NP-MRD: Showing NP-Card for (1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate (NP0322062)

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Record Information

Version

2.0

Created at

2022-09-12 00:37:18 UTC

Updated at

2022-09-12 00:37:19 UTC

NP-MRD ID

NP0322062

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate

Description

Briarein F belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. (1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate is found in Briareum asbestinum. Based on a literature review very few articles have been published on Briarein F.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122202372D          

 43 46  0  0  1  0            999 V2000
    2.4371    4.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    3.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2231    3.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829    2.8543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3074    2.8807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6969    3.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5215    3.6344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9109    4.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757    5.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652    5.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6511    5.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9566    2.9335    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6052    2.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5713    3.4837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5672    2.2061    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2498    1.7428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9014    2.2489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7889    3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8489    3.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4405    3.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297    0.9668    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9930    1.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543    0.9932    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8176    1.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6342    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4266   -0.0126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -0.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6484   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9283   -1.1077    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8238   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -1.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931   -1.3477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3292    0.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    0.8813    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0910    1.6737    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4084    2.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659    1.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6059    0.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    2.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7426    2.1797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9306    2.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
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 15 12  1  6  0  0  0
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 21 28  1  0  0  0  0
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 39 41  2  0  0  0  0
 37 42  1  0  0  0  0
  5 42  1  0  0  0  0
 15 42  1  0  0  0  0
 42 43  1  6  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
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    2.5207    1.4282    0.2593 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9809    2.2645   -0.7635 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0994    3.0796   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6023    3.9726   -1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7587    3.0904    0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3409   -0.5125   -1.4656 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9413   -4.3773   -1.2092 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5168    0.2778   -1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 44  1  0
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  1 46  1  0
M  END


  Mrv1652309122202372D          

 43 46  0  0  1  0            999 V2000
    2.4371    4.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4405    3.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297    0.9668    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9930    1.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543    0.9932    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8176    1.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6342    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4266   -0.0126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -0.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    0.1744    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6484   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9283   -1.1077    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8238   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -1.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931   -1.3477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1412    0.1053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3292    0.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    0.8813    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0910    1.6737    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4084    2.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659    1.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6059    0.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    2.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7426    2.1797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9306    2.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  1  0  0  0
 15 12  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 28 27  1  1  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  1  0  0  0
 36 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 37 42  1  0  0  0  0
  5 42  1  0  0  0  0
 15 42  1  0  0  0  0
 42 43  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0322062

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H37ClO14/c1-10-25(35)43-22-18(29)15(9-30)19-20(42-19)23(40-13(4)33)26(6)16(38-11(2)31)8-17(39-12(3)32)27(7,36)21(26)24(28(10,22)37)41-14(5)34/h10,16-17,19-24,30,36-37H,8-9H2,1-7H3/b18-15+/t10-,16-,17+,19+,20+,21+,22-,23-,24-,26-,27+,28-/m0/s1

> <INCHI_KEY>
FGGARRZISMNPTH-BBQUAXPISA-N

> <FORMULA>
C28H37ClO14

> <MOLECULAR_WEIGHT>
633.04

> <EXACT_MASS>
632.1871836

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
61.29175542843139

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3R,5R,6E,8R,11R,12R,13S,14S,15S,16R,18S)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0^{3,5}.0^{8,12}]octadec-6-en-13-yl acetate

> <JCHEM_LOGP>
-1.615426861333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.694075535289109

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.28724384958326

> <JCHEM_PKA_STRONGEST_BASIC>
-2.802585337995329

> <JCHEM_POLAR_SURFACE_AREA>
204.71999999999997

> <JCHEM_REFRACTIVITY>
141.0117

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,5R,6E,8R,11R,12R,13S,14S,15S,16R,18S)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0^{3,5}.0^{8,12}]octadec-6-en-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       4.549   7.994   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.822   6.636   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.283   6.587   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.635   5.328   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.174   5.377   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.901   6.735   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.440   6.784   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.167   8.142   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.355   9.450   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.082  10.808   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.815   9.401   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.252   5.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.463   4.524   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.400   6.503   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.525   4.118   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.800   3.253   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.016   4.198   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.806   5.724   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.918   7.259   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.022   6.668   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.322   1.805   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.187   3.079   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      11.861   1.854   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.726   3.128   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.384   0.405   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.863  -0.024   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      11.168  -0.539   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.893   0.326   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.677  -0.619   0.000  0.00  0.00           C+0
HETATM   30 Cl   UNK     0       9.200  -2.068   0.000  0.00  0.00          Cl+0
HETATM   31  C   UNK     0       7.138  -0.668   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.709  -2.147   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.214  -2.516   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.864   0.197   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.348   0.468   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       5.341   1.645   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.770   3.124   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.496   3.989   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.110   3.318   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.998   1.782   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.835   4.183   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       6.986   4.069   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       5.470   4.341   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   42                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   42                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22   23   28                                             
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   21   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34   36                                                       
CONECT   36   35   34   37                                                  
CONECT   37   36   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   37    5   15   43                                             
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₇ClO₁₄

Average Mass

633.0400 Da

Monoisotopic Mass

632.18718 Da

IUPAC Name

(1R,2R,3R,5R,6E,8R,11R,12R,13S,14S,15S,16R,18S)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0^{3,5}.0^{8,12}]octadec-6-en-13-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C28H37ClO14/c1-10-25(35)43-22-18(29)15(9-30)19-20(42-19)23(40-13(4)33)26(6)16(38-11(2)31)8-17(39-12(3)32)27(7,36)21(26)24(28(10,22)37)41-14(5)34/h10,16-17,19-24,30,36-37H,8-9H2,1-7H3/b18-15+/t10-,16-,17+,19+,20+,21+,22-,23-,24-,26-,27+,28-/m0/s1

InChI Key

FGGARRZISMNPTH-BBQUAXPISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Briareum asbestinum	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Gamma butyrolactone
Cyclitol or derivatives
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Lactone
Carboxylic acid ester
Oxacycle
Chloroalkene
Haloalkene
Organoheterocyclic compound
Vinyl halide
Vinyl chloride
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
Alcohol
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	-1.6	ChemAxon
pKa (Strongest Acidic)	12.29	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	204.72 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	141.01 m³·mol⁻¹	ChemAxon
Polarizability	61.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101712955

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate (NP0322062)

MOL for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

3D MOL for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

3D SDF for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

3D-SDF for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

PDB for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

3D PDB for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

SMILES for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

INCHI for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

Structure for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)

3D Structure for NP0322062 ((1r,2r,3r,5r,6e,8r,11r,12r,13s,14s,15s,16r,18s)-2,16,18-tris(acetyloxy)-7-chloro-12,15-dihydroxy-6-(hydroxymethyl)-1,11,15-trimethyl-10-oxo-4,9-dioxatetracyclo[12.4.0.0³,⁵.0⁸,¹²]octadec-6-en-13-yl acetate)