NP-MRD: Showing NP-Card for (1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate (NP0226075)

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Record Information

Version

2.0

Created at

2022-09-06 05:00:00 UTC

Updated at

2022-09-06 05:00:00 UTC

NP-MRD ID

NP0226075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate

Description

(1S,3S,5E,8Z,11S,12S,17R,21R,23R,25S)-1,11,21,25-tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]Nonacos-8-en-12-yl (2E,4E)-octa-2,4-dienoate belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate is found in Bugula neritina. Based on a literature review very few articles have been published on (1S,3S,5E,8Z,11S,12S,17R,21R,23R,25S)-1,11,21,25-tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]Nonacos-8-en-12-yl (2E,4E)-octa-2,4-dienoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062207002D          

 61 64  0  0  1  0            999 V2000
   14.9037    0.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5160    0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9528    1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5651    2.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7406    2.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3529    3.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5284    3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1406    3.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5774    4.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3161    3.9482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8793    3.2483    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2671    2.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0916    2.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4793    1.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0425    1.0637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3038    1.7352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6915    1.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8303    1.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0057    1.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5993    0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4579   -0.3205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0967   -1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2809   -0.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2487    0.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299   -0.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4016   -0.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6200    0.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8982    0.4697    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.7739    2.5768    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9494    2.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4456    3.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3818    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    3.2483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8339    4.0484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417    4.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0448    4.7337    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8169    5.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897    6.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1618    6.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3612    7.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1334    7.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885    6.5187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    6.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1903    5.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4181    5.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4210    5.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7058    4.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277    4.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5306    4.0390    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
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 22 24  1  6  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
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M  END

     RDKit          3D

127130  0  0  0  0  0  0  0  0999 V2000
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    9.7854    1.9419    4.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5654    2.6166    2.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0663    0.4707    0.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9602    0.2501   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4776   -0.8768   -1.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4321    5.4957    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309062207002D          

 61 64  0  0  1  0            999 V2000
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 33 34  1  0  0  0  0
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 51 52  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0226075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC\C=C\C=C\C(=O)O[C@H]1\C(CC2C[C@@H](OC(=O)C[C@H](O)C[C@@H]3C[C@H](O)C(C)(C)[C@](O)(C[C@@H]4C\C(CC(O4)\C=C/C(C)(C)[C@]1(O)O2)=C/C(=O)OC)O3)[C@@H](C)O)=C\C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C45H66O16/c1-9-10-11-12-13-14-37(49)59-41-29(21-39(51)56-8)20-32-24-35(27(2)46)58-40(52)23-30(47)22-33-25-36(48)43(5,6)44(53,60-33)26-34-18-28(19-38(50)55-7)17-31(57-34)15-16-42(3,4)45(41,54)61-32/h11-16,19,21,27,30-36,41,46-48,53-54H,9-10,17-18,20,22-26H2,1-8H3/b12-11+,14-13+,16-15-,28-19-,29-21+/t27-,30-,31?,32?,33-,34+,35-,36+,41+,44+,45-/m1/s1

> <INCHI_KEY>
LIPGUSBNMQRYNL-FZRVYTSLSA-N

> <FORMULA>
C45H66O16

> <MOLECULAR_WEIGHT>
863.007

> <EXACT_MASS>
862.435086045

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
91.92481550756636

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,5E,8E,11S,12S,13E,17R,21R,23R,25S)-1,11,21,25-tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1^{3,7}.1^{11,15}]nonacos-8-en-12-yl (2E,4E)-octa-2,4-dienoate

> <JCHEM_LOGP>
4.5988649079999995

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.57655949457664

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.585281434561429

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8358310257231745

> <JCHEM_POLAR_SURFACE_AREA>
234.03999999999996

> <JCHEM_REFRACTIVITY>
223.89910000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,5E,8E,11S,12S,13E,17R,21R,23R,25S)-1,11,21,25-tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1^{3,7}.1^{11,15}]nonacos-8-en-12-yl (2E,4E)-octa-2,4-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      27.820   0.468   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.097   1.827   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.912   3.133   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.188   4.493   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.649   4.546   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.925   5.905   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.386   5.958   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.663   7.317   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      23.478   8.624   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      21.123   7.370   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.308   6.064   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.032   4.704   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.571   4.651   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.295   3.292   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      22.479   1.986   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      24.834   3.239   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      25.557   1.880   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.216   3.398   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.677   3.451   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.919   1.729   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.793   0.678   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.655  -0.598   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.980  -1.983   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      19.191  -0.490   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      15.398   0.026   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      13.869  -0.162   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.816  -1.701   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.357   0.131   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.010   0.877   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.063  -0.337   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.959   2.002   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.307   3.398   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.768   3.451   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.045   4.810   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.506   4.863   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       7.860   6.116   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.432   6.693   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.179   7.623   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.399   6.064   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       9.023   7.557   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      10.158   7.785   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.284   8.836   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.858  10.316   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.927  11.425   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.502  12.905   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      10.008  13.277   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       9.582  14.757   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       8.938  12.168   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       7.444  12.540   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      13.422  11.053   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      13.847   9.573   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      15.719   9.383   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      17.067   8.638   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      18.117   7.512   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      18.718   8.930   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      19.657   7.540   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      18.769   6.116   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      19.974   7.076   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      17.954   4.810   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      12.778   8.465   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      10.123   4.704   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   57                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   12   19                                                       
CONECT   19   18   20   59                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   61                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   40   41   61                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43   60                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   50                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48                                                            
CONECT   50   44   51                                                       
CONECT   51   50   52   60                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56   57                                             
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   54   11   58   59                                             
CONECT   58   57                                                            
CONECT   59   57   19                                                       
CONECT   60   51   42                                                       
CONECT   61   39   32                                                       
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

View in JSmol

Synonyms

Value	Source
(1S,3S,5E,8Z,11S,12S,17R,21R,23R,25S)-1,11,21,25-Tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1,.1,]nonacos-8-en-12-yl (2E,4E)-octa-2,4-dienoic acid	Generator

Chemical Formula

C₄₅H₆₆O₁₆

Average Mass

863.0070 Da

Monoisotopic Mass

862.43509 Da

IUPAC Name

(1S,3S,5E,8E,11S,12S,13E,17R,21R,23R,25S)-1,11,21,25-tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1^{3,7}.1^{11,15}]nonacos-8-en-12-yl (2E,4E)-octa-2,4-dienoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCC\C=C\C=C\C(=O)O[C@H]1\C(CC2C[C@@H](OC(=O)C[C@H](O)C[C@@H]3C[C@H](O)C(C)(C)[C@](O)(C[C@@H]4C\C(CC(O4)\C=C/C(C)(C)[C@]1(O)O2)=C/C(=O)OC)O3)[C@@H](C)O)=C\C(=O)OC

InChI Identifier

InChI=1S/C45H66O16/c1-9-10-11-12-13-14-37(49)59-41-29(21-39(51)56-8)20-32-24-35(27(2)46)58-40(52)23-30(47)22-33-25-36(48)43(5,6)44(53,60-33)26-34-18-28(19-38(50)55-7)17-31(57-34)15-16-42(3,4)45(41,54)61-32/h11-16,19,21,27,30-36,41,46-48,53-54H,9-10,17-18,20,22-26H2,1-8H3/b12-11+,14-13+,16-15-,28-19-,29-21+/t27-,30-,31?,32?,33-,34+,35-,36+,41+,44+,45-/m1/s1

InChI Key

LIPGUSBNMQRYNL-FZRVYTSLSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bugula neritina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Tetracarboxylic acid or derivatives
Fatty acid ester
Oxane
Fatty acyl
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Ether
Dialkyl ether
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.6	ChemAxon
pKa (Strongest Acidic)	10.59	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	234.04 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	223.9 m³·mol⁻¹	ChemAxon
Polarizability	91.92 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57488316

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91973937

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate (NP0226075)

MOL for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

3D MOL for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

3D SDF for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

3D-SDF for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

PDB for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

3D PDB for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

SMILES for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

INCHI for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

Structure for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)

3D Structure for NP0226075 ((1s,3s,5e,8e,11s,12s,13e,17r,21r,23r,25s)-1,11,21,25-tetrahydroxy-17-[(1r)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.1³,⁷.1¹¹,¹⁵]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate)