NP-MRD: Showing NP-Card for Azaspiracid 16 (NP0085382)

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Record Information

Version

2.0

Created at

2022-04-29 05:55:46 UTC

Updated at

2022-04-29 05:55:46 UTC

NP-MRD ID

NP0085382

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Azaspiracid 16

Description

(4E)-5-[(2S,3aR,5R,5'R,6R,6''R,7aR)-2-[(R)-[(2R,3R,4R,5S,6S)-2,4-dihydroxy-3,5-dimethyl-6-{3-[(1'R,2S,2'R,3S,5R,6'R,8'S,10'S)-3,5,10'-trimethyl-3',7',12'-trioxaspiro[piperidine-2,4'-tricyclo[6.3.1.0²,⁶]Dodecane]-8'-yl]prop-1-en-2-yl}oxan-2-yl](hydroxy)methyl]-4'',6-dimethyl-2,3,3'',3a,6,6'',7,7a-octahydrodispiro[furo[3,2-b]pyran-5,2'-oxolane-5',2''-pyran]-6''-yl]-3-hydroxypent-4-enoic acid belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. Azaspiracid 16 is found in Mytilus edulis . Based on a literature review very few articles have been published on (4E)-5-[(2S,3aR,5R,5'R,6R,6''R,7aR)-2-[(R)-[(2R,3R,4R,5S,6S)-2,4-dihydroxy-3,5-dimethyl-6-{3-[(1'R,2S,2'R,3S,5R,6'R,8'S,10'S)-3,5,10'-trimethyl-3',7',12'-trioxaspiro[piperidine-2,4'-tricyclo[6.3.1.0²,⁶]Dodecane]-8'-yl]prop-1-en-2-yl}oxan-2-yl](hydroxy)methyl]-4'',6-dimethyl-2,3,3'',3a,6,6'',7,7a-octahydrodispiro[furo[3,2-b]pyran-5,2'-oxolane-5',2''-pyran]-6''-yl]-3-hydroxypent-4-enoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207552D          

 68 76  0  0  1  0            999 V2000
    0.8364   19.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5928   18.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857   18.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4421   17.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055   18.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5350   16.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2914   16.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3843   15.7600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1407   15.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2337   14.6108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9447   15.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5623   14.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2329   13.7257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0579   13.7325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4762   13.0214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2846   12.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3775   12.0367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6266   11.6950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0696   12.3036    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7402   11.5472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2446   12.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8263   13.0079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0013   13.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0953   11.6301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8064   12.0484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1021   10.8051    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2885   10.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9133   10.9550    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1892   11.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4488   10.3274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2601   10.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730    9.5498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7084    8.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3617    9.4000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0859    8.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6213    7.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3455    7.2173    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2391    6.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6247    5.1855    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0120    5.7379    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7568    6.0926    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9692    6.5618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5216    7.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    6.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7228    6.0841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3478    5.3492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7967    4.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239    5.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750    5.9986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2511    5.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4499    6.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2738    6.7762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2416    5.4426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7354    7.3529    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4486    5.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0010    5.8410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7785    5.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9583    6.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2746    8.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8263   10.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3411   11.2125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6513   13.0147    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4118   13.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   14.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8138   14.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1504   13.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7209   15.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2562   19.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  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
 15 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  1  0  0  0
 17 24  1  1  0  0  0
 24 25  1  1  0  0  0
 26 24  1  1  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 37 36  1  1  0  0  0
 37 38  1  0  0  0  0
 39 38  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 37 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  1  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  1  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 45 52  1  0  0  0  0
 45 53  1  1  0  0  0
 40 53  1  0  0  0  0
 42 54  1  6  0  0  0
 39 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  1  0  0  0
 56 58  1  0  0  0  0
 37 58  1  0  0  0  0
 35 59  2  0  0  0  0
 34 60  1  0  0  0  0
 26 60  1  0  0  0  0
 17 61  1  6  0  0  0
 15 62  1  1  0  0  0
 13 63  1  1  0  0  0
 10 63  1  6  0  0  0
 10 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  2  0  0  0  0
  8 67  1  0  0  0  0
  2 68  2  0  0  0  0
M  END

     RDKit          3D

136144  0  0  0  0  0  0  0  0999 V2000
   -4.0672   -3.3121   -0.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5091   -2.1844   -1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -0.8735   -1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6793   -0.9422   -0.8704 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5004   -1.7310   -1.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6707   -2.4574   -1.2723 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7175   -3.8821   -1.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7432   -2.5964    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1291   -1.3851    0.8715 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292207552D          

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M  END
> <DATABASE_ID>
NP0085382

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(C[C@@]2([H])O[C@@]3(CC[C@]4(CC(C)=C[C@H](O4)\C=C\C(O)CC(O)=O)O3)[C@H](C)C[C@@]2([H])O1)[C@@H](O)[C@]1(O)O[C@@H]([C@@H](C)[C@@H](O)[C@H]1C)C(=C)C[C@@]12C[C@@H](C)C[C@@H](O1)[C@@]1([H])O[C@]3(C[C@@]1([H])O2)NC[C@H](C)C[C@@H]3C

> <INCHI_IDENTIFIER>
InChI=1S/C48H73NO14/c1-24-14-33(10-9-32(50)17-39(51)52)57-44(19-24)11-12-47(63-44)29(6)16-34-35(60-47)18-37(56-34)43(54)48(55)31(8)40(53)30(7)41(62-48)27(4)21-45-20-25(2)15-36(58-45)42-38(59-45)22-46(61-42)28(5)13-26(3)23-49-46/h9-10,14,25-26,28-38,40-43,49-50,53-55H,4,11-13,15-23H2,1-3,5-8H3,(H,51,52)/b10-9+/t25-,26+,28-,29+,30-,31+,32?,33+,34+,35+,36+,37-,38+,40+,41+,42+,43+,44+,45-,46-,47+,48+/m0/s1

> <INCHI_KEY>
MGXYNPVHPDXITL-QDIGWYGXSA-N

> <FORMULA>
C48H73NO14

> <MOLECULAR_WEIGHT>
888.105

> <EXACT_MASS>
887.503106035

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
97.5286510534084

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E)-5-[(2S,3aR,5R,5'R,6R,6''R,7aR)-2-[(R)-[(2R,3R,4R,5S,6S)-2,4-dihydroxy-3,5-dimethyl-6-{3-[(1'R,2S,2'R,3S,5R,6'R,8'S,10'S)-3,5,10'-trimethyl-3',7',12'-trioxaspiro[piperidine-2,4'-tricyclo[6.3.1.0^{2,6}]dodecane]-8'-yl]prop-1-en-2-yl}oxan-2-yl](hydroxy)methyl]-4'',6-dimethyl-2,3,3'',3a,6,6'',7,7a-octahydrodispiro[furo[3,2-b]pyran-5,2'-oxolane-5',2''-pyran]-6''-yl]-3-hydroxypent-4-enoic acid

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
2.8085326702982685

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.791784318577411

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8695785696860883

> <JCHEM_PKA_STRONGEST_BASIC>
9.316904581372505

> <JCHEM_POLAR_SURFACE_AREA>
204.08999999999995

> <JCHEM_REFRACTIVITY>
228.76990000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-5-[(2S,3aR,5R,5'R,6R,6''R,7aR)-2-[(R)-[(2R,3R,4R,5S,6S)-2,4-dihydroxy-3,5-dimethyl-6-{3-[(1'R,2S,2'R,3S,5R,6'R,8'S,10'S)-3,5,10'-trimethyl-3',7',12'-trioxaspiro[piperidine-2,4'-tricyclo[6.3.1.0^{2,6}]dodecane]-8'-yl]prop-1-en-2-yl}oxan-2-yl](hydroxy)methyl]-4'',6-dimethyl-2,3,3'',3a,6,6'',7,7a-octahydrodispiro[furo[3,2-b]pyran-5,2'-oxolane-5',2''-pyran]-6''-yl]-3-hydroxypent-4-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       1.561  35.854   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.973  35.239   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.147  33.709   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.559  33.094   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.797  34.009   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.732  31.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.144  30.949   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.317  29.419   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.729  28.804   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.903  27.274   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.230  28.054   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.383  27.033   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.768  25.621   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.308  25.634   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.089  24.307   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.598  23.999   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.771  22.469   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.370  21.831   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.330  22.967   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      10.715  21.555   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       9.790  22.954   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.009  24.281   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.469  24.269   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.111  21.709   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      16.439  22.490   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      15.124  20.170   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.605  20.425   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      16.638  20.449   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.153  21.901   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.638  19.278   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      19.152  19.558   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      17.123  17.826   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.122  16.655   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.609  17.547   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.094  16.095   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.093  14.924   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.578  13.472   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      15.380  11.408   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      14.233   9.680   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.089  10.711   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0      14.479  11.373   0.000  0.00  0.00           H+0
HETATM   42  C   UNK     0      13.009  12.249   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      14.040  13.392   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      11.522  12.648   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.682  11.357   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       9.983   9.985   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      10.821   8.693   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.445   9.905   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       7.607  11.197   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.069  11.118   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       8.307  12.569   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0       9.844  12.649   0.000  0.00  0.00           N+0
HETATM   53  O   UNK     0      11.651  10.160   0.000  0.00  0.00           O+0
HETATM   54  H   UNK     0      12.573  13.725   0.000  0.00  0.00           H+0
HETATM   55  C   UNK     0      15.771   9.759   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      16.802  10.903   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      18.253  10.388   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      16.722  12.441   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      13.579  15.815   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      14.609  18.718   0.000  0.00  0.00           O+0
HETATM   61  H   UNK     0      13.703  20.930   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      10.549  24.294   0.000  0.00  0.00           H+0
HETATM   63  O   UNK     0       8.235  25.770   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0       6.664  26.358   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       5.252  26.973   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       4.014  26.058   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       5.079  28.503   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0       4.212  36.154   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   68                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   67                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   63   64                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   22   63                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   19   62                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   24   61                                             
CONECT   18   17   19                                                       
CONECT   19   18   15   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   13   23                                                  
CONECT   23   22                                                            
CONECT   24   17   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   60                                             
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   60                                                  
CONECT   35   34   36   59                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   43   58                                             
CONECT   38   37   39                                                       
CONECT   39   38   40   55                                                  
CONECT   40   39   41   42   53                                             
CONECT   41   40                                                            
CONECT   42   40   43   44   54                                             
CONECT   43   42   37                                                       
CONECT   44   42   45                                                       
CONECT   45   44   46   52   53                                             
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51   45                                                       
CONECT   53   45   40                                                       
CONECT   54   42                                                            
CONECT   55   39   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   37                                                       
CONECT   59   35                                                            
CONECT   60   34   26                                                       
CONECT   61   17                                                            
CONECT   62   15                                                            
CONECT   63   13   10                                                       
CONECT   64   10   65                                                       
CONECT   65   64   66   67                                                  
CONECT   66   65                                                            
CONECT   67   65    8                                                       
CONECT   68    2                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  152    0
END

View in JSmol

Synonyms

Value	Source
(4E)-5-[(2S,3AR,5R,5'r,6R,6''r,7ar)-2-[(R)-[(2R,3R,4R,5S,6S)-2,4-dihydroxy-3,5-dimethyl-6-{3-[(1'r,2S,2'r,3S,5R,6'r,8's,10's)-3,5,10'-trimethyl-3',7',12'-trioxaspiro[piperidine-2,4'-tricyclo[6.3.1.0,]dodecane]-8'-yl]prop-1-en-2-yl}oxan-2-yl](hydroxy)methyl]-4'',6-dimethyl-2,3,3'',3a,6,6'',7,7a-octahydrodispiro[furo[3,2-b]pyran-5,2'-oxolane-5',2''-pyran]-6''-yl]-3-hydroxypent-4-enoate	Generator

Chemical Formula

C₄₈H₇₃NO₁₄

Average Mass

888.1050 Da

Monoisotopic Mass

887.50311 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]1(C[C@@]2([H])O[C@@]3(CC[C@]4(CC(C)=C[C@H](O4)\C=C\C(O)CC(O)=O)O3)[C@H](C)C[C@@]2([H])O1)[C@@H](O)[C@]1(O)O[C@@H]([C@@H](C)[C@@H](O)[C@H]1C)C(=C)C[C@@]12C[C@@H](C)C[C@@H](O1)[C@@]1([H])O[C@]3(C[C@@]1([H])O2)NC[C@H](C)C[C@@H]3C

InChI Identifier

InChI=1S/C48H73NO14/c1-24-14-33(10-9-32(50)17-39(51)52)57-44(19-24)11-12-47(63-44)29(6)16-34-35(60-47)18-37(56-34)43(54)48(55)31(8)40(53)30(7)41(62-48)27(4)21-45-20-25(2)15-36(58-45)42-38(59-45)22-46(61-42)28(5)13-26(3)23-49-46/h9-10,14,25-26,28-38,40-43,49-50,53-55H,4,11-13,15-23H2,1-3,5-8H3,(H,51,52)/b10-9+/t25-,26+,28-,29+,30-,31+,32?,33+,34+,35+,36+,37-,38+,40+,41+,42+,43+,44+,45-,46-,47+,48+/m0/s1

InChI Key

MGXYNPVHPDXITL-QDIGWYGXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Mytilus edulis	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Azaspirodecane
Medium-chain hydroxy acid
Furopyran
Medium-chain fatty acid
Hydroxy fatty acid
Amino fatty acid
Ketal
Heterocyclic fatty acid
Beta-hydroxy acid
Meta-dioxane
Hydroxy acid
Monosaccharide
Oxane
Piperidine
Pyran
Unsaturated fatty acid
Fatty acyl
Fatty acid
Tetrahydrofuran
Furan
Secondary alcohol
Hemiacetal
Amino acid or derivatives
Amino acid
Hemiaminal
Acetal
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Secondary aliphatic amine
Ether
Oxacycle
Azacycle
Secondary amine
Monocarboxylic acid or derivatives
Organic nitrogen compound
Alcohol
Amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.99	ALOGPS
logP	2.81	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	9.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	204.09 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	228.77 m³·mol⁻¹	ChemAxon
Polarizability	97.53 Å³	ChemAxon
Number of Rings	9	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

C00055219

Chemspider ID

95601428

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

Not Available

Showing NP-Card for Azaspiracid 16 (NP0085382)

MOL for NP0085382 (Azaspiracid 16)

3D MOL for NP0085382 (Azaspiracid 16)

3D SDF for NP0085382 (Azaspiracid 16)

3D-SDF for NP0085382 (Azaspiracid 16)

PDB for NP0085382 (Azaspiracid 16)

3D PDB for NP0085382 (Azaspiracid 16)

SMILES for NP0085382 (Azaspiracid 16)

INCHI for NP0085382 (Azaspiracid 16)

Structure for NP0085382 (Azaspiracid 16)

3D Structure for NP0085382 (Azaspiracid 16)