MiMeDB: Showing metabocard for Oscillatoxin E (MMDBc0025577)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 15:19:16 UTC

Update Date

2022-08-31 06:50:42 UTC

Metabolite ID

MMDBc0025577

Metabolite Identification

Common Name

Oscillatoxin E

Description

(2R,3R)-2-methyl-5-oxooxolan-3-yl 2-[(2R,3R,4R,6R)-2-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-4-methoxy-3,6,8,8-tetramethyl-3,4,5,6,7,8-hexahydro-2H-1-benzopyran-5-ylidene]acetate belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Based on a literature review very few articles have been published on (2R,3R)-2-methyl-5-oxooxolan-3-yl 2-[(2R,3R,4R,6R)-2-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-4-methoxy-3,6,8,8-tetramethyl-3,4,5,6,7,8-hexahydro-2H-1-benzopyran-5-ylidene]acetate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152117192D          

 51 54  0  0  1  0            999 V2000
    5.7454   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3154   -7.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009   -5.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009   -4.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2204   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2784   -6.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5704   -6.0474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5704   -3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1223   -7.5155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.7605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4579   -6.7618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2204   -6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4499   -7.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9829   -3.9039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7454   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -1.7605    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -6.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2036   -7.9906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7354   -8.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329   -5.3329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.7605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -6.0474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6031   -6.8744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9072   -6.0699    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -4.6184    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 17  1  1  6  0  0  0
 17  9  1  0  0  0  0
 18  2  1  6  0  0  0
 18 16  1  0  0  0  0
 19  3  1  1  0  0  0
 20  4  1  6  0  0  0
 21 10  1  0  0  0  0
 21 13  2  0  0  0  0
 22 14  2  0  0  0  0
 22 18  1  0  0  0  0
 23 13  1  0  0  0  0
 24 11  1  0  0  0  0
 24 23  2  0  0  0  0
 25 12  1  0  0  0  0
 25 23  1  0  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 22  1  0  0  0  0
 30 17  1  6  0  0  0
 30 19  1  0  0  0  0
 31 19  1  0  0  0  0
 31 29  1  0  0  0  0
 32 29  2  0  0  0  0
 33  5  1  0  0  0  0
 33  6  1  0  0  0  0
 33 16  1  0  0  0  0
 33 32  1  0  0  0  0
 34 24  1  0  0  0  0
 35 21  1  0  0  0  0
 36 27  2  0  0  0  0
 37 28  2  0  0  0  0
 38  7  1  0  0  0  0
 25 38  1  1  0  0  0
 39  8  1  0  0  0  0
 31 39  1  1  0  0  0
 40 20  1  0  0  0  0
 40 28  1  0  0  0  0
 26 41  1  6  0  0  0
 41 27  1  0  0  0  0
 42 30  1  0  0  0  0
 42 32  1  0  0  0  0
 43 14  1  0  0  0  0
 17 44  1  1  0  0  0
 18 45  1  1  0  0  0
 19 46  1  6  0  0  0
 20 47  1  1  0  0  0
 25 48  1  1  0  0  0
 26 49  1  1  0  0  0
 30 50  1  1  0  0  0
 31 51  1  6  0  0  0
M  END


  Mrv1652305152117192D          

 51 54  0  0  1  0            999 V2000
    5.7454   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3154   -7.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009   -5.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009   -4.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2204   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2784   -6.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5704   -6.0474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5704   -3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1223   -7.5155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.7605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4579   -6.7618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2204   -6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4499   -7.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9829   -3.9039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7454   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -1.7605    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -6.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2036   -7.9906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7354   -8.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329   -5.3329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.7605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -6.0474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6031   -6.8744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9072   -6.0699    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -4.6184    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 17  1  1  6  0  0  0
 17  9  1  0  0  0  0
 18  2  1  6  0  0  0
 18 16  1  0  0  0  0
 19  3  1  1  0  0  0
 20  4  1  6  0  0  0
 21 10  1  0  0  0  0
 21 13  2  0  0  0  0
 22 14  2  0  0  0  0
 22 18  1  0  0  0  0
 23 13  1  0  0  0  0
 24 11  1  0  0  0  0
 24 23  2  0  0  0  0
 25 12  1  0  0  0  0
 25 23  1  0  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 22  1  0  0  0  0
 30 17  1  6  0  0  0
 30 19  1  0  0  0  0
 31 19  1  0  0  0  0
 31 29  1  0  0  0  0
 32 29  2  0  0  0  0
 33  5  1  0  0  0  0
 33  6  1  0  0  0  0
 33 16  1  0  0  0  0
 33 32  1  0  0  0  0
 34 24  1  0  0  0  0
 35 21  1  0  0  0  0
 36 27  2  0  0  0  0
 37 28  2  0  0  0  0
 38  7  1  0  0  0  0
 25 38  1  1  0  0  0
 39  8  1  0  0  0  0
 31 39  1  1  0  0  0
 40 20  1  0  0  0  0
 40 28  1  0  0  0  0
 26 41  1  6  0  0  0
 41 27  1  0  0  0  0
 42 30  1  0  0  0  0
 42 32  1  0  0  0  0
 43 14  1  0  0  0  0
 17 44  1  1  0  0  0
 18 45  1  1  0  0  0
 19 46  1  6  0  0  0
 20 47  1  1  0  0  0
 25 48  1  1  0  0  0
 26 49  1  1  0  0  0
 30 50  1  1  0  0  0
 31 51  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0025577

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C(=O)O[C@]1([H])CC(=O)O[C@]1([H])C)=C1C2=C(O[C@]([H])([C@@]([H])(C)CC[C@]([H])(OC)C3=C(Br)C=CC(O)=C3)[C@@]([H])(C)[C@@]2([H])OC)C(C)(C)C[C@@]1([H])C

> <INCHI_IDENTIFIER>
InChI=1S/C33H45BrO8/c1-17(9-12-25(38-7)23-13-21(35)10-11-24(23)34)30-19(3)31(39-8)29-22(18(2)16-33(5,6)32(29)42-30)14-27(36)41-26-15-28(37)40-20(26)4/h10-11,13-14,17-20,25-26,30-31,35H,9,12,15-16H2,1-8H3/b22-14+/t17-,18+,19+,20+,25-,26+,30+,31+/m0/s1

> <INCHI_KEY>
SXZAPDMYMYDYSU-FSGUNDMBSA-N

> <FORMULA>
C33H45BrO8

> <MOLECULAR_WEIGHT>
649.619

> <EXACT_MASS>
648.229781

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
66.64394256190138

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-methyl-5-oxooxolan-3-yl 2-[(2R,3R,4R,5E,6R)-2-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-4-methoxy-3,6,8,8-tetramethyl-3,4,5,6,7,8-hexahydro-2H-1-benzopyran-5-ylidene]acetate

> <ALOGPS_LOGP>
6.21

> <JCHEM_LOGP>
6.214327436666665

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.918099660662257

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8097048451340023

> <JCHEM_POLAR_SURFACE_AREA>
100.52000000000001

> <JCHEM_REFRACTIVITY>
163.996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-methyl-5-oxooxolan-3-yl [(2R,3R,4R,5E,6R)-2-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-4-methoxy-3,6,8,8-tetramethyl-3,4,6,7-tetrahydro-2H-1-benzopyran-5-ylidene]acetate

> <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      10.725  -3.286   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.035 -12.622   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.035  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.522 -14.349   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.775 -10.945   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.775  -8.965   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.795  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.345  -8.621   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.795   0.715   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.025  -0.619   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.645  -3.286   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.105  -0.619   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.575  -9.955   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.186 -12.783   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.725 -11.288   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.955  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.265 -11.288   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.265  -5.954   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.028 -14.029   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.715   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.035  -9.955   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -1.953   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.795  -1.953   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.105  -3.286   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.655 -12.622   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.345 -11.288   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      19.506 -14.289   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.265  -8.621   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.725  -5.954   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.035  -7.287   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.725  -8.621   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.955  -9.955   0.000  0.00  0.00           C+0
HETATM   34 Br   UNK     0       3.025  -3.286   0.000  0.00  0.00          Br+0
HETATM   35  O   UNK     0       6.105   2.048   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      14.575 -12.622   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      20.913 -14.916   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      14.575  -7.287   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      18.173 -15.059   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      16.885 -11.288   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       9.955  -7.287   0.000  0.00  0.00           O+0
HETATM   43  H   UNK     0      16.115  -9.955   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       9.185  -3.286   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      13.805 -11.288   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      11.495  -4.620   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      16.059 -12.832   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.875  -1.953   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      18.493 -11.331   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       9.185  -5.954   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      13.805  -8.621   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   33                                                            
CONECT    6   33                                                            
CONECT    7   38                                                            
CONECT    8   39                                                            
CONECT    9   12   17                                                       
CONECT   10   11   21                                                       
CONECT   11   10   24                                                       
CONECT   12    9   25                                                       
CONECT   13   21   23                                                       
CONECT   14   22   27   43                                                  
CONECT   15   26   28                                                       
CONECT   16   18   33                                                       
CONECT   17    1    9   30   44                                             
CONECT   18    2   16   22   45                                             
CONECT   19    3   30   31   46                                             
CONECT   20    4   26   40   47                                             
CONECT   21   10   13   35                                                  
CONECT   22   14   18   29                                                  
CONECT   23   13   24   25                                                  
CONECT   24   11   23   34                                                  
CONECT   25   12   23   38   48                                             
CONECT   26   15   20   41   49                                             
CONECT   27   14   36   41                                                  
CONECT   28   15   37   40                                                  
CONECT   29   22   31   32                                                  
CONECT   30   17   19   42   50                                             
CONECT   31   19   29   39   51                                             
CONECT   32   29   33   42                                                  
CONECT   33    5    6   16   32                                             
CONECT   34   24                                                            
CONECT   35   21                                                            
CONECT   36   27                                                            
CONECT   37   28                                                            
CONECT   38    7   25                                                       
CONECT   39    8   31                                                       
CONECT   40   20   28                                                       
CONECT   41   26   27                                                       
CONECT   42   30   32                                                       
CONECT   43   14                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   20                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   30                                                            
CONECT   51   31                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  108    0
END

Synonyms

Value	Source
(2R,3R)-2-Methyl-5-oxooxolan-3-yl 2-[(2R,3R,4R,6R)-2-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-4-methoxy-3,6,8,8-tetramethyl-3,4,5,6,7,8-hexahydro-2H-1-benzopyran-5-ylidene]acetic acid	Generator

Molecular Formula

C₃₃H₄₅BrO₈

Average Mass

649.619

Monoisotopic Mass

648.229781

IUPAC Name

(2R,3R)-2-methyl-5-oxooxolan-3-yl 2-[(2R,3R,4R,5E,6R)-2-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-4-methoxy-3,6,8,8-tetramethyl-3,4,5,6,7,8-hexahydro-2H-1-benzopyran-5-ylidene]acetate

Traditional Name

(2R,3R)-2-methyl-5-oxooxolan-3-yl [(2R,3R,4R,5E,6R)-2-[(2S,5S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-4-methoxy-3,6,8,8-tetramethyl-3,4,6,7-tetrahydro-2H-1-benzopyran-5-ylidene]acetate

CAS Registry Number

Not Available

SMILES

[H]C(C(=O)O[C@]1([H])CC(=O)O[C@]1([H])C)=C1C2=C(O[C@]([H])([C@@]([H])(C)CC[C@]([H])(OC)C3=C(Br)C=CC(O)=C3)[C@@]([H])(C)[C@@]2([H])OC)C(C)(C)C[C@@]1([H])C

InChI Identifier

InChI=1S/C33H45BrO8/c1-17(9-12-25(38-7)23-13-21(35)10-11-24(23)34)30-19(3)31(39-8)29-22(18(2)16-33(5,6)32(29)42-30)14-27(36)41-26-15-28(37)40-20(26)4/h10-11,13-14,17-20,25-26,30-31,35H,9,12,15-16H2,1-8H3/b22-14+/t17-,18+,19+,20+,25-,26+,30+,31+/m0/s1

InChI Key

SXZAPDMYMYDYSU-FSGUNDMBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Benzylether
4-bromophenol
4-halophenol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Halobenzene
Bromobenzene
Benzenoid
Gamma butyrolactone
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Aryl halide
Aryl bromide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Carbonyl group
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	0.0014 g/L	ALOGPS
logP	6.21	ALOGPS
logP	6.21	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	8.92	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.52 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	164 m³·mol⁻¹	ChemAxon
Polarizability	66.64 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_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
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

73930329

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682202

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 Oscillatoxin E (MMDBc0025577)

MOL for #<Metabolite:0x00007fecb6a58688>

3D MOL for #<Metabolite:0x00007fecb6a58688>

3D SDF for #<Metabolite:0x00007fecb6a58688>

3D-SDF for #<Metabolite:0x00007fecb6a58688>

PDB for #<Metabolite:0x00007fecb6a58688>

3D PDB for #<Metabolite:0x00007fecb6a58688>

SMILES for #<Metabolite:0x00007fecb6a58688>

INCHI for #<Metabolite:0x00007fecb6a58688>

Structure for #<Metabolite:0x00007fecb6a58688>

3D Structure for #<Metabolite:0x00007fecb6a58688>