MiMeDB: Showing metabocard for 4-hydroperoxyoscillatoxin B2 (MMDBc0025575)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 15:19:10 UTC

Update Date

2022-08-31 06:50:40 UTC

Metabolite ID

MMDBc0025575

Metabolite Identification

Common Name

4-hydroperoxyoscillatoxin B2

Description

4-hydroperoxyoscillatoxin B2 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. Based on a literature review a significant number of articles have been published on 4-hydroperoxyoscillatoxin B2.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152117192D          

 51 54  0  0  1  0            999 V2000
    4.2753    6.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191    5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    5.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1889    5.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7495    4.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    5.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1503    7.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    7.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    8.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378    5.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    6.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    7.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6442    1.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4980    3.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4516    3.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3641    5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    5.8549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0542    4.8372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7041    0.7842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3878    7.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    8.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    6.5694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4992    1.5833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1794    3.7682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8450    4.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9483    2.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6260    2.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2753    5.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5992    5.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9733    4.9446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2840    4.3172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4986    0.5620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    9.4273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2374    1.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4394    2.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2214    5.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    5.8549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2322    2.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8584    2.9306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    3.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1566    4.3675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965    5.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2131    3.9958    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4503    6.5694    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    4.3327    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9096    1.0063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2128    7.2839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2943    2.3825    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6864    3.1174    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126    5.7665    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 18  1  1  6  0  0  0
 18 11  1  0  0  0  0
 19  2  1  6  0  0  0
 20  3  1  0  0  0  0
 21  9  1  0  0  0  0
 21 13  2  0  0  0  0
 22 10  2  0  0  0  0
 22 13  1  0  0  0  0
 23 12  1  0  0  0  0
 23 21  1  0  0  0  0
 24 14  1  0  0  0  0
 24 20  1  6  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 15  2  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 18  1  6  0  0  0
 29 19  1  0  0  0  0
 30  4  1  0  0  0  0
 30  5  1  0  0  0  0
 30 17  1  0  0  0  0
 31  6  1  1  0  0  0
 31 17  1  0  0  0  0
 31 26  1  0  0  0  0
 32 16  1  1  0  0  0
 32 30  1  0  0  0  0
 20 33  1  1  0  0  0
 34 22  1  0  0  0  0
 35 27  2  0  0  0  0
 36 28  2  0  0  0  0
 38  7  1  0  0  0  0
 23 38  1  1  0  0  0
 39 24  1  0  0  0  0
 39 28  1  0  0  0  0
 40 25  1  0  0  0  0
 40 27  1  0  0  0  0
 41 26  1  0  0  0  0
 41 32  1  0  0  0  0
 42 29  1  0  0  0  0
 42 32  1  0  0  0  0
 31 43  1  6  0  0  0
 43 37  1  0  0  0  0
 44 15  1  0  0  0  0
 18 45  1  1  0  0  0
 19 46  1  6  0  0  0
 20 47  1  1  0  0  0
 23 48  1  1  0  0  0
 24 49  1  6  0  0  0
 25 50  1  6  0  0  0
 29 51  1  1  0  0  0
M  END


  Mrv1652305152117192D          

 51 54  0  0  1  0            999 V2000
    4.2753    6.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191    5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    5.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1889    5.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7495    4.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    5.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1503    7.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    7.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    8.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378    5.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    6.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    7.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6442    1.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4980    3.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4516    3.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3641    5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    5.8549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0542    4.8372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7041    0.7842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3878    7.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    8.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    6.5694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4992    1.5833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1794    3.7682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8450    4.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9483    2.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6260    2.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2753    5.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5992    5.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9733    4.9446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2840    4.3172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4986    0.5620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    9.4273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2374    1.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4394    2.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2214    5.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    5.8549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2322    2.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8584    2.9306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    3.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1566    4.3675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965    5.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2131    3.9958    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4503    6.5694    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    4.3327    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9096    1.0063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2128    7.2839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2943    2.3825    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6864    3.1174    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126    5.7665    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 18  1  1  6  0  0  0
 18 11  1  0  0  0  0
 19  2  1  6  0  0  0
 20  3  1  0  0  0  0
 21  9  1  0  0  0  0
 21 13  2  0  0  0  0
 22 10  2  0  0  0  0
 22 13  1  0  0  0  0
 23 12  1  0  0  0  0
 23 21  1  0  0  0  0
 24 14  1  0  0  0  0
 24 20  1  6  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 15  2  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 18  1  6  0  0  0
 29 19  1  0  0  0  0
 30  4  1  0  0  0  0
 30  5  1  0  0  0  0
 30 17  1  0  0  0  0
 31  6  1  1  0  0  0
 31 17  1  0  0  0  0
 31 26  1  0  0  0  0
 32 16  1  1  0  0  0
 32 30  1  0  0  0  0
 20 33  1  1  0  0  0
 34 22  1  0  0  0  0
 35 27  2  0  0  0  0
 36 28  2  0  0  0  0
 38  7  1  0  0  0  0
 23 38  1  1  0  0  0
 39 24  1  0  0  0  0
 39 28  1  0  0  0  0
 40 25  1  0  0  0  0
 40 27  1  0  0  0  0
 41 26  1  0  0  0  0
 41 32  1  0  0  0  0
 42 29  1  0  0  0  0
 42 32  1  0  0  0  0
 31 43  1  6  0  0  0
 43 37  1  0  0  0  0
 44 15  1  0  0  0  0
 18 45  1  1  0  0  0
 19 46  1  6  0  0  0
 20 47  1  1  0  0  0
 23 48  1  1  0  0  0
 24 49  1  6  0  0  0
 25 50  1  6  0  0  0
 29 51  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0025575

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C2\O[C@@]3(C[C@]([H])(OC(=O)C[C@@]([H])(OC1=O)[C@@]([H])(C)O)[C@]([H])(C)[C@]([H])(O3)[C@@]([H])(C)CC[C@]([H])(OC)C1=CC(O)=CC=C1)C(C)(C)C[C@]2(C)OO

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O11/c1-18(11-12-23(38-7)21-9-8-10-22(34)13-21)29-19(2)25-16-32(42-29)30(4,5)17-31(6,43-37)26(41-32)15-28(36)39-24(20(3)33)14-27(35)40-25/h8-10,13,15,18-20,23-25,29,33-34,37H,11-12,14,16-17H2,1-7H3/b26-15-/t18-,19-,20+,23-,24+,25-,29+,31-,32+/m0/s1

> <INCHI_KEY>
QZGGIZIUEKEAAS-XRPLRUMHSA-N

> <FORMULA>
C32H46O11

> <MOLECULAR_WEIGHT>
606.709

> <EXACT_MASS>
606.304012301

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
63.463719562552924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,4S,5S,9R,14S)-14-hydroperoxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.1^{1,5}]octadec-12-ene-7,11-dione

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
4.965442915666664

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.689178380364465

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.36267965074373

> <JCHEM_PKA_STRONGEST_BASIC>
-3.034541709060985

> <JCHEM_POLAR_SURFACE_AREA>
150.20999999999998

> <JCHEM_REFRACTIVITY>
155.07040000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4S,5S,9R,14S)-14-hydroperoxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.1^{1,5}]octadec-12-ene-7,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       7.981  12.263   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.302  10.302   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.414   0.387   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.077  11.062   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.553  10.731   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.466   8.708   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.051  10.929   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.281  14.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.051  13.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.051  16.264   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.671  10.929   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.901  12.263   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.361  14.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.536   2.985   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.996   6.691   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.310   6.896   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.880  10.251   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.211  10.929   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.435   9.029   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.514   1.464   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.591  13.597   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.591  16.264   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.361  12.263   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.132   2.956   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.668   7.034   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.777   7.673   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.237   3.899   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.235   5.129   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.981   9.596   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.452   9.654   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.017   9.230   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.864   8.059   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      13.997   1.049   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.361  17.598   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.910   3.118   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      15.754   4.873   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      15.347  10.529   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.591  10.929   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      13.500   3.740   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       9.069   5.470   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      11.261   7.224   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       7.759   8.153   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      13.807  10.552   0.000  0.00  0.00           O+0
HETATM   44  H   UNK     0      15.331   7.459   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       6.441  12.263   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       8.216   8.088   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      11.031   1.878   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.131  13.597   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      11.749   4.447   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      10.615   5.819   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.983  10.764   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   30                                                            
CONECT    5   30                                                            
CONECT    6   31                                                            
CONECT    7   38                                                            
CONECT    8    9   10                                                       
CONECT    9    8   21                                                       
CONECT   10    8   22                                                       
CONECT   11   12   18                                                       
CONECT   12   11   23                                                       
CONECT   13   21   22                                                       
CONECT   14   24   27                                                       
CONECT   15   26   28   44                                                  
CONECT   16   25   32                                                       
CONECT   17   30   31                                                       
CONECT   18    1   11   29   45                                             
CONECT   19    2   25   29   46                                             
CONECT   20    3   24   33   47                                             
CONECT   21    9   13   23                                                  
CONECT   22   10   13   34                                                  
CONECT   23   12   21   38   48                                             
CONECT   24   14   20   39   49                                             
CONECT   25   16   19   40   50                                             
CONECT   26   15   31   41                                                  
CONECT   27   14   35   40                                                  
CONECT   28   15   36   39                                                  
CONECT   29   18   19   42   51                                             
CONECT   30    4    5   17   32                                             
CONECT   31    6   17   26   43                                             
CONECT   32   16   30   41   42                                             
CONECT   33   20                                                            
CONECT   34   22                                                            
CONECT   35   27                                                            
CONECT   36   28                                                            
CONECT   37   43                                                            
CONECT   38    7   23                                                       
CONECT   39   24   28                                                       
CONECT   40   25   27                                                       
CONECT   41   26   32                                                       
CONECT   42   29   32                                                       
CONECT   43   31   37                                                       
CONECT   44   15                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   20                                                            
CONECT   48   23                                                            
CONECT   49   24                                                            
CONECT   50   25                                                            
CONECT   51   29                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₄₆O₁₁

Average Mass

606.709

Monoisotopic Mass

606.304012301

IUPAC Name

(1S,3R,4S,5S,9R,14S)-14-hydroperoxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.1^{1,5}]octadec-12-ene-7,11-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]\C1=C2\O[C@@]3(C[C@]([H])(OC(=O)C[C@@]([H])(OC1=O)[C@@]([H])(C)O)[C@]([H])(C)[C@]([H])(O3)[C@@]([H])(C)CC[C@]([H])(OC)C1=CC(O)=CC=C1)C(C)(C)C[C@]2(C)OO

InChI Identifier

InChI=1S/C32H46O11/c1-18(11-12-23(38-7)21-9-8-10-22(34)13-21)29-19(2)25-16-32(42-29)30(4,5)17-31(6,43-37)26(41-32)15-28(36)39-24(20(3)33)14-27(35)40-25/h8-10,13,15,18-20,23-25,29,33-34,37H,11-12,14,16-17H2,1-7H3/b26-15-/t18-,19-,20+,23-,24+,25-,29+,31-,32+/m0/s1

InChI Key

QZGGIZIUEKEAAS-XRPLRUMHSA-N

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
Benzylether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Phenol
Benzenoid
Oxane
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Hydroperoxide
Lactone
Carboxylic acid ester
Alkyl hydroperoxide
Oxacycle
Organoheterocyclic compound
Peroxol
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0063 g/L	ALOGPS
logP	3.74	ALOGPS
logP	4.97	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	150.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	155.07 m³·mol⁻¹	ChemAxon
Polarizability	63.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Cyanobacteria	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

73930327

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682200

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for 4-hydroperoxyoscillatoxin B2 (MMDBc0025575)

MOL for #<Metabolite:0x0000559d05197998>

3D MOL for #<Metabolite:0x0000559d05197998>

3D SDF for #<Metabolite:0x0000559d05197998>

3D-SDF for #<Metabolite:0x0000559d05197998>

PDB for #<Metabolite:0x0000559d05197998>

3D PDB for #<Metabolite:0x0000559d05197998>

SMILES for #<Metabolite:0x0000559d05197998>

INCHI for #<Metabolite:0x0000559d05197998>

Structure for #<Metabolite:0x0000559d05197998>

3D Structure for #<Metabolite:0x0000559d05197998>