NP-MRD: Showing NP-Card for (1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol (NP0185457)

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Record Information

Version

2.0

Created at

2022-09-04 00:52:17 UTC

Updated at

2022-09-04 00:52:17 UTC

NP-MRD ID

NP0185457

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol

Description

Crassifoside H belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. (1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol was first documented in 2010 (PMID: 20079812). Based on a literature review very few articles have been published on Crassifoside H (PMID: 28970041).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042202522D          

 34 39  0  0  1  0            999 V2000
    7.5950   -0.9034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7968   -0.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2171   -1.2819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4189   -1.0734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8392   -1.6604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0810   -1.3352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3540   -1.7253    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6457   -1.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8867   -1.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266   -0.2309    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4682   -1.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3687   -2.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903   -2.5156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -2.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4467   -2.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -2.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7478   -3.1588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5720   -3.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0577   -2.4559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8559   -2.6644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0744   -3.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4356   -2.0774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2338   -2.2859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3238   -3.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -4.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -5.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382   -5.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0041   -5.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463   -6.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -4.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701   -4.8397    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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  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
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  7 18  1  1  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  1  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END


  Mrv1652309042202522D          

 34 39  0  0  1  0            999 V2000
    7.5950   -0.9034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7968   -0.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2171   -1.2819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4189   -1.0734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8392   -1.6604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0810   -1.3352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3540   -1.7253    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6457   -1.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8867   -1.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266   -0.2309    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4682   -1.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3687   -2.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903   -2.5156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -2.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4467   -2.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -2.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7478   -3.1588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5720   -3.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0577   -2.4559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8559   -2.6644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0744   -3.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4356   -2.0774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2338   -2.2859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3238   -3.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -4.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -5.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382   -5.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0041   -5.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463   -6.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -4.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701   -4.8397    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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  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
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  7 18  1  1  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  1  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0185457

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]2O[C@@H]3CC4=C(Cl)C=C(O)C=C4C4=C3[C@@H](O[C@@H]2[C@@H](O)[C@@H]1O)C1=C4C=C(O)C(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H21ClO10/c24-10-2-6(26)1-8-7(10)4-12-16-14(8)9-3-11(27)17(28)19(30)15(9)21(16)34-22-20(31)18(29)13(5-25)33-23(22)32-12/h1-3,12-13,18,20-23,25-31H,4-5H2/t12-,13-,18-,20+,21+,22-,23-/m1/s1

> <INCHI_KEY>
QQWLPAQQNWCXCP-CKDVHYAASA-N

> <FORMULA>
C23H21ClO10

> <MOLECULAR_WEIGHT>
492.86

> <EXACT_MASS>
492.0823246

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
47.27726389845609

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,16R,18R,20R,21S,22S,23R)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0^{2,7}.0^{8,25}.0^{9,14}.0^{18,23}]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol

> <JCHEM_LOGP>
0.9029016786666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.0245669729094

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.375821994742438

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083899398132

> <JCHEM_POLAR_SURFACE_AREA>
169.29999999999998

> <JCHEM_REFRACTIVITY>
125.63809999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,16R,18R,20R,21S,22S,23R)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0^{2,7}.0^{8,25}.0^{9,14}.0^{18,23}]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol

> <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  O   UNK     0      14.177  -1.686   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.687  -1.297   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.605  -2.393   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.115  -2.004   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.033  -3.099   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.618  -2.492   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.261  -3.221   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.939  -2.281   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.522  -2.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.291  -1.960   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       2.476  -0.431   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       0.874  -2.563   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.688  -4.092   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.729  -4.696   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.919  -5.017   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.336  -4.414   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.567  -5.339   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.984  -4.735   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.996  -5.896   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.534  -5.829   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.441  -4.584   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.931  -4.974   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.339  -6.459   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.013  -3.878   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.503  -4.267   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.204  -7.217   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.703  -6.873   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.655  -8.001   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.107  -9.473   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.058 -10.600   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.608  -9.817   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.060 -11.289   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.657  -8.690   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.157  -9.034   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    9   17                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17    7   19                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20    5   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    3   25                                                  
CONECT   25   24                                                            
CONECT   26   19   27   33                                                  
CONECT   27   26   17   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   26   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₁ClO₁₀

Average Mass

492.8600 Da

Monoisotopic Mass

492.08232 Da

IUPAC Name

(1R,16R,18R,20R,21S,22S,23R)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0^{2,7}.0^{8,25}.0^{9,14}.0^{18,23}]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol

Traditional Name

(1R,16R,18R,20R,21S,22S,23R)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0^{2,7}.0^{8,25}.0^{9,14}.0^{18,23}]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]2O[C@@H]3CC4=C(Cl)C=C(O)C=C4C4=C3[C@@H](O[C@@H]2[C@@H](O)[C@@H]1O)C1=C4C=C(O)C(O)=C1O

InChI Identifier

InChI=1S/C23H21ClO10/c24-10-2-6(26)1-8-7(10)4-12-16-14(8)9-3-11(27)17(28)19(30)15(9)21(16)34-22-20(31)18(29)13(5-25)33-23(22)32-12/h1-3,12-13,18,20-23,25-31H,4-5H2/t12-,13-,18-,20+,21+,22-,23-/m1/s1

InChI Key

QQWLPAQQNWCXCP-CKDVHYAASA-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 fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
2-naphthol
Naphthalene
Indene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepane
Dioxepane
Aryl chloride
Aryl halide
Oxane
Monosaccharide
Secondary alcohol
Acetal
Oxacycle
Dialkyl ether
Organoheterocyclic compound
Ether
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Organooxygen compound
Organochloride
Organohalogen compound
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	0.9	ChemAxon
pKa (Strongest Acidic)	8.38	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	169.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	125.64 m³·mol⁻¹	ChemAxon
Polarizability	47.28 Å³	ChemAxon
Number of Rings	6	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

28286852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44515554

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li N, Zhu CC, Xiao HM, Wang KJ: Norlignan derivatives from Curculigo breviscapa. Fitoterapia. 2010 Sep;81(6):528-31. doi: 10.1016/j.fitote.2010.01.012. Epub 2010 Jan 15. [PubMed:20079812 ]
Zhang Y, Ge JF, Wang FF, Liu F, Shi C, Li N: Crassifoside H improve the depressive-like behavior of rats under chronic unpredictable mild stress: Possible involved mechanisms. Brain Res Bull. 2017 Oct;135:77-84. doi: 10.1016/j.brainresbull.2017.09.015. Epub 2017 Sep 29. [PubMed:28970041 ]
LOTUS database [Link]

Showing NP-Card for (1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol (NP0185457)

MOL for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

3D MOL for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

3D SDF for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

3D-SDF for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

PDB for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

3D PDB for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

SMILES for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

INCHI for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

Structure for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)

3D Structure for NP0185457 ((1r,16r,18r,20r,21s,22s,23r)-13-chloro-20-(hydroxymethyl)-17,19,24-trioxahexacyclo[14.8.1.0²,⁷.0⁸,²⁵.0⁹,¹⁴.0¹⁸,²³]pentacosa-2(7),3,5,8(25),9,11,13-heptaene-3,4,5,11,21,22-hexol)