NP-MRD: Showing NP-Card for Dukunolide C (NP0335417)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 01:31:05 UTC

Updated at

2024-09-11 01:31:05 UTC

NP-MRD ID

NP0335417

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dukunolide C

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262304032D          

 39 45  0  0  0  0            999 V2000
    5.6523   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959   -1.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -2.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7511   -3.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6175   -4.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5277   -1.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7640   -1.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5641   -3.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6394   -2.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1940   -4.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0593   -5.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8628   -4.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1119   -2.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2236   -2.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716   -3.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0990   -3.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3481   -1.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8593   -3.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6832   -4.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2938   -4.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9324   -1.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2804   -2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9873   -3.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1558   -3.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6961   -2.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8078   -3.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920   -3.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7768    0.4328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312   -4.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -5.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8207   -1.0834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5845   -1.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0782   -3.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8821   -5.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4470   -4.4715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5802   -3.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0951   -4.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  2  0  0  0  0
 12  1  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  7  2  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 22  1  0  0  0  0
 24  4  1  0  0  0  0
 24  9  1  0  0  0  0
 24 15  1  0  0  0  0
 24 17  1  0  0  0  0
 25  5  1  0  0  0  0
 26 18  1  0  0  0  0
 26 22  1  0  0  0  0
 27 16  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 19  1  0  0  0  0
 28 23  1  0  0  0  0
 28 25  1  0  0  0  0
 29 12  2  0  0  0  0
 30 20  2  0  0  0  0
 31 21  2  0  0  0  0
 32 22  2  0  0  0  0
 33 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 10  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 36 18  1  0  0  0  0
 37 17  1  0  0  0  0
 37 20  1  0  0  0  0
 38 19  1  0  0  0  0
 38 28  1  0  0  0  0
 39 21  1  0  0  0  0
 39 25  1  0  0  0  0
M  END


  Mrv2104 05262304032D          

 39 45  0  0  0  0            999 V2000
    5.6523   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959   -1.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -2.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7511   -3.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6175   -4.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5277   -1.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7640   -1.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5641   -3.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6394   -2.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1940   -4.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0593   -5.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8628   -4.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1119   -2.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2236   -2.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716   -3.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0990   -3.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3481   -1.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8593   -3.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6832   -4.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2938   -4.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9324   -1.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2804   -2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9873   -3.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1558   -3.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6961   -2.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8078   -3.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920   -3.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7768    0.4328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312   -4.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -5.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8207   -1.0834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5845   -1.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0782   -3.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8821   -5.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4470   -4.4715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5802   -3.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0951   -4.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  2  0  0  0  0
 12  1  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  7  2  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 22  1  0  0  0  0
 24  4  1  0  0  0  0
 24  9  1  0  0  0  0
 24 15  1  0  0  0  0
 24 17  1  0  0  0  0
 25  5  1  0  0  0  0
 26 18  1  0  0  0  0
 26 22  1  0  0  0  0
 27 16  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 19  1  0  0  0  0
 28 23  1  0  0  0  0
 28 25  1  0  0  0  0
 29 12  2  0  0  0  0
 30 20  2  0  0  0  0
 31 21  2  0  0  0  0
 32 22  2  0  0  0  0
 33 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 10  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 36 18  1  0  0  0  0
 37 17  1  0  0  0  0
 37 20  1  0  0  0  0
 38 19  1  0  0  0  0
 38 28  1  0  0  0  0
 39 21  1  0  0  0  0
 39 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335417

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C2=CCCC3(C)C(OC(=O)C(=C23)C2(O)C3(C)OC(=O)C4OC34C(C)(C)C(=O)C12O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1/C28H28O11/c1-12(29)36-18-14-7-6-9-24(4)15(14)16(20(30)37-17(24)13-8-10-35-11-13)27(34)25(5)28(19(38-28)21(31)39-25)23(2,3)22(32)26(18,27)33/h7-8,10-11,17-19,33-34H,6,9H2,1-5H3

> <INCHI_KEY>
HOJFTRARYIFTJU-UHFFFAOYNA-N

> <FORMULA>
C28H28O11

> <MOLECULAR_WEIGHT>
540.521

> <EXACT_MASS>
540.163161722

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
51.90170097584128

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{6,8}.0^{17,21}]henicosa-1(21),13-dien-12-yl acetate

> <JCHEM_LOGP>
1.4023111446666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.297598341165543

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.746708368113834

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8734448372808514

> <JCHEM_POLAR_SURFACE_AREA>
162.1

> <JCHEM_REFRACTIVITY>
127.49419999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{6,8}.0^{17,21}]henicosa-1(21),13-dien-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      10.551  -1.300   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.539  -3.129   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.790  -4.962   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.602  -6.460   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.753  -7.548   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.185  -3.408   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.759  -2.826   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.120  -7.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.394  -4.934   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.295  -8.169   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.177  -9.481   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.125  -0.718   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.811  -7.986   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.542  -3.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.751  -5.295   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.534  -6.239   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.385  -7.403   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.116  -3.187   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.471  -7.193   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.742  -7.765   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.282  -8.502   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.474  -3.548   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.257  -4.492   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.176  -5.878   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.891  -6.600   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.899  -4.131   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.108  -5.656   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.465  -6.018   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.917   0.808   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.525  -8.708   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.700  -9.928   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.265  -2.022   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.691  -2.605   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       7.613  -6.933   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      14.713  -9.595   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.908  -1.661   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      10.168  -8.347   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.950  -5.744   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.778  -8.136   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6    7    9                                                       
CONECT    7    6   14                                                       
CONECT    8   10   13                                                       
CONECT    9    6   24                                                       
CONECT   10    8   35                                                       
CONECT   11   13   35                                                       
CONECT   12    1   29   36                                                  
CONECT   13    8   11   17                                                  
CONECT   14    7   15   18                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   20   27                                                  
CONECT   17   13   24   37                                                  
CONECT   18   14   26   36                                                  
CONECT   19   21   28   38                                                  
CONECT   20   16   30   37                                                  
CONECT   21   19   31   39                                                  
CONECT   22   23   26   32                                                  
CONECT   23    2    3   22   28                                             
CONECT   24    4    9   15   17                                             
CONECT   25    5   27   28   39                                             
CONECT   26   18   22   27   33                                             
CONECT   27   16   25   26   34                                             
CONECT   28   19   23   25   38                                             
CONECT   29   12                                                            
CONECT   30   20                                                            
CONECT   31   21                                                            
CONECT   32   22                                                            
CONECT   33   26                                                            
CONECT   34   27                                                            
CONECT   35   10   11                                                       
CONECT   36   12   18                                                       
CONECT   37   17   20                                                       
CONECT   38   19   28                                                       
CONECT   39   21   25                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₈O₁₁

Average Mass

540.5210 Da

Monoisotopic Mass

540.16316 Da

IUPAC Name

18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{6,8}.0^{17,21}]henicosa-1(21),13-dien-12-yl acetate

Traditional Name

18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{6,8}.0^{17,21}]henicosa-1(21),13-dien-12-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C2=CCCC3(C)C(OC(=O)C(=C23)C2(O)C3(C)OC(=O)C4OC34C(C)(C)C(=O)C12O)C1=COC=C1

InChI Identifier

InChI=1/C28H28O11/c1-12(29)36-18-14-7-6-9-24(4)15(14)16(20(30)37-17(24)13-8-10-35-11-13)27(34)25(5)28(19(38-28)21(31)39-25)23(2,3)22(32)26(18,27)33/h7-8,10-11,17-19,33-34H,6,9H2,1-5H3

InChI Key

HOJFTRARYIFTJU-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	1.4	ChemAxon
pKa (Strongest Acidic)	10.75	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	162.1 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	127.49 m³·mol⁻¹	ChemAxon
Polarizability	51.9 Å³	ChemAxon
Number of Rings	7	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

Not Available

References

General References

Not Available

Showing NP-Card for Dukunolide C (NP0335417)

MOL for NP0335417 (Dukunolide C)

3D MOL for NP0335417 (Dukunolide C)

3D SDF for NP0335417 (Dukunolide C)

3D-SDF for NP0335417 (Dukunolide C)

PDB for NP0335417 (Dukunolide C)

3D PDB for NP0335417 (Dukunolide C)

SMILES for NP0335417 (Dukunolide C)

INCHI for NP0335417 (Dukunolide C)

Structure for NP0335417 (Dukunolide C)

3D Structure for NP0335417 (Dukunolide C)