NP-MRD: Showing NP-Card for 3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal (NP0247770)

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Record Information

Version

2.0

Created at

2022-09-07 09:44:25 UTC

Updated at

2022-09-07 09:44:25 UTC

NP-MRD ID

NP0247770

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal

Description

3-(6,7-Dimethoxy-2H-1,3-benzodioxol-4-yl)prop-2-enal belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. 3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal is found in Mosla dianthera. 3-(6,7-Dimethoxy-2H-1,3-benzodioxol-4-yl)prop-2-enal is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.0153    3.2066    0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    2.0063    0.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984    1.0642   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861    1.1833    0.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896    0.2497    0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4232    0.4765    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4258   -0.3453    0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7069   -0.0108    1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    1.0703    1.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -0.8758   -0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -1.0496   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5070   -0.0766   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -0.2896   -1.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7949   -0.9503   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5884   -2.2723   -1.6793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6015   -2.9970   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363   -2.0066   -0.8929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034    3.8421    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9735    3.7451    0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472    3.0962    1.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214    2.0817    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5763    1.3991    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3592   -1.2791    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5846   -0.6487    1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5515   -2.0099   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7061   -0.8819   -1.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259   -0.4443    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9912   -3.4687   -2.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707   -3.8145   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  5 10  2  0
 10 17  1  0
 17 16  1  0
 16 15  1  0
 15 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12  3  1  0
 11 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
 16 28  1  0
 16 29  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
M  END


  Mrv1533004261502502D          

 17 18  0  0  0  0            999 V2000
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   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
    2.6378    0.6979    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
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -1.7771    0.0000 O   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    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0247770

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC=O)=C2OCOC2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O5/c1-14-9-6-8(4-3-5-13)10-12(11(9)15-2)17-7-16-10/h3-6H,7H2,1-2H3

> <INCHI_KEY>
PUJRAIAIDSMJAV-UHFFFAOYSA-N

> <FORMULA>
C12H12O5

> <MOLECULAR_WEIGHT>
236.223

> <EXACT_MASS>
236.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.694263053263725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(6,7-dimethoxy-2H-1,3-benzodioxol-4-yl)prop-2-enal

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.2853609439999996

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.268674657580512

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
60.82780000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(6,7-dimethoxy-2H-1,3-benzodioxol-4-yl)prop-2-enal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924  -0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590  -2.547   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.257  -3.317   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.590   6.693   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10   15                                                  
CONECT   15   14    3   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂O₅

Average Mass

236.2230 Da

Monoisotopic Mass

236.06847 Da

IUPAC Name

3-(6,7-dimethoxy-2H-1,3-benzodioxol-4-yl)prop-2-enal

Traditional Name

3-(6,7-dimethoxy-2H-1,3-benzodioxol-4-yl)prop-2-enal

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC=O)=C2OCOC2=C1OC

InChI Identifier

InChI=1S/C12H12O5/c1-14-9-6-8(4-3-5-13)10-12(11(9)15-2)17-7-16-10/h3-6H,7H2,1-2H3

InChI Key

PUJRAIAIDSMJAV-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
Mosla dianthera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Anisole
Styrene
Alkyl aryl ether
Benzenoid
Enal
Alpha,beta-unsaturated aldehyde
Oxacycle
Ether
Acetal
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
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	1.69	ALOGPS
logP	1.29	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.83 m³·mol⁻¹	ChemAxon
Polarizability	23.69 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

85272381

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal (NP0247770)

MOL for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

3D MOL for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

3D SDF for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

3D-SDF for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

PDB for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

3D PDB for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

SMILES for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

INCHI for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

Structure for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)

3D Structure for NP0247770 (3-(6,7-dimethoxy-2h-1,3-benzodioxol-4-yl)prop-2-enal)