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-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate (NP0265456)

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Record Information

Version

2.0

Created at

2022-09-08 09:26:23 UTC

Updated at

2022-09-08 09:26:23 UTC

NP-MRD ID

NP0265456

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-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate

Description

Cytochalasin D 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. Cytochalasin D is an alkaloid produced by Helminthosporium and other molds. It disrupts actin microfilaments and activates the p53-dependent pathways causing arrest of the cell cycle at the G1-S transition. It is believed to bind to F-actin polymer and prevent polymerization of actin monomers. Cytochalasin D is a strong basic compound (based on its pKa). (3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate is found in Taxus mairei and Xylaria mellissii. Cytochalasin D is a cell-permeable and potent inhibitor of actin polymerization.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv0541 05041402162D          

 48 51  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END

  Mrv0541 05041402162D          

 48 51  0  0  1  0            999 V2000
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    0.4976   -3.5432    0.0000 C   0  0  2  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
    0.7719   -0.1765    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
    2.0581   -3.0071    0.0000 C   0  0  1  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
    1.6986   -1.7069    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
    1.9001   -3.8168    0.0000 C   0  0  2  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
    1.4219   -1.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442   -0.7622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4358   -2.4654    0.0000 C   0  0  1  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
   -0.0043    0.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3157   -4.6058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -2.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217   -0.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272   -0.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -1.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026   -4.0904    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7098   -1.9241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0090   -1.9171    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4863    0.1437    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646   -2.8032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974   -4.3621    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -3.5487    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108   -2.8978    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7827   -0.8862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0366   -3.1824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5960   -4.5837    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  2  0  0  0  0
 15 14  2  0  0  0  0
 17  1  1  1  0  0  0
 17 10  1  0  0  0  0
 18  2  1  1  0  0  0
 19  3  2  0  0  0  0
 19 18  1  0  0  0  0
 20  4  1  0  0  0  0
 21 11  2  0  0  0  0
 21 12  1  0  0  0  0
 21 16  1  0  0  0  0
 22 13  1  0  0  0  0
 23 16  1  6  0  0  0
 24 14  1  0  0  0  0
 25 18  1  0  0  0  0
 25 23  1  0  0  0  0
 26 19  1  0  0  0  0
 26 22  1  0  0  0  0
 27 17  1  0  0  0  0
 29  5  1  6  0  0  0
 29 15  1  0  0  0  0
 29 27  1  0  0  0  0
 30 22  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
 30 28  1  1  0  0  0
 31 23  1  0  0  0  0
 31 28  2  0  0  0  0
 32 20  2  0  0  0  0
 26 33  1  6  0  0  0
 34 27  2  0  0  0  0
 35 28  1  0  0  0  0
 29 36  1  1  0  0  0
 37 20  1  0  0  0  0
 24 37  1  6  0  0  0
 38  9  1  0  0  0  0
 39 13  1  0  0  0  0
 40 14  1  0  0  0  0
 41 15  1  0  0  0  0
 17 42  1  6  0  0  0
 18 43  1  6  0  0  0
 22 44  1  6  0  0  0
 23 45  1  1  0  0  0
 24 46  1  1  0  0  0
 25 47  1  6  0  0  0
 26 48  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0265456

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C1=C([H])/[C@@]2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CC=CC=C4)N=C(O)[C@@]23[C@]([H])(OC(C)=O)\C([H])=C([H])\[C@@](C)(O)C(=O)[C@@]([H])(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1

> <INCHI_KEY>
SDZRWUKZFQQKKV-JHADDHBZSA-N

> <FORMULA>
C30H37NO6

> <MOLECULAR_WEIGHT>
507.6179

> <EXACT_MASS>
507.262087921

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
55.25212828276025

> <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-11-oxo-3H,4H,5H,6H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindol-15-yl acetate

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
3.9348444166666665

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.867283424060293

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.466355628977148

> <JCHEM_PKA_STRONGEST_BASIC>
3.9252923263989405

> <JCHEM_POLAR_SURFACE_AREA>
116.42

> <JCHEM_REFRACTIVITY>
142.04450000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.48e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   29                                                            
CONECT    6    7    8                                                       
CONECT    7    6   11                                                       
CONECT    8    6   12                                                       
CONECT    9   10   13   38                                                  
CONECT   10    9   17                                                       
CONECT   11    7   21                                                       
CONECT   12    8   21                                                       
CONECT   13    9   22   39                                                  
CONECT   14   15   24   40                                                  
CONECT   15   14   29   41                                                  
CONECT   16   21   23                                                       
CONECT   17    1   10   27   42                                             
CONECT   18    2   19   25   43                                             
CONECT   19    3   18   26                                                  
CONECT   20    4   32   37                                                  
CONECT   21   11   12   16                                                  
CONECT   22   13   26   30   44                                             
CONECT   23   16   25   31   45                                             
CONECT   24   14   30   37   46                                             
CONECT   25   18   23   30   47                                             
CONECT   26   19   22   33   48                                             
CONECT   27   17   29   34                                                  
CONECT   28   30   31   35                                                  
CONECT   29    5   15   27   36                                             
CONECT   30   22   24   25   28                                             
CONECT   31   23   28                                                       
CONECT   32   20                                                            
CONECT   33   26                                                            
CONECT   34   27                                                            
CONECT   35   28                                                            
CONECT   36   29                                                            
CONECT   37   20   24                                                       
CONECT   38    9                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   15                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   22                                                            
CONECT   45   23                                                            
CONECT   46   24                                                            
CONECT   47   25                                                            
CONECT   48   26                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  102    0
END

View in JSmol

Synonyms

Value	Source
(3S,4S,6S,6AR,10S,12R,15R,15ar,15BR)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3H,4H,5H,6H,6ah,9H,10H,11H,12H,15H,15BH-cycloundeca[e]isoindol-15-yl acetic acid	Generator

Chemical Formula

C₃₀H₃₇NO₆

Average Mass

507.6179 Da

Monoisotopic Mass

507.26209 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])/[C@@]2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CC=CC=C4)N=C(O)[C@@]23[C@]([H])(OC(C)=O)\C([H])=C([H])\[C@@](C)(O)C(=O)[C@@]([H])(C)C1

InChI Identifier

InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1

InChI Key

SDZRWUKZFQQKKV-JHADDHBZSA-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
Taxus mairei	LOTUS Database	35616633
Xylaria mellissii	LOTUS Database	35616633

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
Acyloin
Monocyclic benzene moiety
Benzenoid
Pyrrolidone
2-pyrrolidone
Cyclic alcohol
Pyrrolidine
Tertiary alcohol
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Cyclic ketone
Ketone
Lactam
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
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
logP	3.67	ALOGPS
logP	3.93	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	6.47	ChemAxon
pKa (Strongest Basic)	3.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	142.04 m³·mol⁻¹	ChemAxon
Polarizability	55.25 Å³	ChemAxon
Number of Rings	4	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

Cytochalasin D

METLIN ID

Not Available

PubChem Compound

5458428

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

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-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate (NP0265456)

MOL for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D MOL for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D SDF for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D-SDF for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

PDB for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D PDB for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

SMILES for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

INCHI for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

Structure for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)

3D Structure for NP0265456 ((3s,3ar,4s,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-11-oxo-3h,3ah,4h,6h,6ah,9h,10h,15h-cycloundeca[d]isoindol-15-yl acetate)