NP-MRD: Showing NP-Card for 11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde (NP0255088)

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Record Information

Version

1.0

Created at

2022-09-07 19:27:15 UTC

Updated at

2022-09-07 19:27:15 UTC

NP-MRD ID

NP0255088

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde

Description

11,12-Dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(13),2,4,6,9,11-hexaene-3-carbaldehyde belongs to the class of organic compounds known as dibenzofurans. Dibenzofurans are compounds containing a dibenzofuran moiety, which consists of two benzene rings fused to a central furan ring. 11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde is found in Ligularia nanchuanica. Based on a literature review very few articles have been published on 11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(13),2,4,6,9,11-hexaene-3-carbaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
    4.0250    2.7337   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8595    1.3348   -0.3573 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5498    0.8208   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4890    1.6890   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161    1.1581   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9639    1.7058   -0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9095    0.8249   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878    0.9248   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8863    2.2787   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0661   -0.2034   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5411   -1.4690   -0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -1.5847   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6064   -2.9163    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -3.8910   -0.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3518   -0.4572   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -0.2248   -0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076   -1.0604   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3760   -0.5270   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5007   -1.3343   -0.2021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3061   -2.7327   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    3.2125    0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0957    2.9246   -0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4026    3.1269   -1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    2.7626   -0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4285    2.8959   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111    2.7531    0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9950    2.2217   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1473   -0.1011   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854   -2.3511   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378   -3.1370    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -2.1399   -0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -3.0121    0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239   -3.0606   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3284   -3.1651    0.0843 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 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 16 15  1  0
 15  7  2  0
  7  6  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 18  3  1  0
 12 15  1  0
  6  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
 17 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
M  END


  Mrv1652309072221272D          

 20 22  0  0  0  0            999 V2000
    0.3610   -1.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -0.8764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464   -0.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4758    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5179   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7110   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560   -2.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081   -3.4018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1589   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7819   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4229   -2.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159   -2.2741    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  0  0  0  0
  7 15  2  0  0  0  0
 15 16  1  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0255088

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1OC)C1=C(O2)C(C)=CC=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O4/c1-9-4-5-10(8-17)15-11-6-13(18-2)14(19-3)7-12(11)20-16(9)15/h4-8H,1-3H3

> <INCHI_KEY>
NOXBPEXNVDSCSI-UHFFFAOYSA-N

> <FORMULA>
C16H14O4

> <MOLECULAR_WEIGHT>
270.284

> <EXACT_MASS>
270.089208931

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.916209584381853

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde

> <JCHEM_LOGP>
3.0618282996666673

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.942233320408637

> <JCHEM_POLAR_SURFACE_AREA>
48.67

> <JCHEM_REFRACTIVITY>
75.7784

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.674  -2.780   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.704  -1.636   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.211  -1.956   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.241  -0.812   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.747  -1.132   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.993  -0.227   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.239  -1.132   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.746  -0.812   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.221   0.653   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.776  -1.956   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.300  -3.421   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.794  -3.741   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.318  -5.206   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.348  -6.350   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.763  -2.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.223  -2.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.193  -3.741   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.687  -3.421   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.656  -4.565   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.150  -4.245   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12    7   16                                                  
CONECT   16   15    5   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    3   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₄

Average Mass

270.2840 Da

Monoisotopic Mass

270.08921 Da

IUPAC Name

11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde

Traditional Name

11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1OC)C1=C(O2)C(C)=CC=C1C=O

InChI Identifier

InChI=1S/C16H14O4/c1-9-4-5-10(8-17)15-11-6-13(18-2)14(19-3)7-12(11)20-16(9)15/h4-8H,1-3H3

InChI Key

NOXBPEXNVDSCSI-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
Ligularia nanchuanica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzofurans. Dibenzofurans are compounds containing a dibenzofuran moiety, which consists of two benzene rings fused to a central furan ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Dibenzofurans

Direct Parent

Dibenzofurans

Alternative Parents

Substituents

Dibenzofuran
Anisole
Aryl-aldehyde
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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	3.06	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.78 m³·mol⁻¹	ChemAxon
Polarizability	28.92 Å³	ChemAxon
Number of Rings	3	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

162989451

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde (NP0255088)

MOL for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

3D MOL for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

3D SDF for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

3D-SDF for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

PDB for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

3D PDB for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

SMILES for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

INCHI for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

Structure for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)

3D Structure for NP0255088 (11,12-dimethoxy-6-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-3-carbaldehyde)