NP-MRD: Showing NP-Card for smardaesidin G (NP0036210)

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Record Information

Version

2.0

Created at

2021-06-20 19:26:37 UTC

Updated at

2021-06-30 00:07:45 UTC

NP-MRD ID

NP0036210

Secondary Accession Numbers

None

Natural Product Identification

Common Name

smardaesidin G

Provided By

JEOL Database JEOL Logo

Description

Smardaesidin G belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. smardaesidin G is found in Ceratodon purpureus and Smardaea sp.. smardaesidin G was first documented in 2011 (Wang, X. -N., et al.). Based on a literature review very few articles have been published on Smardaesidin G.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121263D          

 52 54  0  0  0  0            999 V2000
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   -0.2787   -2.6449    2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -1.4040    2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1819   -1.4354    1.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0347    0.2117    3.0562 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7860    0.4130    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1856    0.5205    2.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    1.7109    0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306202121263D          

 52 54  0  0  0  0            999 V2000
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   -0.2821    4.2450    0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    5.2394   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4339    5.1184    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7181    4.3308    0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    2.9072    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424    3.7615    3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 15 17  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
 22 21  1  0  0  0  0
  3  4  1  0  0  0  0
 22 23  1  0  0  0  0
 18 19  1  6  0  0  0
 21 18  1  0  0  0  0
 13 14  1  0  0  0  0
 17  3  1  0  0  0  0
  3  2  1  1  0  0  0
  9  7  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 13 15  1  0  0  0  0
  2  1  2  3  0  0  0
  7 15  1  0  0  0  0
 18 20  1  0  0  0  0
 18 10  1  0  0  0  0
  7  8  1  1  0  0  0
  9 23  1  0  0  0  0
 11 12  2  0  0  0  0
  9 10  2  0  0  0  0
 15 16  1  1  0  0  0
 23 24  1  0  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 23 51  1  1  0  0  0
 13 36  1  1  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
 19 41  1  0  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 14 37  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
  2 27  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
  8 35  1  0  0  0  0
 16 38  1  0  0  0  0
 24 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036210

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C2=C(C(=O)[C@]([H])(O[H])[C@]3(O[H])C([H])([H])[C@](C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]23O[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O5/c1-5-17(4)8-9-18(23)12-11(20)6-7-16(2,3)13(12)14(21)15(22)19(18,24)10-17/h5,11,15,20,22-24H,1,6-10H2,2-4H3/t11-,15+,17+,18+,19-/m1/s1

> <INCHI_KEY>
MVMWQCAWLKAOFA-MXYBICSBSA-N

> <FORMULA>
C19H28O5

> <MOLECULAR_WEIGHT>
336.428

> <EXACT_MASS>
336.193674002

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.065764468967956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,4aS,5R,10R,10aR)-2-ethenyl-4a,5,10,10a-tetrahydroxy-2,8,8-trimethyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydrophenanthren-9-one

> <ALOGPS_LOGP>
0.83

> <JCHEM_LOGP>
0.911749536333334

> <ALOGPS_LOGS>
-2.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.295258632313661

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.36731860498684

> <JCHEM_PKA_STRONGEST_BASIC>
-3.031420987666219

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
90.171

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4aS,5R,10R,10aR)-2-ethenyl-4a,5,10,10a-tetrahydroxy-2,8,8-trimethyl-3,4,5,6,7,10-hexahydro-1H-phenanthren-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -1.0363   -3.7037    3.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -2.6449    2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -1.4040    2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1819   -1.4354    1.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -0.1349    2.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0347    0.2117    3.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    0.4130    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1856    0.5205    2.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    1.7109    0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700    1.7977   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    0.5622   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5078   -2.4154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -0.6355   -0.5105 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1627   -1.8267   -1.3028 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6163   -0.8679    0.8525 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3671   -1.9413    1.4799 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369   -1.3141    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    3.0974   -1.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1930    2.9577   -2.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2681    3.4905   -2.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655    4.2780   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6653    4.2501    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    2.9596    1.8169 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1339    3.0202    2.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6158   -4.5220    3.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -3.7989    2.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -2.6751    3.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4167   -2.2933    1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8217   -1.4843    2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697   -0.5333    1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    0.7162    2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041   -0.2521    3.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298    1.0922    3.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5291   -0.5769    3.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4511   -0.3932    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3499   -0.4441   -0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -1.5190   -2.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811   -2.6615    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0977   -2.2929    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3765   -0.6119    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0393    2.5493   -1.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    3.9329   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0263    2.3116   -2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    4.4584   -2.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1877    3.5687   -1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538    2.7648   -2.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2821    4.2450    0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    5.2394   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4339    5.1184    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7181    4.3308    0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    2.9072    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424    3.7615    3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 15 17  1  0
  3  5  1  0
  5  6  1  0
 22 21  1  0
  3  4  1  0
 22 23  1  0
 18 19  1  6
 21 18  1  0
 13 14  1  0
 17  3  1  0
  3  2  1  1
  9  7  1  0
 10 11  1  0
 11 13  1  0
 13 15  1  0
  2  1  2  3
  7 15  1  0
 18 20  1  0
 18 10  1  0
  7  8  1  1
  9 23  1  0
 11 12  2  0
  9 10  2  0
 15 16  1  1
 23 24  1  0
 22 49  1  0
 22 50  1  0
 21 47  1  0
 21 48  1  0
 23 51  1  1
 13 36  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 14 37  1  0
 17 39  1  0
 17 40  1  0
  2 27  1  0
  1 25  1  0
  1 26  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
  8 35  1  0
 16 38  1  0
 24 52  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.036  -3.704   3.142  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.279  -2.645   2.821  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.681  -1.404   2.023  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.182  -1.435   1.642  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.442  -0.135   2.873  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.035   0.212   3.056  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.786   0.413   1.720  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.186   0.521   2.058  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.483   1.711   0.960  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.370   1.798  -0.392  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.648   0.562  -1.204  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.432   0.508  -2.415  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.275  -0.636  -0.510  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.163  -1.827  -1.303  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.616  -0.868   0.853  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.367  -1.941   1.480  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.137  -1.314   0.705  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.058   3.097  -1.158  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.193   2.958  -2.053  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.268   3.490  -2.037  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.766   4.278  -0.190  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.665   4.250   1.036  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.429   2.960   1.817  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.134   3.020   2.409  0.00  0.00           O+0
HETATM   25  H   UNK     0      -0.616  -4.522   3.720  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.076  -3.799   2.850  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.751  -2.675   3.177  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.417  -2.293   1.001  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.822  -1.484   2.531  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.470  -0.533   1.089  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.950   0.716   2.404  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.904  -0.252   3.862  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.130   1.092   3.702  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.529  -0.577   3.639  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.451  -0.393   2.298  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.350  -0.444  -0.410  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.160  -1.519  -2.234  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.381  -2.662   0.814  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.098  -2.293   0.207  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.377  -0.612   0.036  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.039   2.549  -1.488  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.499   3.933  -2.451  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.026   2.312  -2.919  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.103   4.458  -2.525  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.188   3.569  -1.446  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.454   2.765  -2.835  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.282   4.245   0.139  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.884   5.239  -0.706  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.434   5.118   1.665  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.718   4.331   0.743  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.172   2.907   2.620  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.142   3.761   3.039  0.00  0.00           H+0
CONECT    1    2   25   26                                                  
CONECT    2    3    1   27                                                  
CONECT    3    5    4   17    2                                             
CONECT    4    3   28   29   30                                             
CONECT    5    3    6   31   32                                             
CONECT    6    7    5   33   34                                             
CONECT    7    6    9   15    8                                             
CONECT    8    7   35                                                       
CONECT    9    7   23   10                                                  
CONECT   10   11   18    9                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   14   11   15   36                                             
CONECT   14   13   37                                                       
CONECT   15   17   13    7   16                                             
CONECT   16   15   38                                                       
CONECT   17   15    3   39   40                                             
CONECT   18   19   21   20   10                                             
CONECT   19   18   41   42   43                                             
CONECT   20   18   44   45   46                                             
CONECT   21   22   18   47   48                                             
CONECT   22   21   23   49   50                                             
CONECT   23   22    9   24   51                                             
CONECT   24   23   52                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    6                                                            
CONECT   35    8                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   17                                                            
CONECT   41   19                                                            
CONECT   42   19                                                            
CONECT   43   19                                                            
CONECT   44   20                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

RDKit          3D

52 54  0  0  0  0  0  0  0  0999 V2000
   -1.0363   -3.7037    3.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -2.6449    2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -1.4040    2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1819   -1.4354    1.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -0.1349    2.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0347    0.2117    3.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    0.4130    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1856    0.5205    2.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    1.7109    0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700    1.7977   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    0.5622   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5078   -2.4154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -0.6355   -0.5105 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1627   -1.8267   -1.3028 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6163   -0.8679    0.8525 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3671   -1.9413    1.4799 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369   -1.3141    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    3.0974   -1.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1930    2.9577   -2.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2681    3.4905   -2.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655    4.2780   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6653    4.2501    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    2.9596    1.8169 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1339    3.0202    2.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6158   -4.5220    3.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -3.7989    2.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -2.6751    3.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4167   -2.2933    1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8217   -1.4843    2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697   -0.5333    1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    0.7162    2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041   -0.2521    3.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298    1.0922    3.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5291   -0.5769    3.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4511   -0.3932    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3499   -0.4441   -0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -1.5190   -2.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811   -2.6615    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0977   -2.2929    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3765   -0.6119    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0393    2.5493   -1.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    3.9329   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0263    2.3116   -2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    4.4584   -2.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1877    3.5687   -1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538    2.7648   -2.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2821    4.2450    0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    5.2394   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4339    5.1184    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7181    4.3308    0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    2.9072    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424    3.7615    3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 15 17  1  0
  3  5  1  0
  5  6  1  0
 22 21  1  0
  3  4  1  0
 22 23  1  0
 18 19  1  6
 21 18  1  0
 13 14  1  0
 17  3  1  0
  3  2  1  1
  9  7  1  0
 10 11  1  0
 11 13  1  0
 13 15  1  0
  2  1  2  3
  7 15  1  0
 18 20  1  0
 18 10  1  0
  7  8  1  1
  9 23  1  0
 11 12  2  0
  9 10  2  0
 15 16  1  1
 23 24  1  0
 22 49  1  0
 22 50  1  0
 21 47  1  0
 21 48  1  0
 23 51  1  1
 13 36  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 14 37  1  0
 17 39  1  0
 17 40  1  0
  2 27  1  0
  1 25  1  0
  1 26  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
  8 35  1  0
 16 38  1  0
 24 52  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₉H₂₈O₅

Average Mass

336.4280 Da

Monoisotopic Mass

336.19367 Da

IUPAC Name

(2S,4aS,5R,10R,10aR)-2-ethenyl-4a,5,10,10a-tetrahydroxy-2,8,8-trimethyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydrophenanthren-9-one

Traditional Name

(2S,4aS,5R,10R,10aR)-2-ethenyl-4a,5,10,10a-tetrahydroxy-2,8,8-trimethyl-3,4,5,6,7,10-hexahydro-1H-phenanthren-9-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C2=C(C(=O)[C@]([H])(O[H])[C@]3(O[H])C([H])([H])[C@](C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]23O[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C19H28O5/c1-5-17(4)8-9-18(23)12-11(20)6-7-16(2,3)13(12)14(21)15(22)19(18,24)10-17/h5,11,15,20,22-24H,1,6-10H2,2-4H3/t11-,15+,17+,18+,19-/m1/s1

InChI Key

MVMWQCAWLKAOFA-MXYBICSBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Ceratodon purpureus	LOTUS Database	35616633
Smardaea sp.	JEOL database	Wang, X. -N., et al, J. Nat. Prod. 74, 2052 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

phenanthrenes (CHEBI:69493 )

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	0.83	ALOGPS
logP	0.91	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.37	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.17 m³·mol⁻¹	ChemAxon
Polarizability	36.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

35518263

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56599466

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, X. -N., et al. (2011). Wang, X. -N., et al, J. Nat. Prod. 74, 2052 (2011). J. Nat. Prod..

Showing NP-Card for smardaesidin G (NP0036210)

MOL for NP0036210 (smardaesidin G)

3D MOL for NP0036210 (smardaesidin G)

3D SDF for NP0036210 (smardaesidin G)

3D-SDF for NP0036210 (smardaesidin G)

PDB for NP0036210 (smardaesidin G)

3D PDB for NP0036210 (smardaesidin G)

SMILES for NP0036210 (smardaesidin G)

INCHI for NP0036210 (smardaesidin G)

Structure for NP0036210 (smardaesidin G)

3D Structure for NP0036210 (smardaesidin G)