NP-MRD: Showing NP-Card for (3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone (NP0201725)

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Record Information

Version

2.0

Created at

2022-09-04 20:49:28 UTC

Updated at

2022-09-04 20:49:28 UTC

NP-MRD ID

NP0201725

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone

Description

Pyrenophorin belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone is found in Microbotryum violaceum. (3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone was first documented in 2005 (PMID: 16028978). Based on a literature review a small amount of articles have been published on Pyrenophorin (PMID: 21632082) (PMID: 31247219) (PMID: 17898918) (PMID: 17098437).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 42  0  0  0  0  0  0  0  0999 V2000
    3.1093    1.3133    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509    0.5223    0.1224 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5531   -0.6771   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.7191   -0.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5529   -2.8031    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357   -3.0779    0.4427 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4577   -3.5668    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696   -3.1060    1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044   -1.7191    1.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -1.3723    2.8704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599   -0.6808    0.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2440   -0.5078   -0.0542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6531   -1.7859   -0.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    0.5367   -1.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    1.9497   -0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6781    2.2622    0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081    1.5573    1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    3.2978    0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491    3.4742    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688    2.6730   -0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    3.2732   -1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    1.3440   -0.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6338    2.1642    1.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089    0.6901    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8076    1.6878    0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4261    0.0998    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3861   -1.1224   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0434   -0.2349   -1.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969   -2.1073   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5627   -1.3029   -1.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4482   -4.6748    0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -3.8181    1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1488   -0.2177    0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1576   -2.4981   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -2.2327   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435   -1.4747   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817    0.3133   -1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8118    0.3735   -1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    2.6374   -1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    2.2182   -0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626    3.9913    1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0590    4.3203    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22  2  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  8 32  1  0
 12 33  1  1
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 18 41  1  0
 19 42  1  0
M  END


  Mrv1652309042222492D          

 22 22  0  0  1  0            999 V2000
    2.0738    3.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    2.5269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8829    2.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689    1.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272    1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7894    1.5374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -1.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523   -1.6660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738   -1.7019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0738   -2.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2646   -1.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5787   -1.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419   -0.7124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203    1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5787    1.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    2.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2646    2.3660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  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
  2 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0201725

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CCC(=O)\C=C/C(=O)O[C@H](C)CCC(=O)\C=C/C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-12H,3-6H2,1-2H3/b9-7-,10-8-/t11-,12-/m1/s1

> <INCHI_KEY>
PJHRIHGUXQTQLU-WICDBLAJSA-N

> <FORMULA>
C16H20O6

> <MOLECULAR_WEIGHT>
308.33

> <EXACT_MASS>
308.125988364

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.567237541632018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z,8R,11Z,16R)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone

> <JCHEM_LOGP>
2.6230331386666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.07360880534606

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.471384518203827

> <JCHEM_PKA_STRONGEST_BASIC>
-6.324854295094451

> <JCHEM_POLAR_SURFACE_AREA>
86.74000000000001

> <JCHEM_REFRACTIVITY>
80.48259999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,8R,11Z,16R)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       3.871   6.257   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.871   4.717   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.381   4.416   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.662   3.561   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.518   2.280   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.940   2.870   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.818   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.518  -0.740   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.662  -2.021   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.751  -3.110   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.381  -2.876   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.871  -3.177   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.871  -4.717   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.361  -2.876   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.080  -2.021   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.225  -0.740   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.198  -1.330   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.076   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.225   2.280   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.080   3.561   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.009   4.650   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.361   4.416   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    2                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
8,16-Dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone	MeSH

Chemical Formula

C₁₆H₂₀O₆

Average Mass

308.3300 Da

Monoisotopic Mass

308.12599 Da

IUPAC Name

(3Z,8R,11Z,16R)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone

Traditional Name

(3Z,8R,11Z,16R)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone

CAS Registry Number

Not Available

SMILES

C[C@@H]1CCC(=O)\C=C/C(=O)O[C@H](C)CCC(=O)\C=C/C(=O)O1

InChI Identifier

InChI=1S/C16H20O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-12H,3-6H2,1-2H3/b9-7-,10-8-/t11-,12-/m1/s1

InChI Key

PJHRIHGUXQTQLU-WICDBLAJSA-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
Microbotryum violaceum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	2.62	ChemAxon
pKa (Strongest Acidic)	18.47	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	86.74 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	80.48 m³·mol⁻¹	ChemAxon
Polarizability	30.57 Å³	ChemAxon
Number of Rings	1	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

21248358

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6444323

PDB ID

Not Available

ChEBI ID

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Good Scents ID

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References

General References

Sumarah MW, Kesting JR, Sorensen D, Miller JD: Antifungal metabolites from fungal endophytes of Pinus strobus. Phytochemistry. 2011 Oct;72(14-15):1833-7. doi: 10.1016/j.phytochem.2011.05.003. Epub 2011 May 31. [PubMed:21632082 ]
Yu H, Sperlich J, Hofert SP, Janiak C, Teusch N, Stuhldreier F, Wesselborg S, Wang C, Kassack MU, Dai H, Liu Z, Proksch P: Azaphilone pigments and macrodiolides from the coprophilous fungus Coniella fragariae. Fitoterapia. 2019 Sep;137:104249. doi: 10.1016/j.fitote.2019.104249. Epub 2019 Jun 25. [PubMed:31247219 ]
Chrysayi-Tokousbalides M, Machera K, Kyriakopoulou K, Aliferis KA, Schrader KK, Tsoutsanis I, Anastasiadou P: Comparative toxicity of the phytotoxins (8R,16R)-(-)-pyrenophorin and (5S,8R,13S,16R)-(-)-pyrenophorol on aquatic organisms. Bull Environ Contam Toxicol. 2007 Nov;79(5):499-503. doi: 10.1007/s00128-007-9223-6. Epub 2007 Sep 25. [PubMed:17898918 ]
Aliferis KA, Chrysayi-Tokousbalides M, Fasseas C: Physiological and ultrastructural changes in "green islands" on Avena sterilis leaves caused by (8R,16R)-(-)-pyrenophorin. Plant Physiol Biochem. 2006 Nov-Dec;44(11-12):851-6. doi: 10.1016/j.plaphy.2006.10.006. Epub 2006 Oct 26. [PubMed:17098437 ]
Kastanias MA, Chrysayi-Tokousbalides M: Bioactivity of the fungal metabolite (8R,16R)-(-)-pyrenophorin on graminaceous plants. J Agric Food Chem. 2005 Jul 27;53(15):5943-7. doi: 10.1021/jf050792m. [PubMed:16028978 ]
LOTUS database [Link]

Showing NP-Card for (3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone (NP0201725)

MOL for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

3D MOL for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

3D SDF for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

3D-SDF for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

PDB for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

3D PDB for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

SMILES for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

INCHI for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

Structure for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)

3D Structure for NP0201725 ((3z,8r,11z,16r)-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone)