NP-MRD: Showing NP-Card for 3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde (NP0202383)

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Record Information

Version

2.0

Created at

2022-09-04 21:35:21 UTC

Updated at

2022-09-04 21:35:21 UTC

NP-MRD ID

NP0202383

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde

Description

CHEMBL71325 belongs to the class of organic compounds known as benzoxazines. These are organic compounds containing a benzene fused to an oxazine ring (a six-membered aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom). 3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde is found in Capparis sikkimensis. Based on a literature review very few articles have been published on CHEMBL71325.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    4.1745   -0.7613   -0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -1.0510    0.1913 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608   -0.4507    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969    0.7319    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139    1.3707    1.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555    1.3419    0.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    0.7535    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6887    1.4066    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    0.8723   -0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0484    1.5677   -0.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2023    0.9741   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7668   -0.3607   -0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5613   -1.0299   -0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4241   -0.4915   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.1316   -0.3668 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0096   -2.3953   -0.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1926   -3.1340   -1.5050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6939   -1.0435   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0536   -1.3939   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    0.3078   -0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5495    2.1029    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8731    0.6500    1.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462    2.0090    2.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7258    2.3938    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3384   -0.0218   -0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0330    0.8346   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1158    1.5456   -0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6644   -0.8237   -1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304   -1.9861   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0486   -2.7874   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 15  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  7 14  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  5 22  1  0
  5 23  1  0
  8 24  1  0
M  END


  Mrv1652309042223352D          

 17 18  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
    0.0000   -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
    0.7145   -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
    1.4289    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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 N   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  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0202383

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2N(C=O)C(OC)=C(C)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO4/c1-8-12(16-3)13(7-14)10-5-4-9(15-2)6-11(10)17-8/h4-7H,1-3H3

> <INCHI_KEY>
PTTIXXJFMSKCPB-UHFFFAOYSA-N

> <FORMULA>
C12H13NO4

> <MOLECULAR_WEIGHT>
235.239

> <EXACT_MASS>
235.084457903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.860564995974418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethoxy-2-methyl-4H-1,4-benzoxazine-4-carbaldehyde

> <JCHEM_LOGP>
1.0767692293333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.904885628278407

> <JCHEM_POLAR_SURFACE_AREA>
48.0

> <JCHEM_REFRACTIVITY>
71.73020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    7   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

C₁₂H₁₃NO₄

Average Mass

235.2390 Da

Monoisotopic Mass

235.08446 Da

IUPAC Name

3,7-dimethoxy-2-methyl-4H-1,4-benzoxazine-4-carbaldehyde

Traditional Name

3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1=CC=C2N(C=O)C(OC)=C(C)OC2=C1

InChI Identifier

InChI=1S/C12H13NO4/c1-8-12(16-3)13(7-14)10-5-4-9(15-2)6-11(10)17-8/h4-7H,1-3H3

InChI Key

PTTIXXJFMSKCPB-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
Capparis sikkimensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxazines. These are organic compounds containing a benzene fused to an oxazine ring (a six-membered aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Not Available

Direct Parent

Benzoxazines

Alternative Parents

Substituents

Benzoxazine
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Tertiary amine
Oxacycle
Carboxylic acid derivative
Ether
Azacycle
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
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	1.08	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.73 m³·mol⁻¹	ChemAxon
Polarizability	23.86 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

23162376

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44310862

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde (NP0202383)

MOL for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

3D MOL for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

3D SDF for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

3D-SDF for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

PDB for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

3D PDB for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

SMILES for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

INCHI for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

Structure for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)

3D Structure for NP0202383 (3,7-dimethoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde)