NP-MRD: Showing NP-Card for {[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid (NP0179753)

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Record Information

Version

1.0

Created at

2022-09-03 17:59:16 UTC

Updated at

2022-09-03 17:59:16 UTC

NP-MRD ID

NP0179753

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid

Description

Herbimycin E belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. It was first documented in 2010 (PMID: 20564183). Based on a literature review a significant number of articles have been published on Herbimycin E (PMID: 32273216) (PMID: 25446094) (PMID: 22890360) (PMID: 20384943).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032219592D          

 42 43  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309032219592D          

 42 43  0  0  1  0            999 V2000
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    2.3901    0.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224    0.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    3.0092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9710    3.0745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163    3.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4387    3.7540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8117    4.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    4.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    4.3683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1966    5.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    5.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0835    3.6235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5513    4.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3737    4.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9060    3.5582    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6838    3.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2606    2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7929    2.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705    2.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1475    1.3888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9699    1.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4377    2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0830    2.7480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2601    1.9379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
  3 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179753

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@H](C)[C@@H](OC)C2=CC(=O)C(=O)C(N=C(O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(O)=N)\C(C)=C\[C@H](C)[C@H]1OC)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C30H42N2O10/c1-15-10-9-11-21(38-5)28(42-30(31)37)17(3)12-16(2)27(41-8)22(39-6)13-18(4)26(40-7)19-14-20(33)25(35)23(24(19)34)32-29(15)36/h9-12,14,16,18,21-22,26-28,34H,13H2,1-8H3,(H2,31,37)(H,32,36)/b11-9-,15-10+,17-12+/t16-,18-,21-,22-,26+,27+,28-/m0/s1

> <INCHI_KEY>
JPFKXBRAIMKSHO-PVMVKREDSA-N

> <FORMULA>
C30H42N2O10

> <MOLECULAR_WEIGHT>
590.67

> <EXACT_MASS>
590.28394556

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
60.88663179007871

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid

> <JCHEM_LOGP>
1.1203133030005017

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8077799818621823

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.8536796538062683

> <JCHEM_PKA_STRONGEST_BASIC>
11.629370195697195

> <JCHEM_POLAR_SURFACE_AREA>
177.18999999999997

> <JCHEM_REFRACTIVITY>
170.5962

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      12.799  -0.188   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.137   1.202   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.602   1.324   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.264  -0.066   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.391  -1.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.707  -1.275   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.485  -2.211   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.524  -3.751   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.216  -1.338   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.764  -1.851   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       6.654   0.138   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.997   1.690   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.870   2.958   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.405   2.836   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.208   4.349   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.673   4.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.800   3.202   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.264   3.324   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.462   1.811   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.588   0.543   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.081   5.617   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.546   5.739   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.884   7.129   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.419   7.008   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.249   8.008   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.292   8.276   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.827   8.154   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.700   9.423   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.038  10.813   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.489   6.764   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.362   8.032   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      11.898   7.910   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.024   6.642   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.476   7.155   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.686   5.252   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.813   3.983   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.278   4.105   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.475   2.593   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      13.011   2.471   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      13.884   3.739   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      13.222   5.130   0.000  0.00  0.00           N+0
HETATM   42  O   UNK     0      15.419   3.617   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   38                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19                                                            
CONECT   21   15   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36    3   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₂N₂O₁₀

Average Mass

590.6700 Da

Monoisotopic Mass

590.28395 Da

IUPAC Name

{[(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid

Traditional Name

{[(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@H](C)[C@@H](OC)C2=CC(=O)C(=O)C(N=C(O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(O)=N)\C(C)=C\[C@H](C)[C@H]1OC)=C2O

InChI Identifier

InChI=1S/C30H42N2O10/c1-15-10-9-11-21(38-5)28(42-30(31)37)17(3)12-16(2)27(41-8)22(39-6)13-18(4)26(40-7)19-14-20(33)25(35)23(24(19)34)32-29(15)36/h9-12,14,16,18,21-22,26-28,34H,13H2,1-8H3,(H2,31,37)(H,32,36)/b11-9-,15-10+,17-12+/t16-,18-,21-,22-,26+,27+,28-/m0/s1

InChI Key

JPFKXBRAIMKSHO-PVMVKREDSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Carbamic acid ester
Vinylogous acid
Carboxamide group
Ketone
Lactam
Secondary carboxylic acid amide
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.12	ChemAxon
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	11.63	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	177.19 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	170.6 m³·mol⁻¹	ChemAxon
Polarizability	60.89 Å³	ChemAxon
Number of Rings	2	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

30819397

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73355229

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nong XH, Tu ZC, Qi SH: Ansamycin derivatives from the marine-derived Streptomyces sp. SCSGAA 0027 and their cytotoxic and antiviral activities. Bioorg Med Chem Lett. 2020 Jun 1;30(11):127168. doi: 10.1016/j.bmcl.2020.127168. Epub 2020 Apr 3. [PubMed:32273216 ]
Kim SH, Kang JG, Kim CS, Ihm SH, Choi MG, Yoo HJ, Lee SJ: Herbimycin A inhibits cell growth with reversal of epithelial-mesenchymal transition in anaplastic thyroid carcinoma cells. Biochem Biophys Res Commun. 2014 Dec 12;455(3-4):363-70. doi: 10.1016/j.bbrc.2014.11.018. Epub 2014 Nov 15. [PubMed:25446094 ]
Zuo DC, Choi S, Shahi PK, Kim MY, Park CG, Kim YD, Lee J, Chang IY, Lee HS, Yeom SC, Moon HJ, Seong SY, So I, Jun JY: Action of lipopolysaccharide on interstitial cells of cajal from mouse small intestine. Pharmacology. 2012;90(3-4):151-9. doi: 10.1159/000340018. Epub 2012 Aug 7. [PubMed:22890360 ]
Li X, Kato N, Mezawa M, Li Z, Wang Z, Yang L, Sasaki Y, Kaneko T, Takai H, Yoshimura A, Ogata Y: Transcriptional regulation of bone sialoprotein gene by Porphyromonas gingivalis lipopolysaccharide. J Cell Biochem. 2010 Jul 1;110(4):823-33. doi: 10.1002/jcb.22594. [PubMed:20564183 ]
Villalba N, Kun A, Stankevicius E, Simonsen U: Role for tyrosine kinases in contraction of rat penile small arteries. J Sex Med. 2010 Jun;7(6):2086-2095. doi: 10.1111/j.1743-6109.2010.01788.x. Epub 2010 Apr 1. [PubMed:20384943 ]
LOTUS database [Link]

Showing NP-Card for {[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid (NP0179753)

MOL for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

3D MOL for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

3D SDF for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

3D-SDF for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

PDB for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

3D PDB for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

SMILES for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

INCHI for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

Structure for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)

3D Structure for NP0179753 ({[(4e,6z,8s,9s,10e,12s,13r,14s,16s,17r)-3,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid)