NP-MRD: Showing NP-Card for 6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one (NP0286044)

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Record Information

Version

1.0

Created at

2022-09-09 14:27:53 UTC

Updated at

2022-09-09 14:27:53 UTC

NP-MRD ID

NP0286044

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one

Description

Neo-tanshinlactone belongs to the class of organic compounds known as tanshinlactones and derivatives. These are oxasteroids with a structure containing an C-17 steroid skeleton, with two oxygen atoms replacing carbon atoms, and one C=O group. They all have one nitrogen atom at the 15-position. Some tanshinlactones have the second oxygen atom at the 11-position and a C=O group at the 12-position. Others have the second oxygen atom at the 12-position and a C=O group at the 11-position. 6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one is found in Salvia castanea, Salvia digitaloides and Salvia miltiorrhiza. Neo-tanshinlactone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -4.4622   -1.1365    0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4548   -0.1017    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8167    1.0291    1.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8951    2.0017    1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5919    1.8127    1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1949    0.6970    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1468   -0.2499    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7865   -1.3794   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4830   -1.5681   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4779   -0.6282   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7895   -0.8141   -0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224   -1.7444   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951   -1.4324   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019   -0.2404   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1847    0.4920   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6927    0.1783   -0.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2585    1.2727    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0883    2.1656    0.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973    1.3973    0.6042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907    0.4857    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6968   -1.0855   -0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4351   -0.8829    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1358   -2.1585    0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8486    1.1345    1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    2.8894    2.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435    2.5381    1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5408   -2.1074   -0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -2.4509   -1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4620   -2.0173   -2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461    1.2677   -0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9702   -0.2486   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5132    0.8845   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  1  0
 11 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 16 14  1  0
 10 20  1  0
 10 11  1  0
  7  6  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 13 29  1  0
  5 26  1  0
  4 25  1  0
  3 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  8 27  1  0
  9 28  1  0
M  END


  Mrv1533004161508072D          

 20 23  0  0  0  0            999 V2000
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7019   -0.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  2 20  1  0  0  0  0
  5 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0286044

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=COC2=C1C(=O)OC1=C3C=CC=C(C)C3=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)20-17(18)14-10(2)8-19-16(13)14/h3-8H,1-2H3

> <INCHI_KEY>
LGZUUBFLEYOEEX-UHFFFAOYSA-N

> <FORMULA>
C17H12O3

> <MOLECULAR_WEIGHT>
264.28

> <EXACT_MASS>
264.078644246

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.51017000816305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,3,5,7,9,11(15),13-heptaen-16-one

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
4.001893620666666

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9672247914781384

> <JCHEM_POLAR_SURFACE_AREA>
39.44

> <JCHEM_REFRACTIVITY>
75.8626

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,3,5,7,9,11(15),13-heptaen-16-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.574  -2.304   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.377  -0.716   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.775  -5.603   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.736  -7.323   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15    6   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    2    5                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Value	Source
Neotanshinlactone	MeSH
neo-Tanschinlactone	ChEMBL
neo-Tashinlactone	ChEMBL

Chemical Formula

C₁₇H₁₂O₃

Average Mass

264.2800 Da

Monoisotopic Mass

264.07864 Da

IUPAC Name

6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,3,5,7,9,11(15),13-heptaen-16-one

Traditional Name

6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,3,5,7,9,11(15),13-heptaen-16-one

CAS Registry Number

Not Available

SMILES

CC1=COC2=C1C(=O)OC1=C3C=CC=C(C)C3=CC=C21

InChI Identifier

InChI=1S/C17H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)20-17(18)14-10(2)8-19-16(13)14/h3-8H,1-2H3

InChI Key

LGZUUBFLEYOEEX-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
Salvia castanea	LOTUS Database	35616633
Salvia digitaloides	LOTUS Database	35616633
Salvia miltiorrhiza	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tanshinlactones and derivatives. These are oxasteroids with a structure containing an C-17 steroid skeleton, with two oxygen atoms replacing carbon atoms, and one C=O group. They all have one nitrogen atom at the 15-position. Some tanshinlactones have the second oxygen atom at the 11-position and a C=O group at the 12-position. Others have the second oxygen atom at the 12-position and a C=O group at the 11-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxasteroids and derivatives

Direct Parent

Tanshinlactones and derivatives

Alternative Parents

Substituents

Tanshinlactone skeleton
Angular furanocoumarin
Furanocoumarin
Naphthopyran
Coumarin
Benzopyran
Naphthalene
1-benzopyran
Furopyran
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen 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	4.1	ALOGPS
logP	4	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.44 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.86 m³·mol⁻¹	ChemAxon
Polarizability	28.51 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

10264769

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one (NP0286044)

MOL for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

3D MOL for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

3D SDF for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

3D-SDF for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

PDB for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

3D PDB for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

SMILES for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

INCHI for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

Structure for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)

3D Structure for NP0286044 (6,14-dimethyl-12,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),3,5,8,11(15),13-heptaen-16-one)