Np mrd loader

Showing NP-Card for Simplexin (NP0052050)

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Record Information
Version2.0
Created at2022-04-27 23:13:54 UTC
Updated at2022-04-27 23:13:54 UTC
NP-MRD IDNP0052050
Secondary Accession NumbersNone
Natural Product Identification
Common NameSimplexin
Description(1R,2R,6S,7S,8R,10S,11S,12R,14R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nonyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]Nonadec-3-en-5-one belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds. Simplexin is found in Daphne genkwa, Diarthron vesiculosum, Pimelea prostrata, Pimelea simplex, Pimelea simplex., Stellera chamaejasme, Stellera chamaejasme L. and Wikstroemia monticola. Based on a literature review very few articles have been published on (1R,2R,6S,7S,8R,10S,11S,12R,14R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nonyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]Nonadec-3-en-5-one.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0052050 (Simplexin)


  Mrv1652304282201132D          

 38 43  0  0  1  0            999 V2000
   -0.7554   -1.8197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5804   -1.8120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0887   -1.1622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8976   -0.3596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1510   -0.0086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4111   -0.3735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2350   -1.1795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4906   -1.3407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1885   -0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    0.0486    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3818    0.1078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2762    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    0.7365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8527    0.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8562   -0.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    1.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    2.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    2.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    3.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    3.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9963    2.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    2.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2338    2.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588    2.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1830    0.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -0.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6612   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    0.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7122   -0.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326   -0.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947   -1.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426   -2.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6296   -2.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797   -3.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -2.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -3.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934   -1.9517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 15  1  1  0  0  0
 13 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 25  1  6  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  8 28  1  1  0  0  0
  5 29  1  1  0  0  0
  4 29  1  0  0  0  0
  4 30  1  6  0  0  0
 30 31  1  0  0  0  0
  3 32  1  6  0  0  0
  2 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
  1 36  1  6  0  0  0
 35 37  1  0  0  0  0
  2 38  1  6  0  0  0
M  END
Download

3D MOL for NP0052050 (Simplexin)

Download
3D SDF for NP0052050 (Simplexin)

  Mrv1652304282201132D          

 38 43  0  0  1  0            999 V2000
   -0.7554   -1.8197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5804   -1.8120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0887   -1.1622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8976   -0.3596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1510   -0.0086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4111   -0.3735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2350   -1.1795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4906   -1.3407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1885   -0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    0.0486    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3818    0.1078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2762    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    0.7365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8527    0.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8562   -0.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    1.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    2.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    2.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    3.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    3.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9963    2.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    2.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2338    2.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588    2.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1830    0.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -0.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6612   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    0.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7122   -0.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326   -0.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947   -1.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426   -2.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6296   -2.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797   -3.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -2.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -3.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934   -1.9517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 15  1  1  0  0  0
 13 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 25  1  6  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  8 28  1  1  0  0  0
  5 29  1  1  0  0  0
  4 29  1  0  0  0  0
  4 30  1  6  0  0  0
 30 31  1  0  0  0  0
  3 32  1  6  0  0  0
  2 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
  1 36  1  6  0  0  0
 35 37  1  0  0  0  0
  2 38  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0052050

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC[C@@]12O[C@@H]3[C@@H]4[C@@H]5O[C@]5(CO)[C@@H](O)[C@@]5(O)[C@@H](C=C(C)C5=O)[C@@]4(O1)[C@H](C)C[C@@]3(O2)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O8/c1-6-7-8-9-10-11-12-13-28-36-23-21-24-27(16-31,35-24)25(33)29(34)20(14-18(4)22(29)32)30(21,38-28)19(5)15-26(23,37-28)17(2)3/h14,19-21,23-25,31,33-34H,2,6-13,15-16H2,1,3-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29-,30+/m1/s1

> <INCHI_KEY>
JAQJQYMDHBSCKO-YAWJYSLYSA-N

> <FORMULA>
C30H44O8

> <MOLECULAR_WEIGHT>
532.674

> <EXACT_MASS>
532.303618377

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
37.31922241550318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,6S,7S,8R,10S,11S,12R,14R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nonyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-5-one

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
4.583891039666665

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.3279074081249

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.64648895264835

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1497130702329956

> <JCHEM_POLAR_SURFACE_AREA>
117.98

> <JCHEM_REFRACTIVITY>
139.1217

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,6S,7S,8R,10S,11S,12R,14R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nonyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0052050 (Simplexin)
Download
PDB for NP0052050 (Simplexin)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.410  -3.397   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.950  -3.382   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.899  -2.169   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.542  -0.671   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.148  -0.016   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.767  -0.697   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.439  -2.202   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.916  -2.503   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.219  -1.542   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.061   0.091   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.713   0.201   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.516   1.943   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.450   1.375   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.592   1.685   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.598  -0.061   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.220   2.708   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.450   4.042   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.220   5.376   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.450   6.709   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.090   6.709   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.860   5.376   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.400   5.376   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.170   4.042   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.710   4.042   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.572   0.383   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.075   1.839   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.582  -0.780   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.234  -4.009   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.413   0.863   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -5.063  -0.428   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.034  -1.622   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -5.403  -2.498   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.440  -4.842   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.909  -5.305   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.202  -5.759   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.948  -4.866   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.217  -7.299   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.468  -3.643   0.000  0.00  0.00           O+0
CONECT    1    2    7   36                                                  
CONECT    2    1    3   33   38                                             
CONECT    3    2    4   32                                                  
CONECT    4    3    5   29   30                                             
CONECT    5    4    6   29                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    1    8   15                                             
CONECT    8    7    9   28                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14   25                                             
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13   10                                                       
CONECT   15   13    7                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   10   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    8                                                            
CONECT   29    5    4                                                       
CONECT   30    4   31                                                       
CONECT   31   30                                                            
CONECT   32    3                                                            
CONECT   33    2   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35    1                                                       
CONECT   37   35                                                            
CONECT   38    2                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

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3D PDB for NP0052050 (Simplexin)
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SMILES for NP0052050 (Simplexin)
CCCCCCCCC[C@@]12O[C@@H]3[C@@H]4[C@@H]5O[C@]5(CO)[C@@H](O)[C@@]5(O)[C@@H](C=C(C)C5=O)[C@@]4(O1)[C@H](C)C[C@@]3(O2)C(C)=C
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INCHI for NP0052050 (Simplexin)
InChI=1S/C30H44O8/c1-6-7-8-9-10-11-12-13-28-36-23-21-24-27(16-31,35-24)25(33)29(34)20(14-18(4)22(29)32)30(21,38-28)19(5)15-26(23,37-28)17(2)3/h14,19-21,23-25,31,33-34H,2,6-13,15-16H2,1,3-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29-,30+/m1/s1
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SynonymsNot Available
Chemical FormulaC30H44O8
Average Mass532.6740 Da
Monoisotopic Mass532.30362 Da
IUPAC Name(1R,2R,6S,7S,8R,10S,11S,12R,14R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nonyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-5-one
Traditional Name(1R,2R,6S,7S,8R,10S,11S,12R,14R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nonyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-5-one
CAS Registry NumberNot Available
SMILES
CCCCCCCCC[C@@]12O[C@@H]3[C@@H]4[C@@H]5O[C@]5(CO)[C@@H](O)[C@@]5(O)[C@@H](C=C(C)C5=O)[C@@]4(O1)[C@H](C)C[C@@]3(O2)C(C)=C
InChI Identifier
InChI=1S/C30H44O8/c1-6-7-8-9-10-11-12-13-28-36-23-21-24-27(16-31,35-24)25(33)29(34)20(14-18(4)22(29)32)30(21,38-28)19(5)15-26(23,37-28)17(2)3/h14,19-21,23-25,31,33-34H,2,6-13,15-16H2,1,3-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29-,30+/m1/s1
InChI KeyJAQJQYMDHBSCKO-YAWJYSLYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Daphne genkwaLOTUS Database
Diarthron vesiculosumLOTUS Database
Pimelea prostrataLOTUS Database
Pimelea simplexPlant
Pimelea simplex.Plant
Stellera chamaejasmeLOTUS Database
Stellera chamaejasme L.Plant
Wikstroemia monticolaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentRhamnofolane and daphnane diterpenoids  
Alternative Parents
Substituents
  • Daphnane diterpenoid
    • 

  • 1,3-dioxepane
    • 

  • Carboxylic acid orthoester
    • 

  • Dioxepane
    • 

  • Ortho ester
    • 

  • Meta-dioxane
    • 

  • Meta-dioxolane
    • 

  • Cyclic alcohol
    • 

  • Tertiary alcohol
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Orthocarboxylic acid derivative
    • 

  • Ether
    • 

  • Oxirane
    • 

  • Dialkyl ether
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Primary alcohol
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.32ALOGPS
logP4.58ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)11.65ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area117.98 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity139.12 m³·mol⁻¹ChemAxon
Polarizability37.32 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound98067009  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available