NP-MRD: Showing NP-Card for (3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate (NP0225598)

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Record Information

Version

2.0

Created at

2022-09-06 04:21:48 UTC

Updated at

2022-09-06 04:21:48 UTC

NP-MRD ID

NP0225598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate

Description

Cytochalasin h 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 H is considered to be a cytochalasin. (3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate was first documented in 2018 (PMID: 29853164). Based on a literature review a small amount of articles have been published on Cytochalasin h (PMID: 33442415) (PMID: 31205560) (PMID: 31035334) (PMID: 30507090).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206212D          

 36 39  0  0  1  0            999 V2000
   -0.6163   -1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -1.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256   -1.2450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8424   -0.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -1.7500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2979   -1.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562   -0.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4737   -0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206   -1.5519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3581   -1.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098   -2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987   -2.9524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5698   -3.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -3.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352   -3.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828   -2.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0644   -2.9649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1208   -3.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6184   -4.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4418   -4.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519   -5.4476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -2.5675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9000   -3.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698   -3.3801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660   -3.8987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6646   -3.7027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0494   -4.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1820   -5.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825   -5.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -6.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -6.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1635   -6.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910   -5.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6033   -2.8800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0491   -2.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8825   -2.5895    0.0000 C   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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  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  1  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  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
 28 33  1  0  0  0  0
 34 26  1  6  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  1  6  0  0  0
M  END


  Mrv1652309062206212D          

 36 39  0  0  1  0            999 V2000
   -0.6163   -1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -1.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256   -1.2450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8424   -0.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -1.7500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2979   -1.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562   -0.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4737   -0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206   -1.5519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3581   -1.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098   -2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987   -2.9524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5698   -3.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -3.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352   -3.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828   -2.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0644   -2.9649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1208   -3.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6184   -4.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4418   -4.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519   -5.4476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -2.5675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9000   -3.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698   -3.3801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660   -3.8987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6646   -3.7027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0494   -4.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1820   -5.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825   -5.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -6.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -6.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1635   -6.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910   -5.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6033   -2.8800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0491   -2.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8825   -2.5895    0.0000 C   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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  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  1  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  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
 28 33  1  0  0  0  0
 34 26  1  6  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0225598

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2[C@H](CC3=CC=CC=C3)N=C(O)[C@@]22[C@@H](\C=C\C[C@H](C)C[C@@](C)(O)\C=C\[C@H]2OC(C)=O)[C@H](O)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18-19,23-27,33,35H,3,10,16-17H2,1-2,4-5H3,(H,31,34)/b13-9+,15-14+/t18-,19+,23-,24-,25+,26-,27+,29-,30+/m0/s1

> <INCHI_KEY>
NAEWXXDGBKTIMN-OWTACEMYSA-N

> <FORMULA>
C30H39NO5

> <MOLECULAR_WEIGHT>
493.644

> <EXACT_MASS>
493.28282336

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.162916854558325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4S,6S,6aR,10S,12R,15R,15aR,15bR)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3H,4H,5H,6H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindol-15-yl acetate

> <JCHEM_LOGP>
3.297945670225044

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.140310293178462

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2817233504472556

> <JCHEM_PKA_STRONGEST_BASIC>
5.681863584873154

> <JCHEM_POLAR_SURFACE_AREA>
99.35000000000001

> <JCHEM_REFRACTIVITY>
141.47940000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S,6S,6aR,10S,12R,15R,15aR,15bR)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3H,4H,6H,6aH,9H,10H,11H,15H,15bH-cycloundeca[e]isoindol-15-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.151  -1.928   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.116  -2.907   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.541  -2.324   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.572  -0.717   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.759  -3.267   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.289  -2.561   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.958  -1.174   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.484  -1.381   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.758  -2.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.135  -2.020   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.045  -3.985   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.838  -5.511   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.530  -7.022   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.484  -5.623   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.412  -6.095   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.195  -5.152   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.853  -5.534   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.959  -7.392   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.888  -8.789   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.425  -8.692   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.204 -10.169   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.551  -4.793   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.547  -5.968   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.170  -6.310   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       2.737  -7.278   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       1.241  -6.912   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.092  -7.917   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.340  -9.422   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.834  -9.795   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.259 -11.275   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.189 -12.383   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.305 -12.011   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.730 -10.530   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.126  -5.376   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.092  -4.433   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.647  -4.834   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   35                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17    5   23   34                                             
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   34                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   26   22   35                                                  
CONECT   35   34    2   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₉NO₅

Average Mass

493.6440 Da

Monoisotopic Mass

493.28282 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2[C@H](CC3=CC=CC=C3)N=C(O)[C@@]22[C@@H](\C=C\C[C@H](C)C[C@@](C)(O)\C=C\[C@H]2OC(C)=O)[C@H](O)C1=C

InChI Identifier

InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18-19,23-27,33,35H,3,10,16-17H2,1-2,4-5H3,(H,31,34)/b13-9+,15-14+/t18-,19+,23-,24-,25+,26-,27+,29-,30+/m0/s1

InChI Key

NAEWXXDGBKTIMN-OWTACEMYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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

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

C00011332

Chemspider ID

10313322

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13892272

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xiu Z, Liu J, Wu X, Li X, Li S, Wu X, Lv X, Ye H, Tang X: Cytochalasin H isolated from mangrove-derived endophytic fungus inhibits epithelial-mesenchymal transition and cancer stemness via YAP/TAZ signaling pathway in non-small cell lung cancer cells. J Cancer. 2021 Jan 1;12(4):1169-1178. doi: 10.7150/jca.50512. eCollection 2021. [PubMed:33442415 ]
Ma Y, Xiu Z, Zhou Z, Huang B, Liu J, Wu X, Li S, Tang X: Cytochalasin H Inhibits Angiogenesis via the Suppression of HIF-1alpha Protein Accumulation and VEGF Expression through PI3K/AKT/P70S6K and ERK1/2 Signaling Pathways in Non-Small Cell Lung Cancer Cells. J Cancer. 2019 May 12;10(9):1997-2005. doi: 10.7150/jca.29933. eCollection 2019. [PubMed:31205560 ]
Cao L, Shehla N, Tasneem S, Cao M, Sheng W, Jian Y, Li B, Peng C, Choudhary MI, Liao DF, Wang W: New Cadinane Sesquiterpenes from the Stems of Kadsura heteroclita. Molecules. 2019 Apr 28;24(9). pii: molecules24091664. doi: 10.3390/molecules24091664. [PubMed:31035334 ]
Heidarzadeh S, Motalleb GH, Zorriehzahra MJ: Evaluation of Tumor Regulatory Genes and Apoptotic Pathways in The Cytotoxic Effect of Cytochalasin H on Malignant Human Glioma Cell Line (U87MG). Cell J. 2019 Apr;21(1):62-69. doi: 10.22074/cellj.2019.5948. Epub 2018 Nov 18. [PubMed:30507090 ]
Chagas FO, Pupo MT: Chemical interaction of endophytic fungi and actinobacteria from Lychnophora ericoides in co-cultures. Microbiol Res. 2018 Jul-Aug;212-213:10-16. doi: 10.1016/j.micres.2018.04.005. Epub 2018 Apr 24. [PubMed:29853164 ]
LOTUS database [Link]

Showing NP-Card for (3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate (NP0225598)

MOL for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D MOL for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D SDF for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D-SDF for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

PDB for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D PDB for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

SMILES for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

INCHI for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

Structure for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D Structure for NP0225598 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate)