NP-MRD: Showing NP-Card for (1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate (NP0257888)

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Record Information

Version

2.0

Created at

2022-09-07 23:09:14 UTC

Updated at

2022-09-07 23:09:14 UTC

NP-MRD ID

NP0257888

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate

Description

(1S,2S,4S,5R,6R,7S,9R,12R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-7-yl furan-2-carboxylate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups (1S,2S,4S,5R,6R,7S,9R,12R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-7-yl furan-2-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272006432D          

 45 49  0  0  0  0            999 V2000
   -0.9263    1.8517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6408    1.4392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5027    0.2016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2172    1.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    1.8517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9263    2.6767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3553    1.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0697    1.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6408    3.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7842    1.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3552    2.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2171    0.6142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2171   -0.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003   -0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1894   -3.1331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902   -1.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  4  5  1  0  0  0  0
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 39 36  1  6  0  0  0
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  2 38  1  0  0  0  0
 37  3  1  0  0  0  0
 37 14  1  1  0  0  0
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 40 41  1  6  0  0  0
 37 40  1  0  0  0  0
 40  5  1  0  0  0  0
  1 40  1  0  0  0  0
M  END

     RDKit          3D

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   -0.8769   -1.1071   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8505    2.4106   -0.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309272006432D          

 45 49  0  0  0  0            999 V2000
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   -1.6408    1.4392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.2171    0.6142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2171   -0.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003   -0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9793    0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -1.8956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -2.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -1.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -3.1331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902   -1.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7971   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -2.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    2.6767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2170    3.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315    2.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2170    3.9142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0177    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    1.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372    2.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852    3.0122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458   -0.4427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -0.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2065    0.6119    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6435    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290    0.2029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2118    1.4392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2118    3.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    3.6084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    4.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118    4.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2170    4.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  6  0  0  0
  2  7  1  6  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
  8 12  2  0  0  0  0
  9 13  2  0  0  0  0
 15 16  1  1  0  0  0
  3 15  1  0  0  0  0
 15  4  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 20 21  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 23  2  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 20 22  2  0  0  0  0
 20 19  1  0  0  0  0
  3 19  1  1  0  0  0
 28 29  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 29 31  2  0  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 28 30  2  0  0  0  0
 28 27  1  0  0  0  0
  5 27  1  1  0  0  0
 38 39  1  0  0  0  0
 39 36  1  6  0  0  0
 39 37  1  0  0  0  0
  2 38  1  0  0  0  0
 37  3  1  0  0  0  0
 37 14  1  1  0  0  0
 39 35  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 40 41  1  6  0  0  0
 37 40  1  0  0  0  0
 40  5  1  0  0  0  0
  1 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257888

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@]12[C@H](C[C@@H]3[C@@H](OC(=O)C4=CC=CO4)[C@]1(OC3(C)C)[C@@](C)(O)C[C@H](OC(C)=O)[C@@H]2OC(C)=O)OC(=O)C1=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C31H36O14/c1-16(32)40-15-30-23(43-26(35)20-9-7-11-38-20)13-19-24(44-27(36)21-10-8-12-39-21)31(30,45-28(19,4)5)29(6,37)14-22(41-17(2)33)25(30)42-18(3)34/h7-12,19,22-25,37H,13-15H2,1-6H3/t19-,22+,23+,24-,25+,29+,30-,31+/m1/s1

> <INCHI_KEY>
UIECACVRTPYSCK-MVPWXCBGSA-N

> <FORMULA>
C31H36O14

> <MOLECULAR_WEIGHT>
632.615

> <EXACT_MASS>
632.210505839

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
62.288086884814575

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5R,6R,7S,9R,12R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-7-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-2-carboxylate

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
1.3114629340000006

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.668910683570907

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7810214092489023

> <JCHEM_POLAR_SURFACE_AREA>
187.23999999999995

> <JCHEM_REFRACTIVITY>
147.3197

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5R,6R,7S,9R,12R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-7-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -1.729   3.457   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.063   2.687   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.938   0.376   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.272   2.687   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.938   3.457   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.729   4.997   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -4.397   3.457   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.730   2.687   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.063   5.767   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.064   3.457   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.396   4.997   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.730   1.147   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -3.063   7.307   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.395  -0.393   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.272   1.147   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.272  -0.393   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.361  -1.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.695   0.196   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.980  -3.538   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.354  -4.308   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.687  -3.538   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.354  -5.848   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.848  -2.007   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.355  -1.687   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.125  -3.020   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.094  -4.165   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.938   4.997   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.272   5.767   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.605   4.997   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.272   7.307   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.766   3.465   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.273   3.145   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.043   4.478   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.012   5.623   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.699  -0.826   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.753  -0.808   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.385   1.142   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.068   1.149   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.734   0.379   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.395   2.687   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.395   5.966   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.938   6.736   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.938   8.276   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -0.395   9.045   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       2.272   9.045   0.000  0.00  0.00           C+0
CONECT    1    2    6   40                                                  
CONECT    2    1    7   38                                                  
CONECT    3   15   19   37                                                  
CONECT    4    5   15                                                       
CONECT    5    4   27   40                                                  
CONECT    6    1    9                                                       
CONECT    7    2    8                                                       
CONECT    8    7   10   12                                                  
CONECT    9    6   11   13                                                  
CONECT   10    8                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
CONECT   14   16   37                                                       
CONECT   15   16    3    4                                                  
CONECT   16   15   14   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   20    3                                                       
CONECT   20   21   22   19                                                  
CONECT   21   20   23   26                                                  
CONECT   22   20                                                            
CONECT   23   24   21                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   28    5                                                       
CONECT   28   29   30   27                                                  
CONECT   29   28   31   34                                                  
CONECT   30   28                                                            
CONECT   31   32   29                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   39                                                            
CONECT   36   39                                                            
CONECT   37   39    3   14   40                                             
CONECT   38   39    2                                                       
CONECT   39   38   36   37   35                                             
CONECT   40   41   37    5    1                                             
CONECT   41   42   40                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,4S,5R,6R,7S,9R,12R)-4,5-Bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0,]dodecan-7-yl furan-2-carboxylic acid	Generator

Chemical Formula

C₃₁H₃₆O₁₄

Average Mass

632.6150 Da

Monoisotopic Mass

632.21051 Da

IUPAC Name

(1S,2S,4S,5R,6R,7S,9R,12R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-7-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-2-carboxylate

Traditional Name

(1S,2S,4S,5R,6R,7S,9R,12R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-7-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-2-carboxylate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@]12[C@H](C[C@@H]3[C@@H](OC(=O)C4=CC=CO4)[C@]1(OC3(C)C)[C@@](C)(O)C[C@H](OC(C)=O)[C@@H]2OC(C)=O)OC(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C31H36O14/c1-16(32)40-15-30-23(43-26(35)20-9-7-11-38-20)13-19-24(44-27(36)21-10-8-12-39-21)31(30,45-28(19,4)5)29(6,37)14-22(41-17(2)33)25(30)42-18(3)34/h7-12,19,22-25,37H,13-15H2,1-6H3/t19-,22+,23+,24-,25+,29+,30-,31+/m1/s1

InChI Key

UIECACVRTPYSCK-MVPWXCBGSA-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

Not Available

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
Agarofuran
Sesquiterpenoid
Furoic acid ester
Furoic acid or derivatives
Oxepane
Cyclitol or derivatives
Cyclic alcohol
Furan
Heteroaromatic compound
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Ether
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.54	ALOGPS
logP	1.31	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.67	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	187.24 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	147.32 m³·mol⁻¹	ChemAxon
Polarizability	62.29 Å³	ChemAxon
Number of Rings	5	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate (NP0257888)

MOL for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

3D MOL for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

3D SDF for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

3D-SDF for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

PDB for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

3D PDB for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

SMILES for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

INCHI for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

Structure for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)

3D Structure for NP0257888 ((1s,2s,4s,5r,6r,7s,9r,12r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-12-(furan-2-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-2-carboxylate)