NP-MRD: Showing NP-Card for 2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid (NP0152835)

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Record Information

Version

2.0

Created at

2022-09-02 09:23:38 UTC

Updated at

2022-09-02 09:23:38 UTC

NP-MRD ID

NP0152835

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid

Description

2-Ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]Dodeca-1(12),8,10-triene-4-carboximidic acid belongs to the class of organic compounds known as flavaglines. These are heterocyclic compounds with a structure characterized by a cyclopenta[b]benzofuran skeleton. 2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid is found in Aglaia odorata. 2-Ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]Dodeca-1(12),8,10-triene-4-carboximidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171517352D          

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M  END

     RDKit          3D

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M  END


  Mrv1533004171517352D          

 39 43  0  0  0  0            999 V2000
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    4.6865   -2.2761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6937   -1.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568    0.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807    0.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6124    1.7230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3918    1.9934    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 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
  9 14  1  0  0  0  0
  8 15  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
  4 26  1  0  0  0  0
 17 26  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 27 35  1  0  0  0  0
  7 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152835

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC12C(O)C(C(C3=CC=CC=C3)C1(OC1=CC(OC)=CC(OC)=C21)C1=CC=C(OC)C(O)=C1)C(=O)NC

> <INCHI_IDENTIFIER>
InChI=1S/C30H33NO8/c1-6-38-30-26-22(37-5)15-19(35-3)16-23(26)39-29(30,18-12-13-21(36-4)20(32)14-18)25(17-10-8-7-9-11-17)24(27(30)33)28(34)31-2/h7-16,24-25,27,32-33H,6H2,1-5H3,(H,31,34)

> <INCHI_KEY>
UPPQGHKMSYMGRJ-UHFFFAOYSA-N

> <FORMULA>
C30H33NO8

> <MOLECULAR_WEIGHT>
535.593

> <EXACT_MASS>
535.220617027

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.177714296725256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboxamide

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
2.861224613

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.252049707283891

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.770312380261446

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8229771988215986

> <JCHEM_POLAR_SURFACE_AREA>
115.71000000000001

> <JCHEM_REFRACTIVITY>
142.84550000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       4.371   5.225   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.876   3.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.868   2.605   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.373   1.150   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.601   2.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.571   3.619   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.864   1.199   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.417  -0.274   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.681  -1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.075  -0.501   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.339  -1.381   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.208  -2.916   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.814  -3.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.550  -2.689   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.878  -0.305   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.650  -1.234   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.387  -0.354   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.887  -0.704   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.166   0.420   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.666   0.070   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.719   1.194   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.281   1.894   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.781   2.244   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.228   3.717   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.175   4.841   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.833   1.120   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.382  -1.760   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.375  -2.924   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.879  -4.379   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.392  -4.670   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.896  -6.125   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.889  -7.289   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.399  -3.505   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.748  -4.249   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.895  -2.050   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.319   1.704   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.484   0.696   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0       8.610   3.216   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      10.065   3.721   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   15   26                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   36                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    8    4   16   27                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23    4   17                                                  
CONECT   27   15   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   27                                                       
CONECT   36    7   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Value	Source
2-Ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0,]dodeca-1(12),8,10-triene-4-carboximidate	Generator
2-Ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidate	Generator

Chemical Formula

C₃₀H₃₃NO₈

Average Mass

535.5930 Da

Monoisotopic Mass

535.22062 Da

IUPAC Name

2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboxamide

Traditional Name

2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-N-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboxamide

CAS Registry Number

Not Available

SMILES

CCOC12C(O)C(C(C3=CC=CC=C3)C1(OC1=CC(OC)=CC(OC)=C21)C1=CC=C(OC)C(O)=C1)C(=O)NC

InChI Identifier

InChI=1S/C30H33NO8/c1-6-38-30-26-22(37-5)15-19(35-3)16-23(26)39-29(30,18-12-13-21(36-4)20(32)14-18)25(17-10-8-7-9-11-17)24(27(30)33)28(34)31-2/h7-16,24-25,27,32-33H,6H2,1-5H3,(H,31,34)

InChI Key

UPPQGHKMSYMGRJ-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
Aglaia odorata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavaglines. These are heterocyclic compounds with a structure characterized by a cyclopenta[b]benzofuran skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Flavaglines

Direct Parent

Flavaglines

Alternative Parents

Substituents

Flavagline skeleton
Stilbene
Methoxyphenol
Coumaran
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Organopnictogen compound
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	4.07	ALOGPS
logP	2.86	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	115.71 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	142.85 m³·mol⁻¹	ChemAxon
Polarizability	56.18 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

85192469

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid (NP0152835)

MOL for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

3D MOL for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

3D SDF for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

3D-SDF for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

PDB for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

3D PDB for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

SMILES for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

INCHI for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

Structure for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)

3D Structure for NP0152835 (2-ethoxy-3-hydroxy-6-(3-hydroxy-4-methoxyphenyl)-10,12-dimethoxy-n-methyl-5-phenyl-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),8,10-triene-4-carboximidic acid)