NP-MRD: Showing NP-Card for (8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one (NP0223931)

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Record Information

Version

2.0

Created at

2022-09-06 02:09:36 UTC

Updated at

2022-09-06 02:09:36 UTC

NP-MRD ID

NP0223931

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one

Description

(8R)-4,8-dihydroxy-17-methoxy-2-oxatricyclo[13.2.2.1³,⁷]Icosa-1(17),3,5,7(20),15,18-hexaen-10-one belongs to the class of organic compounds known as meta,para-diphenylether diarylheptanoids. These are cyclic diarylheptanoids where the two benzene rings are linked to each other by an ether group conjugated to the 3-position of one benzene ring and the 4-position of the other ring. (8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one is found in Myrica gale. Based on a literature review very few articles have been published on (8R)-4,8-dihydroxy-17-methoxy-2-oxatricyclo[13.2.2.1³,⁷]Icosa-1(17),3,5,7(20),15,18-hexaen-10-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062204092D          

 25 27  0  0  1  0            999 V2000
    5.2803    0.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9113    0.8686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4132    2.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    3.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5006    3.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652    2.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9567    1.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0780    1.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2241    2.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2433    2.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491    3.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081    2.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7600    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587    1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029    0.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    4.1912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8850    4.4624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915    4.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8038    5.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5227    6.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397    5.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4528    5.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994    4.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710    3.8992    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  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
  5 25  1  0  0  0  0
M  END


  Mrv1652309062204092D          

 25 27  0  0  1  0            999 V2000
    5.2803    0.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9113    0.8686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4132    2.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    3.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5006    3.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652    2.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9567    1.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0780    1.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2241    2.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2433    2.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491    3.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081    2.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7600    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587    1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029    0.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    4.1912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8850    4.4624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915    4.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8038    5.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5227    6.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397    5.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4528    5.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994    4.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710    3.8992    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  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
  5 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223931

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=CC=C1OC1=CC(=CC=C1O)[C@H](O)CC(=O)CCCC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O5/c1-24-20-10-13-4-2-3-5-15(21)12-17(23)14-7-8-16(22)19(11-14)25-18(20)9-6-13/h6-11,17,22-23H,2-5,12H2,1H3/t17-/m1/s1

> <INCHI_KEY>
LSAKHXDZRQBYTG-QGZVFWFLSA-N

> <FORMULA>
C20H22O5

> <MOLECULAR_WEIGHT>
342.391

> <EXACT_MASS>
342.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.080277366449145

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8R)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1^{3,7}]icosa-1(17),3(20),4,6,15,18-hexaen-10-one

> <JCHEM_LOGP>
3.5441352803333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.369978930117291

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.36965733517737

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1327250400248374

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
94.03099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(8R)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1^{3,7}]icosa-1(17),3(20),4,6,15,18-hexaen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       9.857   0.629   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.034   1.621   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.764   3.138   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.971   4.133   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.744   5.701   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.268   6.192   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.082   5.218   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.252   3.667   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.612   3.463   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.018   3.803   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.054   5.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.758   6.253   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.375   5.526   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.285   3.977   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.590   3.120   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.485   1.584   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.973   7.824   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.519   8.330   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.771   9.172   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.100  10.007   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.576  11.454   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.661  10.219   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.179   9.750   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.386   8.716   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.079   7.278   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15                                                            
CONECT   17   12   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    5                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₅

Average Mass

342.3910 Da

Monoisotopic Mass

342.14672 Da

IUPAC Name

(8R)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1^{3,7}]icosa-1(17),3(20),4,6,15,18-hexaen-10-one

Traditional Name

(8R)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1^{3,7}]icosa-1(17),3(20),4,6,15,18-hexaen-10-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=CC=C1OC1=CC(=CC=C1O)[C@H](O)CC(=O)CCCC2

InChI Identifier

InChI=1S/C20H22O5/c1-24-20-10-13-4-2-3-5-15(21)12-17(23)14-7-8-16(22)19(11-14)25-18(20)9-6-13/h6-11,17,22-23H,2-5,12H2,1H3/t17-/m1/s1

InChI Key

LSAKHXDZRQBYTG-QGZVFWFLSA-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
Myrica gale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as meta,para-diphenylether diarylheptanoids. These are cyclic diarylheptanoids where the two benzene rings are linked to each other by an ether group conjugated to the 3-position of one benzene ring and the 4-position of the other ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Cyclic diarylheptanoids

Direct Parent

Meta,para-diphenylether diarylheptanoids

Alternative Parents

Substituents

Meta,para-diphenylether diarylheptanoid
Oxyneolignan skeleton
Diaryl ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Ketone
Secondary alcohol
Cyclic ketone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxygen 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	3.54	ChemAxon
pKa (Strongest Acidic)	8.37	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	94.03 m³·mol⁻¹	ChemAxon
Polarizability	35.08 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

162979243

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one (NP0223931)

MOL for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

3D MOL for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

3D SDF for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

3D-SDF for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

PDB for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

3D PDB for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

SMILES for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

INCHI for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

Structure for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)

3D Structure for NP0223931 ((8r)-4,8-dihydroxy-18-methoxy-2-oxatricyclo[13.2.2.1³,⁷]icosa-1(17),3(20),4,6,15,18-hexaen-10-one)