NP-MRD: Showing NP-Card for (1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate (NP0287456)

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Record Information

Version

2.0

Created at

2022-09-09 16:32:46 UTC

Updated at

2022-09-09 16:32:47 UTC

NP-MRD ID

NP0287456

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate

Description

(1S)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. (1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate is found in Oxylobus adscendens. Based on a literature review very few articles have been published on (1S)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    5.6110    0.3318   -0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6512    0.4568    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9936    0.8624    1.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2359    0.2459   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1814    1.1528   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0153    0.4574   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250    0.7574   -0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2840   -0.1959   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    0.1399   -0.6013 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9985    0.9388   -1.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0300    1.0408    0.4300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    1.1047    1.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0367    2.2505    2.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7981    0.1832    1.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911   -1.5308   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8173   -2.5454   -0.9611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -3.8688   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321   -1.8344   -0.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264   -0.8811   -0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091   -0.9678   -0.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120    0.0228   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6673    0.4934   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0770    1.9779    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9773    0.4272    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    0.4850    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2767    2.2179    0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879    1.8360   -0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3623   -0.7106   -0.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8826    0.1625   -2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736    1.2011   -1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687    1.8004   -2.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4337    1.8839    3.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7950    2.9465    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0829    2.8105    2.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262   -3.9895   -1.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2425   -4.5205   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -4.2711   -0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860   -2.8719   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4 20  1  0
 20 19  1  0
 19 18  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 18 15  1  0
 19  6  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
  7 27  1  0
  5 26  1  0
 18 38  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  1 21  1  0
  1 22  1  0
  9 28  1  1
 10 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END


  Mrv1652309092218322D          

 20 21  0  0  1  0            999 V2000
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  8 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287456

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C=C2C=C(OC2=C1)C(C)=C)[C@H](C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O4/c1-9(2)14-7-12-6-13(10(3)19-11(4)17)16(18-5)8-15(12)20-14/h6-8,10H,1H2,2-5H3/t10-/m0/s1

> <INCHI_KEY>
DCCGSQYEIBJZHQ-JTQLQIEISA-N

> <FORMULA>
C16H18O4

> <MOLECULAR_WEIGHT>
274.316

> <EXACT_MASS>
274.12050906

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.46691302205378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate

> <JCHEM_LOGP>
3.0211464153333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.84683583222809

> <JCHEM_POLAR_SURFACE_AREA>
48.67

> <JCHEM_REFRACTIVITY>
75.59430000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate

> <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      -1.090  -2.637   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.591   0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.591   1.777   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.925   2.547   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.925   4.087   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.259   1.777   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.126  -2.549   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    8   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18    6   20                                                  
CONECT   20   19    4                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
(1S)-1-[6-Methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetic acid	Generator

Chemical Formula

C₁₆H₁₈O₄

Average Mass

274.3160 Da

Monoisotopic Mass

274.12051 Da

IUPAC Name

(1S)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate

Traditional Name

(1S)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate

CAS Registry Number

Not Available

SMILES

COC1=C(C=C2C=C(OC2=C1)C(C)=C)[C@H](C)OC(C)=O

InChI Identifier

InChI=1S/C16H18O4/c1-9(2)14-7-12-6-13(10(3)19-11(4)17)16(18-5)8-15(12)20-14/h6-8,10H,1H2,2-5H3/t10-/m0/s1

InChI Key

DCCGSQYEIBJZHQ-JTQLQIEISA-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
Oxylobus adscendens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Anisole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.02	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	75.59 m³·mol⁻¹	ChemAxon
Polarizability	30.47 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

163042256

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate (NP0287456)

MOL for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

3D MOL for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

3D SDF for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

3D-SDF for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

PDB for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

3D PDB for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

SMILES for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

INCHI for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

Structure for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)

3D Structure for NP0287456 ((1s)-1-[6-methoxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethyl acetate)