369333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.976722843814057

> <JCHEM_PKA_STRONGEST_BASIC>
-4.889066157556451

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
75.46640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  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   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  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   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   11                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Value	Source
(Z)-2-Methyl-2-butenoate [(e)-3-(4-hydroxy-3-methoxyphenyl)-2-propenyl] ester	Generator

Chemical Formula

C₁₅H₁₈O₄

Average Mass

262.3050 Da

Monoisotopic Mass

262.12051 Da

IUPAC Name

(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2Z)-2-methylbut-2-enoate

Traditional Name

(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\COC(=O)C(\C)=C/C)=CC=C1O

InChI Identifier

InChI=1S/C15H18O4/c1-4-11(2)15(17)19-9-5-6-12-7-8-13(16)14(10-12)18-3/h4-8,10,16H,9H2,1-3H3/b6-5+,11-4-

InChI Key

OEGQDBRSUCLZII-AHJSKDGKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
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	3.57	ChemAxon
pKa (Strongest Acidic)	9.98	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.47 m³·mol⁻¹	ChemAxon
Polarizability	28.73 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

101618875

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate (NP0219936)

MOL for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

3D MOL for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

3D SDF for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

3D-SDF for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

PDB for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

3D PDB for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

SMILES for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

INCHI for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

Structure for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)

3D Structure for NP0219936 ((2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-yl (2z)-2-methylbut-2-enoate)