NP-MRD: Showing NP-Card for 1-(4-methoxyphenyl)prop-2-en-1-yl acetate (NP0191865)

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Record Information

Version

2.0

Created at

2022-09-04 08:57:15 UTC

Updated at

2022-09-04 08:57:15 UTC

NP-MRD ID

NP0191865

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(4-methoxyphenyl)prop-2-en-1-yl acetate

Description

1'-Acetoxyestragole belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. 1-(4-methoxyphenyl)prop-2-en-1-yl acetate is found in Acorus calamus. Based on a literature review very few articles have been published on 1'-Acetoxyestragole.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    1.2080    2.7112   -1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133    1.9203   -0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614    0.4512   -0.5010 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3254   -0.2172    0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940   -1.1476    0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120   -1.8648    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -1.3847   -1.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1056    0.2126   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -0.0756   -1.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0197   -0.3079   -1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676   -0.2590   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0239   -0.4985   -0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354   -0.4893    0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237    0.0267    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5618    0.2568    0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    3.7665   -1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5063    2.2761   -2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4944    2.3738    0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8961    0.0817   -1.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567   -1.8603    2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639   -2.9269    0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1359   -1.4216    1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1815   -0.1236   -2.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -0.5261   -2.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3656   -0.9438    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7421   -1.1132    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2507    0.5295    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182    0.0711    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    0.4823    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8 15  1  0
 15 14  2  0
  8  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  3  2  1  0
  2  1  2  3
 14 11  1  0
 13 25  1  0
 13 26  1  0
 13 27  1  0
 10 24  1  0
  9 23  1  0
 15 29  1  0
 14 28  1  0
  3 19  1  6
  6 20  1  0
  6 21  1  0
  6 22  1  0
  2 18  1  0
  1 16  1  0
  1 17  1  0
M  END


  Mrv1652309042210572D          

 15 15  0  0  0  0            999 V2000
    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 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
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   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
   -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
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -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
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0191865

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C(OC(C)=O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O3/c1-4-12(15-9(2)13)10-5-7-11(14-3)8-6-10/h4-8,12H,1H2,2-3H3

> <INCHI_KEY>
VGSCGPYUCPWRQY-UHFFFAOYSA-N

> <FORMULA>
C12H14O3

> <MOLECULAR_WEIGHT>
206.241

> <EXACT_MASS>
206.094294311

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.93379104437159

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-methoxyphenyl)prop-2-en-1-yl acetate

> <JCHEM_LOGP>
2.2803670866666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.822204429327518

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
57.321500000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-methoxyphenyl)prop-2-en-1-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.001   0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.335  -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  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    3    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14    8                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄O₃

Average Mass

206.2410 Da

Monoisotopic Mass

206.09429 Da

IUPAC Name

1-(4-methoxyphenyl)prop-2-en-1-yl acetate

Traditional Name

1-(4-methoxyphenyl)prop-2-en-1-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(OC(C)=O)C=C

InChI Identifier

InChI=1S/C12H14O3/c1-4-12(15-9(2)13)10-5-7-11(14-3)8-6-10/h4-8,12H,1H2,2-3H3

InChI Key

VGSCGPYUCPWRQY-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
Acorus calamus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
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	2.28	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.32 m³·mol⁻¹	ChemAxon
Polarizability	21.93 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

39838

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

43715

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(4-methoxyphenyl)prop-2-en-1-yl acetate (NP0191865)

MOL for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

3D MOL for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

3D SDF for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

3D-SDF for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

PDB for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

3D PDB for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

SMILES for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

INCHI for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

Structure for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)

3D Structure for NP0191865 (1-(4-methoxyphenyl)prop-2-en-1-yl acetate)