NP-MRD: Showing NP-Card for Akunolide B (NP0332023)

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Record Information

Version

1.0

Created at

2023-10-24 04:02:04 UTC

Updated at

2024-04-19 10:11:49 UTC

NP-MRD ID

NP0332023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Akunolide B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10242304022D          

 50 52  0  0  1  0            999 V2000
   -1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    4.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2822    3.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0500    4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276    7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1447    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
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  7  8  1  0  0  0  0
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 19 20  2  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 24 21  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 27 26  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
  2 29  1  0  0  0  0
  9 30  2  0  0  0  0
  7 31  1  1  0  0  0
  7 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 35 32  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  1  0  0  0
 42 43  1  0  0  0  0
 44 41  1  0  0  0  0
 44 45  1  6  0  0  0
 45 46  1  0  0  0  0
 44 47  1  0  0  0  0
 47 37  1  0  0  0  0
 47 48  1  1  0  0  0
 35 49  1  1  0  0  0
 35 50  1  0  0  0  0
  4 50  1  0  0  0  0
M  END


  Mrv2104 10242304022D          

 50 52  0  0  1  0            999 V2000
   -1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    4.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2822    3.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0500    4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276    7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1447    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 24 21  1  0  0  0  0
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 27 26  1  0  0  0  0
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 27 29  1  0  0  0  0
  2 29  1  0  0  0  0
  9 30  2  0  0  0  0
  7 31  1  1  0  0  0
  7 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 35 32  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  1  0  0  0
 42 43  1  0  0  0  0
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 44 45  1  6  0  0  0
 45 46  1  0  0  0  0
 44 47  1  0  0  0  0
 47 37  1  0  0  0  0
 47 48  1  1  0  0  0
 35 49  1  1  0  0  0
 35 50  1  0  0  0  0
  4 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@]([H])(O[C@]3([H])OC[C@@H](OC)[C@H](OC)[C@H]3O)C(C)(C)[C@]([H])(CC(=O)O[C@H](\C=C\C=C\CCCC=C)C(C)(C)[C@H](O)C[C@@H](C)C[C@@H](O)C1)O2

> <INCHI_IDENTIFIER>
InChI=1S/C36H60O10/c1-9-10-11-12-13-14-15-16-28-35(3,4)27(38)18-23(2)17-24(37)19-25-20-29(36(5,6)30(44-25)21-31(39)45-28)46-34-32(40)33(42-8)26(41-7)22-43-34/h9,13-16,23-30,32-34,37-38,40H,1,10-12,17-22H2,2-8H3/b14-13+,16-15+/t23-,24+,25+,26+,27+,28+,29-,30-,32+,33-,34-/m0/s1

> <INCHI_KEY>
DTMUCURJPGFTOJ-VQOXNJQJSA-N

> <FORMULA>
C36H60O10

> <MOLECULAR_WEIGHT>
652.866

> <EXACT_MASS>
652.418648132

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
75.332914317545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5R,7R,9S,11R,13R,15S)-7,11-dihydroxy-15-{[(2S,3R,4R,5R)-3-hydroxy-4,5-dimethoxyoxan-2-yl]oxy}-6,6,9,16,16-pentamethyl-5-[(1E,3E)-nona-1,3,8-trien-1-yl]-4,17-dioxabicyclo[11.3.1]heptadecan-3-one

> <JCHEM_LOGP>
4.6879249136666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.515623946230052

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.362650787587913

> <JCHEM_PKA_STRONGEST_BASIC>
-2.724915808889537

> <JCHEM_POLAR_SURFACE_AREA>
133.14000000000001

> <JCHEM_REFRACTIVITY>
176.72159999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,7R,9S,11R,13R,15S)-7,11-dihydroxy-15-{[(2S,3R,4R,5R)-3-hydroxy-4,5-dimethoxyoxan-2-yl]oxy}-6,6,9,16,16-pentamethyl-5-[(1E,3E)-nona-1,3,8-trien-1-yl]-4,17-dioxabicyclo[11.3.1]heptadecan-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-OCT-23         0                                  
HETATM    1  O   UNK     0      -2.667   7.700   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0      -6.668   8.470   0.000  0.00  0.00           H+0
HETATM    6  O   UNK     0      -4.001  10.010   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  10.010   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.517   7.967   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.527   6.253   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.960   8.337   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.000  12.320   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      -4.001  13.090   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.345  13.500   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.325  13.500   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -8.002  12.320   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0      -9.336  13.090   0.000  0.00  0.00           H+0
HETATM   39  O   UNK     0      -9.336  10.010   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -12.003  10.010   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -13.337   9.240   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -13.337   7.700   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -12.003  11.550   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0     -13.337  12.320   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0     -13.337  13.860   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -10.669  12.320   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -10.669  13.860   0.000  0.00  0.00           O+0
HETATM   49  H   UNK     0      -8.002  10.780   0.000  0.00  0.00           H+0
HETATM   50  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   50                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   31   32                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   11   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    2                                                       
CONECT   30    9                                                            
CONECT   31    7                                                            
CONECT   32    7   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32   36   49   50                                             
CONECT   36   35   37                                                       
CONECT   37   36   38   39   47                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41   45   47                                                  
CONECT   45   44   46                                                       
CONECT   46   45                                                            
CONECT   47   44   37   48                                                  
CONECT   48   47                                                            
CONECT   49   35                                                            
CONECT   50   35    4                                                       
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₆₀O₁₀

Average Mass

652.8660 Da

Monoisotopic Mass

652.41865 Da

IUPAC Name

(1S,5R,7R,9S,11R,13R,15S)-7,11-dihydroxy-15-{[(2S,3R,4R,5R)-3-hydroxy-4,5-dimethoxyoxan-2-yl]oxy}-6,6,9,16,16-pentamethyl-5-[(1E,3E)-nona-1,3,8-trien-1-yl]-4,17-dioxabicyclo[11.3.1]heptadecan-3-one

Traditional Name

(1S,5R,7R,9S,11R,13R,15S)-7,11-dihydroxy-15-{[(2S,3R,4R,5R)-3-hydroxy-4,5-dimethoxyoxan-2-yl]oxy}-6,6,9,16,16-pentamethyl-5-[(1E,3E)-nona-1,3,8-trien-1-yl]-4,17-dioxabicyclo[11.3.1]heptadecan-3-one

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@]([H])(O[C@]3([H])OC[C@@H](OC)[C@H](OC)[C@H]3O)C(C)(C)[C@]([H])(CC(=O)O[C@H](\C=C\C=C\CCCC=C)C(C)(C)[C@H](O)C[C@@H](C)C[C@@H](O)C1)O2

InChI Identifier

InChI=1S/C36H60O10/c1-9-10-11-12-13-14-15-16-28-35(3,4)27(38)18-23(2)17-24(37)19-25-20-29(36(5,6)30(44-25)21-31(39)45-28)46-34-32(40)33(42-8)26(41-7)22-43-34/h9,13-16,23-30,32-34,37-38,40H,1,10-12,17-22H2,2-8H3/b14-13+,16-15+/t23-,24+,25+,26+,27+,28+,29-,30-,32+,33-,34-/m0/s1

InChI Key

DTMUCURJPGFTOJ-VQOXNJQJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 392 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 396 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 396 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum
HMQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 392 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 100 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 396 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 396 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 99 MHz, CD3OD, experimental)	caopengran16@126.com	Not Available	Not Available	2024-02-27	View Spectrum

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	4.69	ChemAxon
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	133.14 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	176.72 m³·mol⁻¹	ChemAxon
Polarizability	75.33 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Akunolide B (NP0332023)

MOL for NP0332023 (Akunolide B)

3D MOL for NP0332023 (Akunolide B)

3D SDF for NP0332023 (Akunolide B)

3D-SDF for NP0332023 (Akunolide B)

PDB for NP0332023 (Akunolide B)

3D PDB for NP0332023 (Akunolide B)

SMILES for NP0332023 (Akunolide B)

INCHI for NP0332023 (Akunolide B)

Structure for NP0332023 (Akunolide B)

3D Structure for NP0332023 (Akunolide B)