NP-MRD: Showing NP-Card for 7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate (NP0145481)

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Record Information

Version

2.0

Created at

2022-09-02 00:41:48 UTC

Updated at

2022-09-02 00:41:48 UTC

NP-MRD ID

NP0145481

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate

Description

7-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-ol (E)-2-methyl-2-butenoate belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate is found in Ageratum conyzoides. Based on a literature review very few articles have been published on 7-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-ol (E)-2-methyl-2-butenoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -6.5254    0.9563   -0.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1041    0.7786   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2500    0.5109    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7271    0.3880    1.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233    0.3322   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120    0.4348   -1.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    0.0474    0.6986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5364   -0.1262    0.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239    0.9522    0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778    0.8251    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404   -0.4476   -0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678   -1.5173   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0818   -1.3933    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9403   -2.4941    0.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340   -3.7901   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868   -0.5578   -0.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4010    0.4951   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5653    0.2106    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9811    0.6451   -1.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463    1.8253   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5663    1.9701    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7096    1.4153    0.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0624   -0.0313   -0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9871    1.6297   -1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852    0.8748   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5507    1.2991    2.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0828   -0.4070    1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7610   -0.0021    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0201    1.9606    0.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6532   -2.5076   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225   -3.9755   -1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4318   -4.0097    0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322   -4.4867    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2847   -0.4258    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1291   -0.2799    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9956    1.1976    0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7959   -0.0759   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2657    1.6976   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445    0.4044   -2.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126    2.7109    0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669    2.9661    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10 21  1  0
 21 20  2  0
 20 17  1  0
 17 18  1  0
 17 19  1  0
 17 16  1  0
 10  9  1  0
  9  8  2  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
  8 13  1  0
 16 11  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 12 30  1  0
 21 41  1  0
 20 40  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
  9 29  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  2 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
M  END


  Mrv1652309022202412D          

 21 22  0  0  0  0            999 V2000
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   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
    0.0000   -1.6500    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
    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -0.5558    0.0000 C   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
    1.4289   -1.6500    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  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  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0145481

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=CC(C)(C)O2)C=C1OC(=O)C(\C)=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O4/c1-6-11(2)16(18)20-15-9-12-7-8-17(3,4)21-13(12)10-14(15)19-5/h6-10H,1-5H3/b11-6+

> <INCHI_KEY>
PVFJOSVRFUYPME-IZZDOVSWSA-N

> <FORMULA>
C17H20O4

> <MOLECULAR_WEIGHT>
288.343

> <EXACT_MASS>
288.136159124

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.90623103769355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-methoxy-2,2-dimethyl-2H-chromen-6-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
4.095270751

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.606534018085285

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
82.72530000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.30e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-methoxy-2,2-dimethylchromen-6-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.528   0.677   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.518  -1.037   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   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   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   10                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Value	Source
7-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-ol (e)-2-methyl-2-butenoic acid	Generator

Chemical Formula

C₁₇H₂₀O₄

Average Mass

288.3430 Da

Monoisotopic Mass

288.13616 Da

IUPAC Name

7-methoxy-2,2-dimethyl-2H-chromen-6-yl (2E)-2-methylbut-2-enoate

Traditional Name

7-methoxy-2,2-dimethylchromen-6-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=CC(C)(C)O2)C=C1OC(=O)C(\C)=C\C

InChI Identifier

InChI=1S/C17H20O4/c1-6-11(2)16(18)20-15-9-12-7-8-17(3,4)21-13(12)10-14(15)19-5/h6-10H,1-5H3/b11-6+

InChI Key

PVFJOSVRFUYPME-IZZDOVSWSA-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
Ageratum conyzoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Phenol ester
Anisole
Phenol ether
Alkyl aryl ether
Fatty acid ester
Fatty acyl
Benzenoid
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
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	4.24	ALOGPS
logP	4.1	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.73 m³·mol⁻¹	ChemAxon
Polarizability	31.91 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

101606384

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate (NP0145481)

MOL for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

3D MOL for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

3D SDF for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

3D-SDF for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

PDB for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

3D PDB for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

SMILES for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

INCHI for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

Structure for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)

3D Structure for NP0145481 (7-methoxy-2,2-dimethylchromen-6-yl (2e)-2-methylbut-2-enoate)