NP-MRD: Showing NP-Card for n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid (NP0208157)

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Record Information

Version

2.0

Created at

2022-09-05 05:02:41 UTC

Updated at

2022-09-05 05:02:42 UTC

NP-MRD ID

NP0208157

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid

Description

N-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-C-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid is found in Streptomyces nodosus. Based on a literature review very few articles have been published on N-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-C-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052207022D          

 37 38  0  0  0  0            999 V2000
   -9.2474   20.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7171   20.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9046   20.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9993   19.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4690   18.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7511   18.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2208   17.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5030   16.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9727   16.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2549   15.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0673   15.0817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 13 36  1  0  0  0  0
 36 37  2  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309052207022D          

 37 38  0  0  0  0            999 V2000
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  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  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
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 21 20  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  4  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  2  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 36  1  0  0  0  0
 36 37  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0208157

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C=CC=CC=CC(O)=NC1=CC(O)(C=CC=CC=CC(O)=NC2=C(O)CCC2=O)C(O)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H32N2O7/c1-19(2)11-7-3-4-8-12-25(35)29-20-18-28(37,24(34)17-23(20)33)16-10-6-5-9-13-26(36)30-27-21(31)14-15-22(27)32/h3-13,16,18-19,24,31,34,37H,14-15,17H2,1-2H3,(H,29,35)(H,30,36)

> <INCHI_KEY>
LSFIXVDQSXFCAE-UHFFFAOYSA-N

> <FORMULA>
C28H32N2O7

> <MOLECULAR_WEIGHT>
508.571

> <EXACT_MASS>
508.220951378

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
57.57168507234744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-C-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid

> <JCHEM_LOGP>
2.8040106296666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.309862294898638

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.6161231369796845

> <JCHEM_PKA_STRONGEST_BASIC>
2.519785058108968

> <JCHEM_POLAR_SURFACE_AREA>
160.01

> <JCHEM_REFRACTIVITY>
150.49990000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-C-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0     -17.262  38.927   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.272  37.748   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.755  38.015   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.799  36.300   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -15.809  35.121   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -16.335  33.674   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -15.346  32.494   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -15.872  31.047   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -14.882  29.867   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -15.409  28.420   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -16.926  28.153   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0     -14.419  27.240   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0     -14.946  25.793   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -13.956  24.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -14.483  23.166   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -12.966  22.899   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -14.483  21.626   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -13.149  20.856   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.149  19.316   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -11.815  18.546   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.815  17.006   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.482  16.236   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.482  14.696   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -11.815  13.926   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      -9.148  13.926   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -9.148  12.386   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.902  11.481   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.438  11.957   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -8.378  10.016   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.918  10.016   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.394  11.481   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -11.859  11.957   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0     -15.999  22.899   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -16.526  21.452   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0     -16.989  24.079   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -16.463  25.526   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -17.452  26.705   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   36                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   33                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26   32                                                  
CONECT   32   31                                                            
CONECT   33   15   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   13   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   76    0
END

View in JSmol

Synonyms

Value	Source
N-(3,4-Dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-C-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidate	Generator

Chemical Formula

C₂₈H₃₂N₂O₇

Average Mass

508.5710 Da

Monoisotopic Mass

508.22095 Da

IUPAC Name

N-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-C-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid

Traditional Name

N-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-C-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid

CAS Registry Number

Not Available

SMILES

CC(C)C=CC=CC=CC(O)=NC1=CC(O)(C=CC=CC=CC(O)=NC2=C(O)CCC2=O)C(O)CC1=O

InChI Identifier

InChI=1S/C28H32N2O7/c1-19(2)11-7-3-4-8-12-25(35)29-20-18-28(37,24(34)17-23(20)33)16-10-6-5-9-13-26(36)30-27-21(31)14-15-22(27)32/h3-13,16,18-19,24,31,34,37H,14-15,17H2,1-2H3,(H,29,35)(H,30,36)

InChI Key

LSFIXVDQSXFCAE-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
Streptomyces nodosus subsp. asukaensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Vinylogous acid
Tertiary alcohol
Secondary alcohol
1,2-diol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	2.8	ChemAxon
pKa (Strongest Acidic)	5.62	ChemAxon
pKa (Strongest Basic)	2.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	160.01 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	150.5 m³·mol⁻¹	ChemAxon
Polarizability	57.57 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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

85192154

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid (NP0208157)

MOL for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

3D MOL for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

3D SDF for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

3D-SDF for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

PDB for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

3D PDB for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

SMILES for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

INCHI for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

Structure for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)

3D Structure for NP0208157 (n-(3,4-dihydroxy-3-{6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)-c-hydroxycarbonimidoyl]hexa-1,3,5-trien-1-yl}-6-oxocyclohex-1-en-1-yl)-8-methylnona-2,4,6-trienimidic acid)