MiMeDB: Showing metabocard for Chloropestolide B (MMDBc0009478)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:58:34 UTC

Update Date

2022-08-31 06:30:12 UTC

Metabolite ID

MMDBc0009478

Metabolite Identification

Common Name

Chloropestolide B

Description

Chloropestolide B belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Based on a literature review very few articles have been published on Chloropestolide B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103582D          

 49 54  0  0  1  0            999 V2000
   -4.1918   -0.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424    0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8459   -0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364    0.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4690    0.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    3.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634   -0.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945   -0.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056   -0.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7869   -1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    0.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666   -0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352   -2.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    0.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    0.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4659   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639   -0.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8272   -1.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8678   -2.8998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8846    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896    0.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000    0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6518   -1.4480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6925   -2.8763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5180    1.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386    1.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687    0.0609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9232    1.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0845   -2.1504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4924   -0.4341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5052    0.5739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2770   -1.2305    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    2.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -3.6257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0438   -0.7220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7334    2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718   -0.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9360    2.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870   -0.0610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5566    2.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -0.0108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5172   -2.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7206    1.3703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -0.9241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005   -3.6023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.7455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598   -2.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  7  2  0  0  0  0
 17  3  1  0  0  0  0
 17 11  2  0  0  0  0
 17 12  1  0  0  0  0
 18  8  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  1  0  0  0  0
 21 12  2  0  0  0  0
 22 14  2  0  0  0  0
 23 19  2  0  0  0  0
 23 21  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  1  0  0  0  0
 26 23  1  0  0  0  0
 29  4  1  1  0  0  0
 29  9  1  0  0  0  0
 29 15  1  0  0  0  0
 30 14  1  0  0  0  0
 30 15  1  0  0  0  0
 30 28  1  1  0  0  0
 31 10  1  1  0  0  0
 31 24  1  0  0  0  0
 31 25  1  0  0  0  0
 32 22  1  0  0  0  0
 32 27  1  0  0  0  0
 32 29  1  0  0  0  0
 33 27  1  0  0  0  0
 33 30  1  0  0  0  0
 32 34  1  1  0  0  0
 35 19  1  0  0  0  0
 20 36  1  6  0  0  0
 24 37  1  6  0  0  0
 38 26  2  0  0  0  0
 39 27  2  0  0  0  0
 40 28  2  0  0  0  0
 41  5  1  0  0  0  0
 41 22  1  0  0  0  0
 42  6  1  0  0  0  0
 42 28  1  0  0  0  0
 43 21  1  0  0  0  0
 33 43  1  6  0  0  0
 44 25  1  0  0  0  0
 44 31  1  0  0  0  0
 45 26  1  0  0  0  0
 45 33  1  0  0  0  0
 46  9  1  0  0  0  0
 20 47  1  1  0  0  0
 24 48  1  1  0  0  0
 25 49  1  1  0  0  0
M  END


  Mrv1652305152103582D          

 49 54  0  0  1  0            999 V2000
   -4.1918   -0.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424    0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8459   -0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364    0.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4690    0.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    3.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634   -0.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945   -0.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056   -0.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7869   -1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    0.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666   -0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352   -2.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    0.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    0.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4659   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639   -0.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8272   -1.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8678   -2.8998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8846    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896    0.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000    0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6518   -1.4480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6925   -2.8763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5180    1.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386    1.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687    0.0609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9232    1.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0845   -2.1504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4924   -0.4341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5052    0.5739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2770   -1.2305    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    2.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -3.6257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0438   -0.7220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7334    2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718   -0.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9360    2.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870   -0.0610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5566    2.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -0.0108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5172   -2.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7206    1.3703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -0.9241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005   -3.6023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.7455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598   -2.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  7  2  0  0  0  0
 17  3  1  0  0  0  0
 17 11  2  0  0  0  0
 17 12  1  0  0  0  0
 18  8  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  1  0  0  0  0
 21 12  2  0  0  0  0
 22 14  2  0  0  0  0
 23 19  2  0  0  0  0
 23 21  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  1  0  0  0  0
 26 23  1  0  0  0  0
 29  4  1  1  0  0  0
 29  9  1  0  0  0  0
 29 15  1  0  0  0  0
 30 14  1  0  0  0  0
 30 15  1  0  0  0  0
 30 28  1  1  0  0  0
 31 10  1  1  0  0  0
 31 24  1  0  0  0  0
 31 25  1  0  0  0  0
 32 22  1  0  0  0  0
 32 27  1  0  0  0  0
 32 29  1  0  0  0  0
 33 27  1  0  0  0  0
 33 30  1  0  0  0  0
 32 34  1  1  0  0  0
 35 19  1  0  0  0  0
 20 36  1  6  0  0  0
 24 37  1  6  0  0  0
 38 26  2  0  0  0  0
 39 27  2  0  0  0  0
 40 28  2  0  0  0  0
 41  5  1  0  0  0  0
 41 22  1  0  0  0  0
 42  6  1  0  0  0  0
 42 28  1  0  0  0  0
 43 21  1  0  0  0  0
 33 43  1  6  0  0  0
 44 25  1  0  0  0  0
 44 31  1  0  0  0  0
 45 26  1  0  0  0  0
 45 33  1  0  0  0  0
 46  9  1  0  0  0  0
 20 47  1  1  0  0  0
 24 48  1  1  0  0  0
 25 49  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009478

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(=C=C1C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O)[C@]1(C)C[C@@]2(C=C(OC)[C@@]1(Cl)C(=O)[C@]21OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C33H35ClO11/c1-16(2)7-10-31-24(37)18(13-20(36)25(31)44-31)8-9-29(4)15-30(28(40)42-6)14-22(41-5)32(29,34)27(39)33(30)43-21-12-17(3)11-19(35)23(21)26(38)45-33/h7,9,11-12,14,20,24-25,35-37H,10,13,15H2,1-6H3/t8?,20-,24+,25-,29+,30-,31+,32+,33-/m0/s1

> <INCHI_KEY>
WNDQDJWJVKECHL-VDOBOWPVSA-N

> <FORMULA>
C33H35ClO11

> <MOLECULAR_WEIGHT>
643.08

> <EXACT_MASS>
642.1867896

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
64.18316226236979

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1'S,2R,4'R,8'S)-4'-chloro-8'-{2-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]ethenyl}-5-hydroxy-5'-methoxy-7,8'-dimethyl-3',4-dioxo-4H-spiro[1,3-benzodioxine-2,2'-bicyclo[2.2.2]octan]-5'-ene-1'-carboxylate

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
4.843051916666667

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.026482940196026

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.793947645953294

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2339680909828665

> <JCHEM_POLAR_SURFACE_AREA>
161.34999999999997

> <JCHEM_REFRACTIVITY>
162.27290000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1'S,2R,4'R,8'S)-4'-chloro-8'-{2-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]ethenyl}-5-hydroxy-5'-methoxy-7,8'-dimethyl-3',4-dioxospiro[1,3-benzodioxine-2,2'-bicyclo[2.2.2]octan]-5'-ene-1'-carboxylate

> <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      -7.825  -1.591   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.426   0.680   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.046  -1.413   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.441   1.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.742   0.978   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.441   6.228   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.158  -1.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.736  -1.436   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.011  -0.223   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.202  -3.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.361   1.165   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.471  -0.717   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.812  -4.102   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.235   1.768   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.703   1.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.470  -0.859   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.959  -0.322   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.544  -2.747   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.275   2.257   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.620  -5.413   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.385   0.375   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.167   0.281   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.787   1.862   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.083  -2.703   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.159  -5.369   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.700   2.953   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.408  -0.415   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.125   3.649   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.435   0.114   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.723   2.163   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.891  -4.014   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.919  -0.810   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.810   1.071   0.000  0.00  0.00           C+0
HETATM   34 Cl   UNK     0       0.517  -2.297   0.000  0.00  0.00          Cl+0
HETATM   35  O   UNK     0       7.677   3.743   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -0.888  -6.768   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.815  -1.348   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.102   4.440   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.494  -1.507   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.614   4.045   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.656  -0.114   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       1.039   4.741   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       3.896  -0.020   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -4.699  -5.325   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       3.212   2.558   0.000  0.00  0.00           O+0
HETATM   46  H   UNK     0       0.350  -1.725   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.428  -6.724   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.276  -1.392   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.352  -4.058   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   29                                                            
CONECT    5   41                                                            
CONECT    6   42                                                            
CONECT    7   10   16                                                       
CONECT    8    9   18                                                       
CONECT    9    8   29   46                                                  
CONECT   10    7   31                                                       
CONECT   11   17   19                                                       
CONECT   12   17   21                                                       
CONECT   13   18   20                                                       
CONECT   14   22   30                                                       
CONECT   15   29   30                                                       
CONECT   16    1    2    7                                                  
CONECT   17    3   11   12                                                  
CONECT   18    8   13   24                                                  
CONECT   19   11   23   35                                                  
CONECT   20   13   25   36   47                                             
CONECT   21   12   23   43                                                  
CONECT   22   14   32   41                                                  
CONECT   23   19   21   26                                                  
CONECT   24   18   31   37   48                                             
CONECT   25   20   31   44   49                                             
CONECT   26   23   38   45                                                  
CONECT   27   32   33   39                                                  
CONECT   28   30   40   42                                                  
CONECT   29    4    9   15   32                                             
CONECT   30   14   15   28   33                                             
CONECT   31   10   24   25   44                                             
CONECT   32   22   27   29   34                                             
CONECT   33   27   30   43   45                                             
CONECT   34   32                                                            
CONECT   35   19                                                            
CONECT   36   20                                                            
CONECT   37   24                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41    5   22                                                       
CONECT   42    6   28                                                       
CONECT   43   21   33                                                       
CONECT   44   25   31                                                       
CONECT   45   26   33                                                       
CONECT   46    9                                                            
CONECT   47   20                                                            
CONECT   48   24                                                            
CONECT   49   25                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₃₅ClO₁₁

Average Mass

643.08

Monoisotopic Mass

642.1867896

IUPAC Name

methyl (1'S,2R,4'R,8'S)-4'-chloro-8'-{2-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]ethenyl}-5-hydroxy-5'-methoxy-7,8'-dimethyl-3',4-dioxo-4H-spiro[1,3-benzodioxine-2,2'-bicyclo[2.2.2]octan]-5'-ene-1'-carboxylate

Traditional Name

methyl (1'S,2R,4'R,8'S)-4'-chloro-8'-{2-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]ethenyl}-5-hydroxy-5'-methoxy-7,8'-dimethyl-3',4-dioxospiro[1,3-benzodioxine-2,2'-bicyclo[2.2.2]octan]-5'-ene-1'-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C(=C=C1C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O)[C@]1(C)C[C@@]2(C=C(OC)[C@@]1(Cl)C(=O)[C@]21OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC

InChI Identifier

InChI=1S/C33H35ClO11/c1-16(2)7-10-31-24(37)18(13-20(36)25(31)44-31)8-9-29(4)15-30(28(40)42-6)14-22(41-5)32(29,34)27(39)33(30)43-21-12-17(3)11-19(35)23(21)26(38)45-33/h7,9,11-12,14,20,24-25,35-37H,10,13,15H2,1-6H3/t8?,20-,24+,25-,29+,30-,31+,32+,33-/m0/s1

InChI Key

WNDQDJWJVKECHL-VDOBOWPVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Cyclohexenone
Dicarboxylic acid or derivatives
Benzenoid
Alpha-haloketone
Cyclic alcohol
Alpha-chloroketone
Methyl ester
Vinylogous acid
Lactone
Secondary alcohol
Ketone
Carboxylic acid ester
Ether
Dialkyl ether
Acetal
Oxirane
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alkyl halide
Alkyl chloride
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	0.022 g/L	ALOGPS
logP	3.23	ALOGPS
logP	4.84	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	161.35 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	162.27 m³·mol⁻¹	ChemAxon
Polarizability	64.18 Å³	ChemAxon
Number of Rings	6	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_1_3) - 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
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

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

78437313

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71659165

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 Chloropestolide B (MMDBc0009478)

MOL for #<Metabolite:0x00007fdb599432e8>

3D MOL for #<Metabolite:0x00007fdb599432e8>

3D SDF for #<Metabolite:0x00007fdb599432e8>

3D-SDF for #<Metabolite:0x00007fdb599432e8>

PDB for #<Metabolite:0x00007fdb599432e8>

3D PDB for #<Metabolite:0x00007fdb599432e8>

SMILES for #<Metabolite:0x00007fdb599432e8>

INCHI for #<Metabolite:0x00007fdb599432e8>

Structure for #<Metabolite:0x00007fdb599432e8>

3D Structure for #<Metabolite:0x00007fdb599432e8>