NP-MRD: Showing NP-Card for (11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid (NP0199787)

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Record Information

Version

2.0

Created at

2022-09-04 18:29:32 UTC

Updated at

2022-09-04 18:29:32 UTC

NP-MRD ID

NP0199787

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

Description

Deoxydynemicin A belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. (11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid is found in Micromonospora globosa. (11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid was first documented in 2017 (PMID: 28287461). Based on a literature review very few articles have been published on Deoxydynemicin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042220292D          

 39 45  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309042220292D          

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 22 23  3  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  3  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
 12 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  0  0  0  0
 17 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0199787

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C(C)C23OC22C1C#C\C=C/C#CC3NC1=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C(O)C=C21)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H19NO8/c1-13-20(28(36)37)27(38-2)15-9-5-3-4-6-11-19-29(13)30(15,39-29)16-12-18(33)22-23(24(16)31-19)26(35)21-14(25(22)34)8-7-10-17(21)32/h3-4,7-8,10,12-13,15,19,31-33H,1-2H3,(H,36,37)/b4-3-

> <INCHI_KEY>
RVUGUFLMKMPZBW-ARJAWSKDSA-N

> <FORMULA>
C30H19NO8

> <MOLECULAR_WEIGHT>
521.481

> <EXACT_MASS>
521.111066576

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
51.73032874125899

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11Z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0^{2,4}.0^{2,8}.0^{4,15}.0^{18,27}.0^{20,25}]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

> <JCHEM_LOGP>
4.432271041

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.112130656824542

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.376084222909172

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2608988730777426

> <JCHEM_POLAR_SURFACE_AREA>
145.69

> <JCHEM_REFRACTIVITY>
142.185

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(11Z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0^{2,4}.0^{2,8}.0^{4,15}.0^{18,27}.0^{20,25}]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

> <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      -2.006   3.671   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.376   2.176   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.266   1.108   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.636  -0.387   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.116  -0.814   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.225   0.254   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -3.486  -2.309   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.526  -1.455   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.896  -2.950   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.953  -1.028   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.156   0.040   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.323   0.467   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.803   0.894   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.173   2.389   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.652   2.816   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.022   4.311   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.762   1.749   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.392   0.254   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.912  -0.173   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       3.287  -1.316   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       2.063  -2.095   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.584  -1.855   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.673  -0.766   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.914   0.755   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.215   2.127   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.843   2.827   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.322   2.586   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.213   1.535   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.502  -0.814   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.132  -2.309   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.981  -0.387   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.091  -1.455   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.721  -2.950   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.571  -1.028   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.940   0.467   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.831   1.535   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.351   1.108   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.241   2.176   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.611   3.671   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   21                                             
CONECT   11   10   12                                                       
CONECT   12   11   10   13   28                                             
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   38                                                  
CONECT   18   17   19   29                                                  
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   10   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    3   12                                                  
CONECT   29   18   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   37                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   31   38                                                  
CONECT   38   37   17   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₁₉NO₈

Average Mass

521.4810 Da

Monoisotopic Mass

521.11107 Da

IUPAC Name

(11Z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0^{2,4}.0^{2,8}.0^{4,15}.0^{18,27}.0^{20,25}]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

Traditional Name

(11Z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0^{2,4}.0^{2,8}.0^{4,15}.0^{18,27}.0^{20,25}]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(C(C)C23OC22C1C#C\C=C/C#CC3NC1=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C(O)C=C21)C(O)=O

InChI Identifier

InChI=1S/C30H19NO8/c1-13-20(28(36)37)27(38-2)15-9-5-3-4-6-11-19-29(13)30(15,39-29)16-12-18(33)22-23(24(16)31-19)26(35)21-14(25(22)34)8-7-10-17(21)32/h3-4,7-8,10,12-13,15,19,31-33H,1-2H3,(H,36,37)/b4-3-

InChI Key

RVUGUFLMKMPZBW-ARJAWSKDSA-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
Micromonospora globosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Benzoquinoline
Phenanthridine
Tetrahydroquinoline
Quinoline
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Secondary aliphatic/aromatic amine
Aralkylamine
Vinylogous amide
Vinylogous acid
Vinylogous ester
Amino acid
Amino acid or derivatives
Ketone
Oxacycle
Secondary amine
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Ether
Oxirane
Dialkyl ether
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic oxide
Organic nitrogen compound
Amine
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	4.43	ChemAxon
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	-0.26	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	142.18 m³·mol⁻¹	ChemAxon
Polarizability	51.73 Å³	ChemAxon
Number of Rings	7	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

4947955

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6444006

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kadela-Tomanek M, Bebenek E, Chrobak E, Latocha M, Boryczka S: Alkoxy and Enediyne Derivatives Containing 1,4-Benzoquinone Subunits-Synthesis and Antitumor Activity. Molecules. 2017 Mar 11;22(3):447. doi: 10.3390/molecules22030447. [PubMed:28287461 ]
LOTUS database [Link]

Showing NP-Card for (11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid (NP0199787)

MOL for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

3D MOL for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

3D SDF for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

3D-SDF for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

PDB for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

3D PDB for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

SMILES for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

INCHI for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

Structure for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)

3D Structure for NP0199787 ((11z)-21,28-dihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.0²,⁴.0²,⁸.0⁴,¹⁵.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid)