NP-MRD: Showing NP-Card for Brianolide (NP0025760)

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Record Information

Version

1.0

Created at

2021-06-19 17:47:52 UTC

Updated at

2021-06-29 23:50:54 UTC

NP-MRD ID

NP0025760

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Brianolide

Provided By

JEOL Database JEOL Logo

Description

Brianolide is found in Braiareum stechei, Briareum excavatum and Briareum stechei. It was first documented in 2001 (Kwak, J. H., et al.). Based on a literature review very few articles have been published on Brianolide.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119473D          

 66 70  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306192119473D          

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    0.4764    1.3721   -2.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1830   -0.0679    1.4856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2936   -1.2998    2.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2622    0.7083    2.2869 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9029    0.8226    3.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2561    1.8181    5.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5907    0.0053    2.2060 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3961    0.4306    1.0920 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9484   -0.9276    1.0642 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9645   -1.2760   -0.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5891   -2.7648    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.1413   -1.4389 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7216    0.1917   -1.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4563   -2.1087   -2.5648 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2959   -1.8053   -3.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8997   -1.8923   -3.9810 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6188    0.4865   -5.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9067    1.1755   -5.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3099    0.8620   -2.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042   -1.4116   -1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1993   -1.5723   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1160    0.6989   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6962    0.5840    1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286   -1.8112    2.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3890    1.7170    1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9629    2.6197    5.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794    2.0166    5.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929   -0.1037    3.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019   -1.6871    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4629   -3.4097   -0.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7985   -3.1061   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730   -2.9766    1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -1.3270   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    0.2404   -2.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137   -3.1393   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018   -2.7958   -4.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 31 33  1  0  0  0  0
  2  1  2  3  0  0  0
 33 35  1  0  0  0  0
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 19 20  1  0  0  0  0
  2  3  1  0  0  0  0
 18 49  1  6  0  0  0
  3  5  1  0  0  0  0
  7  8  2  0  0  0  0
 21 19  1  0  0  0  0
 18 13  1  0  0  0  0
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  3  4  1  0  0  0  0
  5 11  1  0  0  0  0
 35 34  1  0  0  0  0
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  9  7  1  0  0  0  0
 23 24  1  0  0  0  0
  7  6  1  0  0  0  0
 23 25  2  0  0  0  0
  5  6  1  0  0  0  0
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 24 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025760

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])[C@]2([H])O[C@]2([H])C(=C([H])[H])[C@]([H])(Cl)[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]2(O[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]3([H])O[C@]3([H])[C@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H31ClO10/c1-7-12-19(32-11(5)27)24(30)9(3)22(29)35-20(24)13(25)8(2)15-16(33-15)18(28)23(12,6)21-17(34-21)14(7)31-10(4)26/h7,9,12-21,28,30H,2H2,1,3-6H3/t7-,9+,12-,13+,14-,15-,16-,17+,18-,19-,20+,21+,23+,24-/m1/s1

> <INCHI_KEY>
PGRWMZUTBYCJHO-SXPSIKGXSA-N

> <FORMULA>
C24H31ClO10

> <MOLECULAR_WEIGHT>
514.95

> <EXACT_MASS>
514.1605749

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
49.649756074100466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3S,5R,7S,8R,11R,12R,13R,14S,15R,16R,17S,19R)-13-(acetyloxy)-7-chloro-2,12-dihydroxy-1,11,15-trimethyl-6-methylidene-10-oxo-4,9,18-trioxapentacyclo[12.5.0.0^{3,5}.0^{8,12}.0^{17,19}]nonadecan-16-yl acetate

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
0.4731042243333333

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.59701380201642

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.346109407829779

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4242449925555407

> <JCHEM_POLAR_SURFACE_AREA>
144.42000000000002

> <JCHEM_REFRACTIVITY>
115.71549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,5R,7S,8R,11R,12R,13R,14S,15R,16R,17S,19R)-13-(acetyloxy)-7-chloro-2,12-dihydroxy-1,11,15-trimethyl-6-methylidene-10-oxo-4,9,18-trioxapentacyclo[12.5.0.0^{3,5}.0^{8,12}.0^{17,19}]nonadecan-16-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
    1.5547    0.3658   -4.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603   -0.7390   -4.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414   -0.9510   -4.2163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1868   -1.2110   -5.8372 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2923    0.0203   -3.3638 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.6734    0.5764   -2.0658 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.1830   -0.0679    1.4856 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.7019   -1.6871    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4629   -3.4097   -0.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7985   -3.1061   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5137   -3.1393   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018   -2.7958   -4.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
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 16 48  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       1.555   0.366  -4.972  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060  -0.739  -4.381  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.441  -0.951  -4.216  0.00  0.00           C+0
HETATM    4 Cl   UNK     0      -1.187  -1.211  -5.837  0.00  0.00          Cl+0
HETATM    5  C   UNK     0      -1.292   0.020  -3.364  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.742   1.195  -4.047  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.163   2.080  -3.087  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.800   3.092  -3.333  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.777   1.582  -1.704  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.355   2.741  -0.811  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.673   0.576  -2.066  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.476   1.372  -2.365  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.389  -0.579  -1.044  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.628  -0.979  -0.415  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.218  -2.129  -0.839  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.485  -2.373  -0.079  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.788  -2.847  -1.728  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.710  -0.288   0.027  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.183  -0.068   1.486  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.294  -1.300   2.266  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.262   0.708   2.287  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.903   0.823   3.677  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.009   1.788   3.975  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.256   1.818   5.452  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.562   2.519   3.167  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.591   0.005   2.206  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.396   0.431   1.092  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.948  -0.928   1.064  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.964  -1.276  -0.071  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.589  -2.765   0.150  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.777  -1.141  -1.439  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.722   0.192  -1.933  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.456  -2.109  -2.565  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.296  -1.805  -3.708  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.900  -1.892  -3.981  0.00  0.00           C+0
HETATM   36  H   UNK     0       2.619   0.487  -5.148  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.907   1.176  -5.299  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.555  -1.933  -3.745  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.213  -0.534  -3.126  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.661   1.087  -1.286  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.929   2.388   0.129  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.623   3.393  -1.299  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.221   3.366  -0.570  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.310   0.862  -2.280  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.004  -1.412  -1.632  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.921  -3.324  -0.398  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.272  -2.433   0.992  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.199  -1.572  -0.285  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.116   0.699  -0.223  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.696   0.584   1.417  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.529  -1.811   2.775  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.813  -2.026   1.640  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.998  -0.995   3.049  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.389   1.717   1.870  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.687   0.867   5.774  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.963   2.620   5.685  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.679   2.017   5.981  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.093  -0.104   3.158  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.702  -1.687   1.239  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.463  -3.410  -0.007  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.799  -3.106  -0.522  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.273  -2.977   1.171  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.833  -1.327  -1.198  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.407   0.240  -2.632  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.514  -3.139  -2.233  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.602  -2.796  -4.512  0.00  0.00           H+0
CONECT    1    2   36   37                                                  
CONECT    2    1   35    3                                                  
CONECT    3    2    5    4   38                                             
CONECT    4    3                                                            
CONECT    5    3   11    6   39                                             
CONECT    6    7    5                                                       
CONECT    7    8    9    6                                                  
CONECT    8    7                                                            
CONECT    9   10   11    7   40                                             
CONECT   10    9   41   42   43                                             
CONECT   11   13    5   12    9                                             
CONECT   12   11   44                                                       
CONECT   13   11   14   18   45                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   46   47   48                                             
CONECT   17   15                                                            
CONECT   18   49   13   19   29                                             
CONECT   19   20   21   18   50                                             
CONECT   20   19   51   52   53                                             
CONECT   21   26   19   22   54                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   55   56   57                                             
CONECT   25   23                                                            
CONECT   26   21   28   27   58                                             
CONECT   27   28   26                                                       
CONECT   28   26   29   27   59                                             
CONECT   29   30   31   28   18                                             
CONECT   30   29   60   61   62                                             
CONECT   31   33   32   29   63                                             
CONECT   32   31   64                                                       
CONECT   33   31   35   34   65                                             
CONECT   34   35   33                                                       
CONECT   35   33    2   34   66                                             
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    5                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   12                                                            
CONECT   45   13                                                            
CONECT   46   16                                                            
CONECT   47   16                                                            
CONECT   48   16                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   24                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   26                                                            
CONECT   59   28                                                            
CONECT   60   30                                                            
CONECT   61   30                                                            
CONECT   62   30                                                            
CONECT   63   31                                                            
CONECT   64   32                                                            
CONECT   65   33                                                            
CONECT   66   35                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  140    0
END

RDKit          3D

66 70  0  0  0  0  0  0  0  0999 V2000
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 26 21  1  0
 29 30  1  1
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 31 33  1  0
  2  1  2  3
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  9 10  1  0
 35  2  1  0
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  2  3  1  0
 18 49  1  6
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 35 34  1  0
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 29 28  1  0
 14 15  1  0
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 15 17  2  0
 11  9  1  0
 22 23  1  0
  9  7  1  0
 23 24  1  0
  7  6  1  0
 23 25  2  0
  5  6  1  0
 28 27  1  0
 26 27  1  0
 26 58  1  1
 28 59  1  1
 13 45  1  6
 31 63  1  1
 33 65  1  1
 35 66  1  6
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  5 39  1  1
  9 40  1  1
 30 60  1  0
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  1 36  1  0
  1 37  1  0
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 32 64  1  0
 12 44  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₁ClO₁₀

Average Mass

514.9500 Da

Monoisotopic Mass

514.16057 Da

IUPAC Name

(1S,2S,3S,5R,7S,8R,11R,12R,13R,14S,15R,16R,17S,19R)-13-(acetyloxy)-7-chloro-2,12-dihydroxy-1,11,15-trimethyl-6-methylidene-10-oxo-4,9,18-trioxapentacyclo[12.5.0.0^{3,5}.0^{8,12}.0^{17,19}]nonadecan-16-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])[C@]2([H])O[C@]2([H])C(=C([H])[H])[C@]([H])(Cl)[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]2(O[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]3([H])O[C@]3([H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C24H31ClO10/c1-7-12-19(32-11(5)27)24(30)9(3)22(29)35-20(24)13(25)8(2)15-16(33-15)18(28)23(12,6)21-17(34-21)14(7)31-10(4)26/h7,9,12-21,28,30H,2H2,1,3-6H3/t7-,9+,12-,13+,14-,15-,16-,17+,18-,19-,20+,21+,23+,24-/m1/s1

InChI Key

PGRWMZUTBYCJHO-SXPSIKGXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Braiareum stechei	-	KNApSAcK
Briareum excavatum	LOTUS Database	35616633
Briareum stechei	JEOL database	Kwak, J. H., et al, J. Nat. Prod. 64, 754 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Oxepane
Gamma butyrolactone
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alkyl chloride
Alcohol
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
Alkyl halide
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.62	ALOGPS
logP	0.47	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	12.35	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	144.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	115.72 m³·mol⁻¹	ChemAxon
Polarizability	49.65 Å³	ChemAxon
Number of Rings	5	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

10473276

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23427120

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kwak, J. H., et al. (2001). Kwak, J. H., et al, J. Nat. Prod. 64, 754 (2001). J. Nat. Prod..

Showing NP-Card for Brianolide (NP0025760)

MOL for NP0025760 (Brianolide)

3D MOL for NP0025760 (Brianolide)

3D SDF for NP0025760 (Brianolide)

3D-SDF for NP0025760 (Brianolide)

PDB for NP0025760 (Brianolide)

3D PDB for NP0025760 (Brianolide)

SMILES for NP0025760 (Brianolide)

INCHI for NP0025760 (Brianolide)

Structure for NP0025760 (Brianolide)

3D Structure for NP0025760 (Brianolide)