NP-MRD: Showing NP-Card for Cytochalasin J1 (NP0331344)

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Record Information

Version

2.0

Created at

2022-12-23 00:10:09 UTC

Updated at

2024-09-03 04:15:27 UTC

NP-MRD ID

NP0331344

Natural Product DOI

https://doi.org/10.57994/0273

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cytochalasin J1

Description

Cytochalasin j1 belongs to the class of organic compounds known as cytochalasans. These are fungal metabolites structurally characterized by the presence of an isoindolone nucleus fused to a macrocyclic ring, which can either a lactone, as in cytochalasin B, a carbonate, as in cytochalasin E, or a carbocycle, as in cytochalasin D, H, and K. Thus, cytochalasin J1 is considered to be a cytochalasin. Based on a literature review very few articles have been published on Cytochalasin j1.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652312232201102D          

 36 39  0  0  1  0            999 V2000
    0.9435   -4.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199   -4.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001   -3.8168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3469   -4.5508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581   -3.0071    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2160   -2.1973    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.4654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6556   -2.7335    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2778   -3.2751    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -3.5432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2756   -3.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.7069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0371   -1.0252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442   -0.7622    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5099   -0.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378    0.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5144    0.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7442   -1.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988   -2.2028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2527   -2.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408   -3.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4606   -3.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383   -2.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4219   -1.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6331   -1.3988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1595   -2.0743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7064   -2.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898   -1.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140   -1.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942   -0.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8501    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260    0.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -0.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013   -0.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  5 25  1  0  0  0  0
  7 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 26 36  2  0  0  0  0
M  END


  Mrv1652312232201102D          

 36 39  0  0  1  0            999 V2000
    0.9435   -4.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199   -4.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001   -3.8168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3469   -4.5508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581   -3.0071    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2160   -2.1973    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.4654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6556   -2.7335    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2778   -3.2751    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -3.5432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2756   -3.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.7069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0371   -1.0252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442   -0.7622    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5099   -0.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378    0.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5144    0.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7442   -1.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988   -2.2028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2527   -2.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408   -3.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4606   -3.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383   -2.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4219   -1.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6331   -1.3988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1595   -2.0743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7064   -2.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898   -1.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140   -1.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942   -0.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8501    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260    0.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -0.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013   -0.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  5 25  1  0  0  0  0
  7 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 26 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331344

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12[C@H](CC3=CC=CC=C3)NC(=O)[C@]11[C@H](O)\C=C\[C@@](C)(C[C@@H](C)C\C=C\[C@@]1([H])[C@H](O)C(=C)[C@H]2C)OC

> <INCHI_IDENTIFIER>
InChI=1S/C29H39NO4/c1-18-10-9-13-22-26(32)20(3)19(2)25-23(16-21-11-7-6-8-12-21)30-27(33)29(22,25)24(31)14-15-28(4,17-18)34-5/h6-9,11-15,18-19,22-26,31-32H,3,10,16-17H2,1-2,4-5H3,(H,30,33)/b13-9+,15-14+/t18-,19+,22-,23-,24+,25-,26+,28-,29+/m0/s1

> <INCHI_KEY>
LIZLHKYMYYPMJW-DMFFLRLSSA-N

> <FORMULA>
C29H39NO4

> <MOLECULAR_WEIGHT>
465.634

> <EXACT_MASS>
465.28790874

$$$$

HEADER    PROTEIN                                 23-DEC-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-DEC-22         0                                  
HETATM    1  C   UNK     0       1.761  -9.194   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.090  -7.625   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.547  -7.125   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.381  -8.495   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.842  -5.613   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       4.137  -4.102   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       2.680  -4.602   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.224  -5.103   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       2.385  -6.114   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       0.929  -6.614   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.514  -7.304   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.171  -3.186   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.936  -1.914   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.543  -2.474   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.291  -1.128   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.802  -1.423   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.419  -1.307   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.164   0.242   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.427   1.216   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.989  -2.951   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.211  -4.112   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.805  -3.903   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.916  -5.623   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.460  -6.124   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.298  -5.113   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.654  -3.062   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       1.182  -2.611   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       0.298  -3.872   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.319  -3.956   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.034  -2.577   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.573  -2.508   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.282  -1.142   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.454   0.156   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.915   0.087   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.205  -1.279   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       3.176  -1.392   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   25                                             
CONECT    6    5                                                            
CONECT    7    5    8   12   26                                             
CONECT    8    7    9   10   28                                             
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   20                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   16   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    5                                                       
CONECT   26    7   27   36                                                  
CONECT   27   26   28                                                       
CONECT   28   27    8   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
CONECT   36   26                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₉NO₄

Average Mass

465.6340 Da

Monoisotopic Mass

465.28791 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H][C@]12[C@H](CC3=CC=CC=C3)NC(=O)[C@]11[C@H](O)\C=C\[C@@](C)(C[C@@H](C)C\C=C\[C@@]1([H])[C@H](O)C(=C)[C@H]2C)OC

InChI Identifier

InChI=1S/C29H39NO4/c1-18-10-9-13-22-26(32)20(3)19(2)25-23(16-21-11-7-6-8-12-21)30-27(33)29(22,25)24(31)14-15-28(4,17-18)34-5/h6-9,11-15,18-19,22-26,31-32H,3,10,16-17H2,1-2,4-5H3,(H,30,33)/b13-9+,15-14+/t18-,19+,22-,23-,24+,25-,26+,28-,29+/m0/s1

InChI Key

LIZLHKYMYYPMJW-DMFFLRLSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-23	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-23	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-23	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-23	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cytochalasans. These are fungal metabolites structurally characterized by the presence of an isoindolone nucleus fused to a macrocyclic ring, which can either a lactone, as in cytochalasin B, a carbonate, as in cytochalasin E, or a carbocycle, as in cytochalasin D, H, and K.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cytochalasans

Sub Class

Not Available

Direct Parent

Cytochalasans

Alternative Parents

Substituents

Cytochalasan
Carbocyclic cytochalasan skeleton
Isoindolone
Isoindole or derivatives
Isoindole
Isoindoline
Benzenoid
2-pyrrolidone
Pyrrolidone
Monocyclic benzene moiety
Pyrrolidine
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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

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

113386039

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cytochalasin J1 (NP0331344)

MOL for NP0331344 (Cytochalasin J1)

3D MOL for NP0331344 (Cytochalasin J1)

3D SDF for NP0331344 (Cytochalasin J1)

3D-SDF for NP0331344 (Cytochalasin J1)

PDB for NP0331344 (Cytochalasin J1)

3D PDB for NP0331344 (Cytochalasin J1)

SMILES for NP0331344 (Cytochalasin J1)

INCHI for NP0331344 (Cytochalasin J1)

Structure for NP0331344 (Cytochalasin J1)

3D Structure for NP0331344 (Cytochalasin J1)