MiMeDB: Showing metabocard for 17-bromo-4-hydroperoxyoscillatoxin B2 (MMDBc0025582)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 15:19:30 UTC

Update Date

2022-08-31 06:50:46 UTC

Metabolite ID

MMDBc0025582

Metabolite Identification

Common Name

17-bromo-4-hydroperoxyoscillatoxin B2

Description

17-bromo-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 17-bromo-4-hydroperoxyoscillatoxin B2.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152117192D          

 52 55  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
    7.4986    0.5620    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
    1.8003    6.5694    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
    0.5628    2.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    2.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    5.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    4.4260    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
    0.1503    3.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    4.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    3.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    5.1405    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
    2.6253    3.7115    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.1145    0.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    3.7115    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
    7.2938    1.3612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2128    4.4260    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
 10  9  2  0  0  0  0
 11  8  1  0  0  0  0
 17  1  1  6  0  0  0
 17  8  1  0  0  0  0
 18  2  1  6  0  0  0
 19  3  1  0  0  0  0
 20  9  1  0  0  0  0
 20 12  2  0  0  0  0
 21 12  1  0  0  0  0
 22 10  1  0  0  0  0
 22 21  2  0  0  0  0
 23 11  1  0  0  0  0
 23 21  1  0  0  0  0
 24 13  1  0  0  0  0
 24 19  1  6  0  0  0
 25 15  1  0  0  0  0
 25 18  1  0  0  0  0
 26 14  2  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
 29 17  1  6  0  0  0
 29 18  1  0  0  0  0
 30  4  1  0  0  0  0
 30  5  1  0  0  0  0
 30 16  1  0  0  0  0
 31  6  1  1  0  0  0
 31 16  1  0  0  0  0
 31 26  1  0  0  0  0
 32 15  1  1  0  0  0
 32 30  1  0  0  0  0
 33 22  1  0  0  0  0
 19 34  1  6  0  0  0
 35 20  1  0  0  0  0
 36 27  2  0  0  0  0
 37 28  2  0  0  0  0
 39  7  1  0  0  0  0
 23 39  1  6  0  0  0
 40 24  1  0  0  0  0
 40 28  1  0  0  0  0
 41 25  1  0  0  0  0
 41 27  1  0  0  0  0
 42 26  1  0  0  0  0
 42 32  1  0  0  0  0
 43 29  1  0  0  0  0
 43 32  1  0  0  0  0
 31 44  1  6  0  0  0
 44 38  1  0  0  0  0
 45 14  1  0  0  0  0
 17 46  1  1  0  0  0
 18 47  1  6  0  0  0
 19 48  1  6  0  0  0
 23 49  1  6  0  0  0
 24 50  1  6  0  0  0
 25 51  1  6  0  0  0
 29 52  1  1  0  0  0
M  END


  Mrv1652305152117192D          

 52 55  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
    7.4986    0.5620    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
    1.8003    6.5694    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
    0.5628    2.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    2.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    5.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    4.4260    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
    0.1503    3.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    4.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    3.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    5.1405    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
    2.6253    3.7115    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.1145    0.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    3.7115    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
    7.2938    1.3612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2128    4.4260    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
 10  9  2  0  0  0  0
 11  8  1  0  0  0  0
 17  1  1  6  0  0  0
 17  8  1  0  0  0  0
 18  2  1  6  0  0  0
 19  3  1  0  0  0  0
 20  9  1  0  0  0  0
 20 12  2  0  0  0  0
 21 12  1  0  0  0  0
 22 10  1  0  0  0  0
 22 21  2  0  0  0  0
 23 11  1  0  0  0  0
 23 21  1  0  0  0  0
 24 13  1  0  0  0  0
 24 19  1  6  0  0  0
 25 15  1  0  0  0  0
 25 18  1  0  0  0  0
 26 14  2  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
 29 17  1  6  0  0  0
 29 18  1  0  0  0  0
 30  4  1  0  0  0  0
 30  5  1  0  0  0  0
 30 16  1  0  0  0  0
 31  6  1  1  0  0  0
 31 16  1  0  0  0  0
 31 26  1  0  0  0  0
 32 15  1  1  0  0  0
 32 30  1  0  0  0  0
 33 22  1  0  0  0  0
 19 34  1  6  0  0  0
 35 20  1  0  0  0  0
 36 27  2  0  0  0  0
 37 28  2  0  0  0  0
 39  7  1  0  0  0  0
 23 39  1  6  0  0  0
 40 24  1  0  0  0  0
 40 28  1  0  0  0  0
 41 25  1  0  0  0  0
 41 27  1  0  0  0  0
 42 26  1  0  0  0  0
 42 32  1  0  0  0  0
 43 29  1  0  0  0  0
 43 32  1  0  0  0  0
 31 44  1  6  0  0  0
 44 38  1  0  0  0  0
 45 14  1  0  0  0  0
 17 46  1  1  0  0  0
 18 47  1  6  0  0  0
 19 48  1  6  0  0  0
 23 49  1  6  0  0  0
 24 50  1  6  0  0  0
 25 51  1  6  0  0  0
 29 52  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0025582

> <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=C(Br)C=CC(O)=C1)C(C)(C)C[C@]2(C)OO

> <INCHI_IDENTIFIER>
InChI=1S/C32H45BrO11/c1-17(8-11-23(39-7)21-12-20(35)9-10-22(21)33)29-18(2)25-15-32(43-29)30(4,5)16-31(6,44-38)26(42-32)14-28(37)40-24(19(3)34)13-27(36)41-25/h9-10,12,14,17-19,23-25,29,34-35,38H,8,11,13,15-16H2,1-7H3/b26-14-/t17-,18-,19+,23-,24+,25-,29+,31-,32+/m0/s1

> <INCHI_KEY>
IXKNJBBLNNUXPK-KASRWXAJSA-N

> <FORMULA>
C32H45BrO11

> <MOLECULAR_WEIGHT>
685.605

> <EXACT_MASS>
684.214525

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
66.52262998252418

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
5.734195540999998

> <ALOGPS_LOGS>
-5.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.68785677630296

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.917361084687014

> <JCHEM_PKA_STRONGEST_BASIC>
-3.034541709060985

> <JCHEM_POLAR_SURFACE_AREA>
150.20999999999998

> <JCHEM_REFRACTIVITY>
162.69320000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4S,5S,9R,14S)-3-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-14-hydroperoxy-9-[(1R)-1-hydroxyethyl]-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      13.997   1.049   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       3.361  12.263   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.671  10.929   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.051   5.594   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.591   5.594   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.901   9.596   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.051   8.262   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.536   2.985   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.996   6.691   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.310   6.896   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.880  10.251   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.211  10.929   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.435   9.029   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.514   1.464   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.281   6.928   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.591   8.262   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.361   6.928   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.361   9.596   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 Br   UNK     0       4.901   6.928   0.000  0.00  0.00          Br+0
HETATM   34  O   UNK     0      11.414   0.387   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.259   6.928   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.910   3.118   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      15.754   4.873   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      15.347  10.529   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.591  10.929   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      13.500   3.740   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       9.069   5.470   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      11.261   7.224   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       7.759   8.153   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      13.807  10.552   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0      15.331   7.459   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       6.441  12.263   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       8.216   8.088   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      13.615   2.541   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.131   8.262   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      11.749   4.447   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      10.615   5.819   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       8.983  10.764   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   30                                                            
CONECT    5   30                                                            
CONECT    6   31                                                            
CONECT    7   39                                                            
CONECT    8   11   17                                                       
CONECT    9   10   20                                                       
CONECT   10    9   22                                                       
CONECT   11    8   23                                                       
CONECT   12   20   21                                                       
CONECT   13   24   27                                                       
CONECT   14   26   28   45                                                  
CONECT   15   25   32                                                       
CONECT   16   30   31                                                       
CONECT   17    1    8   29   46                                             
CONECT   18    2   25   29   47                                             
CONECT   19    3   24   34   48                                             
CONECT   20    9   12   35                                                  
CONECT   21   12   22   23                                                  
CONECT   22   10   21   33                                                  
CONECT   23   11   21   39   49                                             
CONECT   24   13   19   40   50                                             
CONECT   25   15   18   41   51                                             
CONECT   26   14   31   42                                                  
CONECT   27   13   36   41                                                  
CONECT   28   14   37   40                                                  
CONECT   29   17   18   43   52                                             
CONECT   30    4    5   16   32                                             
CONECT   31    6   16   26   44                                             
CONECT   32   15   30   42   43                                             
CONECT   33   22                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   27                                                            
CONECT   37   28                                                            
CONECT   38   44                                                            
CONECT   39    7   23                                                       
CONECT   40   24   28                                                       
CONECT   41   25   27                                                       
CONECT   42   26   32                                                       
CONECT   43   29   32                                                       
CONECT   44   31   38                                                       
CONECT   45   14                                                            
CONECT   46   17                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   25                                                            
CONECT   52   29                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  110    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₄₅BrO₁₁

Average Mass

685.605

Monoisotopic Mass

684.214525

IUPAC Name

(1S,3R,4S,5S,9R,14S)-3-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-14-hydroperoxy-9-[(1R)-1-hydroxyethyl]-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=C(Br)C=CC(O)=C1)C(C)(C)C[C@]2(C)OO

InChI Identifier

InChI=1S/C32H45BrO11/c1-17(8-11-23(39-7)21-12-20(35)9-10-22(21)33)29-18(2)25-15-32(43-29)30(4,5)16-31(6,44-38)26(42-32)14-28(37)40-24(19(3)34)13-27(36)41-25/h9-10,12,14,17-19,23-25,29,34-35,38H,8,11,13,15-16H2,1-7H3/b26-14-/t17-,18-,19+,23-,24+,25-,29+,31-,32+/m0/s1

InChI Key

IXKNJBBLNNUXPK-KASRWXAJSA-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
4-bromophenol
4-halophenol
1-hydroxy-2-unsubstituted benzenoid
Ketal
Phenol
Halobenzene
Bromobenzene
Benzenoid
Oxane
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Aryl halide
Aryl bromide
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
Organobromide
Organohalogen 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	4.64	ALOGPS
logP	5.73	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.92	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	162.69 m³·mol⁻¹	ChemAxon
Polarizability	66.52 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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

73930325

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682207

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 17-bromo-4-hydroperoxyoscillatoxin B2 (MMDBc0025582)

MOL for #<Metabolite:0x00007f46c86874d0>

3D MOL for #<Metabolite:0x00007f46c86874d0>

3D SDF for #<Metabolite:0x00007f46c86874d0>

3D-SDF for #<Metabolite:0x00007f46c86874d0>

PDB for #<Metabolite:0x00007f46c86874d0>

3D PDB for #<Metabolite:0x00007f46c86874d0>

SMILES for #<Metabolite:0x00007f46c86874d0>

INCHI for #<Metabolite:0x00007f46c86874d0>

Structure for #<Metabolite:0x00007f46c86874d0>

3D Structure for #<Metabolite:0x00007f46c86874d0>