NP-MRD: Showing NP-Card for 4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione (NP0217507)

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Record Information

Version

2.0

Created at

2022-09-05 17:52:39 UTC

Updated at

2022-09-05 17:52:39 UTC

NP-MRD ID

NP0217507

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione

Description

4,6,8,10,12,14,16-Heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. 4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione is found in Bulla occidentalis and Navanax inermis. 4,6,8,10,12,14,16-Heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191515242D          

 28 27  0  0  0  0            999 V2000
   -3.0493    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.3645    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
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 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
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
M  END


  Mrv1533004191515242D          

 28 27  0  0  0  0            999 V2000
   -3.0493    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.3645    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
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 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
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217507

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C=C(C)C(=O)C(C)=CC(C)C=C(C)C=C(C)C(=O)C(C)C(=O)CC

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O3/c1-10-16(3)13-19(6)24(27)20(7)14-17(4)12-18(5)15-21(8)25(28)22(9)23(26)11-2/h12-17,22H,10-11H2,1-9H3

> <INCHI_KEY>
HUBNTOCYINXDKX-UHFFFAOYSA-N

> <FORMULA>
C25H38O3

> <MOLECULAR_WEIGHT>
386.576

> <EXACT_MASS>
386.282095084

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.03633343200127

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione

> <ALOGPS_LOGP>
5.38

> <JCHEM_LOGP>
7.6188290836666654

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.02734424494813

> <JCHEM_PKA_STRONGEST_BASIC>
-4.345896505690194

> <JCHEM_POLAR_SURFACE_AREA>
51.21

> <JCHEM_REFRACTIVITY>
122.01769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -5.692  10.574   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.692   9.034   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.026   8.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.359   9.034   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.026   6.724   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.359   5.954   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.693   6.724   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.359   4.414   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -9.693   3.644   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -7.026   3.644   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.026   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.692   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.692  -0.206   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.358   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.025  -0.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.357  -0.206   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.310  -0.206   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.692   4.414   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   10                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₈O₃

Average Mass

386.5760 Da

Monoisotopic Mass

386.28210 Da

IUPAC Name

4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione

Traditional Name

4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione

CAS Registry Number

Not Available

SMILES

CCC(C)C=C(C)C(=O)C(C)=CC(C)C=C(C)C=C(C)C(=O)C(C)C(=O)CC

InChI Identifier

InChI=1S/C25H38O3/c1-10-16(3)13-19(6)24(27)20(7)14-17(4)12-18(5)15-21(8)25(28)22(9)23(26)11-2/h12-17,22H,10-11H2,1-9H3

InChI Key

HUBNTOCYINXDKX-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
Bulla occidentalis	LOTUS Database	35616633
Navanax inermis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
1,3-diketone
Alpha-branched alpha,beta-unsaturated-ketone
1,3-dicarbonyl compound
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	5.38	ALOGPS
logP	7.62	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	10.03	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	51.21 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	122.02 m³·mol⁻¹	ChemAxon
Polarizability	46.04 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

73821812

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione (NP0217507)

MOL for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

3D MOL for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

3D SDF for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

3D-SDF for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

PDB for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

3D PDB for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

SMILES for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

INCHI for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

Structure for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)

3D Structure for NP0217507 (4,6,8,10,12,14,16-heptamethyloctadeca-6,8,11,14-tetraene-3,5,13-trione)