NP-MRD: Showing NP-Card for [(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid (NP0202286)

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Record Information

Version

2.0

Created at

2022-09-04 21:28:59 UTC

Updated at

2022-09-04 21:28:59 UTC

NP-MRD ID

NP0202286

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid

Description

[(2S,3R,4R,5S,6R)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid 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. [(2S,3R,4R,5S,6R)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). [(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid is found in Prorocentrum hoffmannianum. [(2S,3R,4R,5S,6R)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid is a potentially toxic compound.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 09111411562D          

 81 82  0  0  1  0            999 V2000
   -2.3156    5.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722    6.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7445    8.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0201   11.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3556   10.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1996   11.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1761   10.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6377   10.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1828    8.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5183    7.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5117    9.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6677    8.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8308   10.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.9966   10.4940    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8291    4.0328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 16 15  2  0  0  0  0
 18 17  1  0  0  0  0
 26  1  1  0  0  0  0
 26 19  1  0  0  0  0
 26 20  2  0  0  0  0
 27  2  2  0  0  0  0
 27 19  1  0  0  0  0
 27 23  1  0  0  0  0
 28  3  1  0  0  0  0
 28 21  1  0  0  0  0
 28 22  1  0  0  0  0
 29 11  1  0  0  0  0
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 31 21  1  0  0  0  0
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 33 14  1  0  0  0  0
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M  END

     RDKit          3D

130131  0  0  0  0  0  0  0  0999 V2000
    2.0437    2.4063    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388    1.1484    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432    0.8101   -0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7764    0.0352   -1.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -0.5393   -3.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.1935   -0.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245   -1.0002   -1.6282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2169   -0.2157   -2.4899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -1.9032   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0369   -1.3919    0.3302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3457   -0.6596    1.4239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218   -0.5159   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0770    0.0466    0.7247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8870   -0.9485    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5324   -2.0435    0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3373   -1.7376   -0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6174   -1.4512   -0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3925   -1.4029    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5712   -2.3623    0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6360   -1.8930   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.7640   -0.9582   -0.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4494   -0.0422    1.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3867    1.7180   -2.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7638    1.2034    0.3325 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4095    0.2221    1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6251    0.0147    2.3424 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1336    1.1173    3.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4557   -1.3879    2.7931 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6858    0.2383    1.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233   -0.3664    0.3085 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6512    0.6183   -0.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9905    0.4546   -0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4964    1.0632    1.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9616    0.9162    1.4263 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2519    1.5463    2.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8067    1.6087    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5304    3.0939    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3113    3.7486   -0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3355   -1.1340   -1.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7863   -1.3350   -2.4896 S   0  0  0  0  0  6  0  0  0  0  0  0
   11.9016   -1.4685   -1.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7830   -2.5797   -3.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1128   -0.0240   -3.4901 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164   -2.0112    0.3447 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 09111411562D          

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 40 37  1  0  0  0  0
 41 40  1  0  0  0  0
 42 38  1  0  0  0  0
 42 41  1  0  0  0  0
 43 18  1  0  0  0  0
 44 29  1  0  0  0  0
 45 30  1  0  0  0  0
 46 31  1  0  0  0  0
 47 33  1  0  0  0  0
 48 34  1  0  0  0  0
 49 35  1  0  0  0  0
 50 36  1  0  0  0  0
 51 39  2  0  0  0  0
 40 52  1  6  0  0  0
 41 53  1  1  0  0  0
 57 32  1  0  0  0  0
 57 39  1  0  0  0  0
 58 37  1  0  0  0  0
 58 38  1  0  0  0  0
 42 59  1  6  0  0  0
 60 54  1  0  0  0  0
 60 55  2  0  0  0  0
 60 56  2  0  0  0  0
 60 59  1  0  0  0  0
 61  4  1  0  0  0  0
 62  6  1  0  0  0  0
 63  9  1  0  0  0  0
 64 12  1  0  0  0  0
 65 15  1  0  0  0  0
 66 16  1  0  0  0  0
 67 20  1  0  0  0  0
 68 28  1  0  0  0  0
 69 29  1  0  0  0  0
 70 30  1  0  0  0  0
 71 31  1  0  0  0  0
 72 32  1  0  0  0  0
 73 33  1  0  0  0  0
 74 34  1  0  0  0  0
 75 35  1  0  0  0  0
 76 36  1  0  0  0  0
 37 77  1  6  0  0  0
 38 78  1  6  0  0  0
 40 79  1  1  0  0  0
 41 80  1  1  0  0  0
 42 81  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0202286

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\C)CC(=C)CC([H])(O)C([H])(O)C[C@@]1([H])O[C@@]([H])(CC([H])(O)CCO)[C@]([H])(OS(O)(=O)=O)[C@]([H])(O)[C@]1([H])O)C([H])(O)CC([H])(C)CC1([H])CC\C([H])=C([H])/CCCC([H])(O)\C([H])=C([H])\CCC([H])(O)C([H])(O)\C([H])=C([H])\C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C42H70O17S/c1-26(19-27(2)23-35(49)36(50)25-37-40(52)41(53)42(59-60(54,55)56)38(58-37)24-30(45)17-18-43)20-31(46)21-28(3)22-32-13-8-6-4-5-7-11-29(44)12-9-10-14-33(47)34(48)15-16-39(51)57-32/h4,6,9,12,15-16,20,28-38,40-50,52-53H,2,5,7-8,10-11,13-14,17-19,21-25H2,1,3H3,(H,54,55,56)/b6-4-,12-9+,16-15+,26-20+/t28?,29?,30?,31?,32?,33?,34?,35?,36?,37-,38+,40-,41-,42+/m1/s1

> <INCHI_KEY>
ZLGBCMITYMUWJS-LCSHLLEJSA-N

> <FORMULA>
C42H70O17S

> <MOLECULAR_WEIGHT>
879.06

> <EXACT_MASS>
878.433371504

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
92.57592888751253

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3R,4R,5S,6R)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.29

> <JCHEM_LOGP>
-1.019511632891792

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.68413636921056

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.7351137854581173

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7559290956675078

> <JCHEM_POLAR_SURFACE_AREA>
301.43

> <JCHEM_REFRACTIVITY>
224.68730000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4R,5S,6R)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-14         0                                  
HETATM    1  C   UNK     0      -4.322  10.608   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.321  12.918   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.990  15.228   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.237  21.318   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.864  19.911   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.706  21.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.395  19.750   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.657  20.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -15.275  15.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -15.901  14.122   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -14.022  18.343   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -16.180  16.775   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.151  19.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.996  12.876   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -11.306  14.605   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.680  16.012   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.015  11.378   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.349  10.608   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.655  10.608   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.989  12.918   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.322  15.228   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.656  17.538   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.012  10.608   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.348  11.378   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.013  11.378   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.989  11.378   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.321  11.378   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.656  15.998   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -15.553  18.182   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.682  10.608   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.322  13.688   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.990  18.308   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -13.464  13.037   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -12.838  14.444   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.346  11.378   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.680  10.608   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.347  10.608   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.014  10.608   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -9.148  16.173   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.347   9.068   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.681   8.298   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.014   9.068   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      15.683  11.378   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -16.459  19.428   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      11.682   9.068   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -5.656  12.918   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -12.559  11.792   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -13.743  15.690   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       2.346  12.918   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       3.680   9.068   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -8.270  14.908   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       5.013   8.298   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       7.681   6.758   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       8.808   6.758   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      11.888   6.758   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      10.348   5.218   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -8.397  17.681   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       7.681  11.378   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      10.348   8.298   0.000  0.00  0.00           O+0
HETATM   60  S   UNK     0      10.348   6.758   0.000  0.00  0.00           S+0
HETATM   61  H   UNK     0     -12.143  22.564   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      -9.110  22.899   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0     -14.648  16.936   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0     -17.711  16.614   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0     -10.401  13.359   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0     -11.585  17.258   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.655  13.688   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      -5.656  14.458   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0     -14.927  19.589   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0      11.682  12.148   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.989  14.458   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      -7.070  16.770   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0     -14.090  11.631   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0     -14.369  14.283   0.000  0.00  0.00           H+0
HETATM   75  H   UNK     0       2.346   9.838   0.000  0.00  0.00           H+0
HETATM   76  H   UNK     0       3.680  12.148   0.000  0.00  0.00           H+0
HETATM   77  H   UNK     0       5.013   9.838   0.000  0.00  0.00           H+0
HETATM   78  H   UNK     0      10.348   9.838   0.000  0.00  0.00           H+0
HETATM   79  H   UNK     0       6.347   7.528   0.000  0.00  0.00           H+0
HETATM   80  H   UNK     0       7.681   9.838   0.000  0.00  0.00           H+0
HETATM   81  H   UNK     0       9.014   7.528   0.000  0.00  0.00           H+0
CONECT    1   26                                                            
CONECT    2   27                                                            
CONECT    3   28                                                            
CONECT    4    5    6   61                                                  
CONECT    5    4    7                                                       
CONECT    6    4    8   62                                                  
CONECT    7    5   11                                                       
CONECT    8    6   13                                                       
CONECT    9   10   12   63                                                  
CONECT   10    9   14                                                       
CONECT   11    7   29                                                       
CONECT   12    9   29   64                                                  
CONECT   13    8   32                                                       
CONECT   14   10   33                                                       
CONECT   15   16   34   65                                                  
CONECT   16   15   39   66                                                  
CONECT   17   18   30                                                       
CONECT   18   17   43                                                       
CONECT   19   26   27                                                       
CONECT   20   26   31   67                                                  
CONECT   21   28   31                                                       
CONECT   22   28   32                                                       
CONECT   23   27   35                                                       
CONECT   24   30   38                                                       
CONECT   25   36   37                                                       
CONECT   26    1   19   20                                                  
CONECT   27    2   19   23                                                  
CONECT   28    3   21   22   68                                             
CONECT   29   11   12   44   69                                             
CONECT   30   17   24   45   70                                             
CONECT   31   20   21   46   71                                             
CONECT   32   13   22   57   72                                             
CONECT   33   14   34   47   73                                             
CONECT   34   15   33   48   74                                             
CONECT   35   23   36   49   75                                             
CONECT   36   25   35   50   76                                             
CONECT   37   25   40   58   77                                             
CONECT   38   24   42   58   78                                             
CONECT   39   16   51   57                                                  
CONECT   40   37   41   52   79                                             
CONECT   41   40   42   53   80                                             
CONECT   42   38   41   59   81                                             
CONECT   43   18                                                            
CONECT   44   29                                                            
CONECT   45   30                                                            
CONECT   46   31                                                            
CONECT   47   33                                                            
CONECT   48   34                                                            
CONECT   49   35                                                            
CONECT   50   36                                                            
CONECT   51   39                                                            
CONECT   52   40                                                            
CONECT   53   41                                                            
CONECT   54   60                                                            
CONECT   55   60                                                            
CONECT   56   60                                                            
CONECT   57   32   39                                                       
CONECT   58   37   38                                                       
CONECT   59   42   60                                                       
CONECT   60   54   55   56   59                                             
CONECT   61    4                                                            
CONECT   62    6                                                            
CONECT   63    9                                                            
CONECT   64   12                                                            
CONECT   65   15                                                            
CONECT   66   16                                                            
CONECT   67   20                                                            
CONECT   68   28                                                            
CONECT   69   29                                                            
CONECT   70   30                                                            
CONECT   71   31                                                            
CONECT   72   32                                                            
CONECT   73   33                                                            
CONECT   74   34                                                            
CONECT   75   35                                                            
CONECT   76   36                                                            
CONECT   77   37                                                            
CONECT   78   38                                                            
CONECT   79   40                                                            
CONECT   80   41                                                            
CONECT   81   42                                                            
MASTER        0    0    0    0    0    0    0    0   81    0  164    0
END

View in JSmol

Synonyms

Value	Source
[(2S,3R,4R,5S,6R)-2-(2,4-Dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonate	Generator
[(2S,3R,4R,5S,6R)-2-(2,4-Dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulphonate	Generator
[(2S,3R,4R,5S,6R)-2-(2,4-Dihydroxybutyl)-4,5-dihydroxy-6-[(7E)-2,3,9-trihydroxy-7-methyl-5-methylidene-11-{[(5Z,11E,17E)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]methyl}dodec-7-en-1-yl]oxan-3-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₄₂H₇₀O₁₇S

Average Mass

879.0600 Da

Monoisotopic Mass

878.43337 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\C)CC(=C)CC([H])(O)C([H])(O)C[C@@]1([H])O[C@@]([H])(CC([H])(O)CCO)[C@]([H])(OS(O)(=O)=O)[C@]([H])(O)[C@]1([H])O)C([H])(O)CC([H])(C)CC1([H])CC\C([H])=C([H])/CCCC([H])(O)\C([H])=C([H])\CCC([H])(O)C([H])(O)\C([H])=C([H])\C(=O)O1

InChI Identifier

InChI=1S/C42H70O17S/c1-26(19-27(2)23-35(49)36(50)25-37-40(52)41(53)42(59-60(54,55)56)38(58-37)24-30(45)17-18-43)20-31(46)21-28(3)22-32-13-8-6-4-5-7-11-29(44)12-9-10-14-33(47)34(48)15-16-39(51)57-32/h4,6,9,12,15-16,20,28-38,40-50,52-53H,2,5,7-8,10-11,13-14,17-19,21-25H2,1,3H3,(H,54,55,56)/b6-4-,12-9+,16-15+,26-20+/t28?,29?,30?,31?,32?,33?,34?,35?,36?,37-,38+,40-,41-,42+/m1/s1

InChI Key

ZLGBCMITYMUWJS-LCSHLLEJSA-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
Prorocentrum hoffmannianum	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
C-glycosyl compound
Glycosyl compound
Monosaccharide
Oxane
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Dialkyl ether
Ether
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen compound
Primary alcohol
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	0.29	ALOGPS
logP	-1	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	301.43 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	224.69 m³·mol⁻¹	ChemAxon
Polarizability	92.58 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C20008

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56928152

PDB ID

Not Available

ChEBI ID

144398

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid (NP0202286)

MOL for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

3D MOL for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

3D SDF for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

3D-SDF for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

PDB for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

3D PDB for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

SMILES for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

INCHI for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

Structure for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)

3D Structure for NP0202286 ([(2s,3r,4r,5s,6r)-2-(2,4-dihydroxybutyl)-4,5-dihydroxy-6-[(7e)-2,3,9-trihydroxy-7,11-dimethyl-5-methylidene-12-[(5z,11e,17e)-10,15,16-trihydroxy-19-oxo-1-oxacyclononadeca-5,11,17-trien-2-yl]dodec-7-en-1-yl]oxan-3-yl]oxidanesulfonic acid)