MiMeDB: Showing metabocard for Thailandepsin B (MMDBc0017538)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:53:42 UTC

Update Date

2025-10-07 16:06:42 UTC

Metabolite ID

MMDBc0017538

Metabolite Identification

Common Name

Thailandepsin B

Description

Thailandepsin B is a bicyclic depsipeptide that belongs to the class of natural products known for their diverse biological activities. Its chemical structure features a macrocyclic framework formed through lactonization and the presence of internal disulfide bonds, which contribute to its stability and biological function. Thailandepsin B is primarily isolated from fungi and plants, with potential synthesis pathways involving key reactions such as the Rh-catalyzed hydro-oxycarbonylation of allenes (PMID:38064346 ) and macro-lactonization from the corresponding secoacid (PMID:37424350 ). This compound has garnered attention for its role as a potent histone deacetylase (HDAC) inhibitor, exhibiting selective inhibition profiles that differ from other HDAC inhibitors like FK228 (PMID:37424350 ). The biosynthesis and synthetic schemes of Thailandepsin B have been explored, highlighting its relevance in medicinal chemistry as a lead compound for developing selective HDAC inhibitors (PMID:37424350 ). Its synthesis has been achieved with notable efficiency, demonstrating its potential for further therapeutic applications (PMID:27373645 ). Additionally, analytical methods such as LC-MS/MS have been employed to determine Thailandepsin B levels in biological samples, reflecting its significance in pharmacokinetic studies (PMID:25558934 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109532D          

 41 42  0  0  1  0            999 V2000
   -0.8114    3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7072   -2.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7517   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101    3.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041   -1.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550    2.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998   -0.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4365   -1.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1765    2.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3242   -1.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -0.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499   -1.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316    0.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0263   -1.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0086   -0.1134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5214    2.0012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5668    1.1781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8613   -1.2807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5953    0.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742   -1.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232   -0.5740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3686    1.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900    0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    1.3259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056    1.9305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7532    0.1730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3695   -1.9306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865    0.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -2.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4033    2.7980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    1.5845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -0.8105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966   -0.8936    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6185   -0.2174    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7294   -1.4372    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893    0.3526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    2.6886    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    1.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3532   -0.6308    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -0.1423    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  8  1  4  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 15  1  1  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  2  0  0  0  0
 26 18  1  0  0  0  0
 26 23  2  0  0  0  0
 27 22  1  0  0  0  0
 27 24  2  0  0  0  0
 19 28  1  6  0  0  0
 20 29  1  4  0  0  0
 30 21  2  0  0  0  0
 23 31  1  4  0  0  0
 24 32  1  4  0  0  0
 33 16  1  0  0  0  0
 33 21  1  0  0  0  0
 34 11  1  0  0  0  0
 35 14  1  0  0  0  0
 35 34  1  0  0  0  0
 36 15  1  0  0  0  0
 16 37  1  6  0  0  0
 17 38  1  1  0  0  0
 18 39  1  6  0  0  0
 19 40  1  6  0  0  0
 22 41  1  1  0  0  0
M  END


  Mrv1652305152109532D          

 41 42  0  0  1  0            999 V2000
   -0.8114    3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7072   -2.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7517   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101    3.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041   -1.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550    2.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998   -0.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4365   -1.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1765    2.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3242   -1.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -0.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499   -1.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316    0.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0263   -1.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0086   -0.1134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5214    2.0012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5668    1.1781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8613   -1.2807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5953    0.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742   -1.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232   -0.5740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3686    1.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900    0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    1.3259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056    1.9305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7532    0.1730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3695   -1.9306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865    0.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267   -2.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4033    2.7980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    1.5845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -0.8105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966   -0.8936    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6185   -0.2174    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7294   -1.4372    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893    0.3526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    2.6886    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    1.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3532   -0.6308    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -0.1423    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  8  1  4  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 15  1  1  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  2  0  0  0  0
 26 18  1  0  0  0  0
 26 23  2  0  0  0  0
 27 22  1  0  0  0  0
 27 24  2  0  0  0  0
 19 28  1  6  0  0  0
 20 29  1  4  0  0  0
 30 21  2  0  0  0  0
 23 31  1  4  0  0  0
 24 32  1  4  0  0  0
 33 16  1  0  0  0  0
 33 21  1  0  0  0  0
 34 11  1  0  0  0  0
 35 14  1  0  0  0  0
 35 34  1  0  0  0  0
 36 15  1  0  0  0  0
 16 37  1  6  0  0  0
 17 38  1  1  0  0  0
 18 39  1  6  0  0  0
 19 40  1  6  0  0  0
 22 41  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017538

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(CC)[C@@]1([H])N=C(O)[C@@]2([H])CSSCCC=C[C@]([H])(CC(O)=N[C@]([H])(CCCC)C(O)=N2)OC(=O)C[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C24H39N3O6S2/c1-4-6-10-17-23(31)26-18-14-35-34-11-8-7-9-16(12-20(29)25-17)33-21(30)13-19(28)22(15(3)5-2)27-24(18)32/h7,9,15-19,22,28H,4-6,8,10-14H2,1-3H3,(H,25,29)(H,26,31)(H,27,32)/t15?,16-,17-,18-,19+,22-/m1/s1

> <INCHI_KEY>
MUNWAZFRKGVMPQ-WCXJMSLPSA-N

> <FORMULA>
C24H39N3O6S2

> <MOLECULAR_WEIGHT>
529.71

> <EXACT_MASS>
529.228028336

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
54.88544378935408

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5S,6R,9S,20R)-6-(butan-2-yl)-20-butyl-5,8,18,21-tetrahydroxy-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
-2.487742742352096

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
-6.421346733062825

> <JCHEM_PKA_STRONGEST_ACIDIC>
-9.810677992973485

> <JCHEM_PKA_STRONGEST_BASIC>
15.642416521746982

> <JCHEM_POLAR_SURFACE_AREA>
144.3

> <JCHEM_REFRACTIVITY>
140.17899999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5S,6R,9S,20R)-20-butyl-5,8,18,21-tetrahydroxy-6-(sec-butyl)-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one

> <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      -1.515   6.817   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.653  -4.222   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.736  -1.143   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.019   6.675   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.341  -3.417   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.663   5.276   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.373  -1.756   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.815  -2.866   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.010  -0.148   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.196   5.135   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.472  -2.776   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.760  -0.745   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.693  -2.918   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.659   0.976   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.382  -1.877   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.883  -0.212   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.840   3.736   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.658   2.199   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.208  -2.391   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.111   0.991   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.058  -2.853   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.070  -1.071   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.421   3.684   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.195   1.781   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       1.829   2.475   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       5.984   3.604   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       8.873   0.323   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0       8.156  -3.604   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.348   1.483   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.410  -4.250   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.486   5.223   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.188   2.958   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.832  -1.513   0.000  0.00  0.00           O+0
HETATM   34  S   UNK     0       3.914  -1.668   0.000  0.00  0.00           S+0
HETATM   35  S   UNK     0       4.888  -0.406   0.000  0.00  0.00           S+0
HETATM   36  H   UNK     0      10.695  -2.683   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.153   0.658   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.692   5.019   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       7.644   3.382   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.259  -1.177   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.758  -0.266   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3   15                                                            
CONECT    4    1    6                                                       
CONECT    5    2   15                                                       
CONECT    6    4   10                                                       
CONECT    7    8    9                                                       
CONECT    8    7   11                                                       
CONECT    9    7   16                                                       
CONECT   10    6   17                                                       
CONECT   11    8   34                                                       
CONECT   12   16   20                                                       
CONECT   13   19   21                                                       
CONECT   14   18   35                                                       
CONECT   15    3    5   22   36                                             
CONECT   16    9   12   33   37                                             
CONECT   17   10   23   25   38                                             
CONECT   18   14   24   26   39                                             
CONECT   19   13   22   28   40                                             
CONECT   20   12   25   29                                                  
CONECT   21   13   30   33                                                  
CONECT   22   15   19   27   41                                             
CONECT   23   17   26   31                                                  
CONECT   24   18   27   32                                                  
CONECT   25   17   20                                                       
CONECT   26   18   23                                                       
CONECT   27   22   24                                                       
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   16   21                                                       
CONECT   34   11   35                                                       
CONECT   35   14   34                                                       
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
CONECT   41   22                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₃₉N₃O₆S₂

Average Mass

529.71

Monoisotopic Mass

529.228028336

IUPAC Name

(1S,5S,6R,9S,20R)-6-(butan-2-yl)-20-butyl-5,8,18,21-tetrahydroxy-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one

Traditional Name

(1S,5S,6R,9S,20R)-20-butyl-5,8,18,21-tetrahydroxy-6-(sec-butyl)-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one

CAS Registry Number

Not Available

SMILES

[H]C(C)(CC)[C@@]1([H])N=C(O)[C@@]2([H])CSSCCC=C[C@]([H])(CC(O)=N[C@]([H])(CCCC)C(O)=N2)OC(=O)C[C@]1([H])O

InChI Identifier

InChI=1S/C24H39N3O6S2/c1-4-6-10-17-23(31)26-18-14-35-34-11-8-7-9-16(12-20(29)25-17)33-21(30)13-19(28)22(15(3)5-2)27-24(18)32/h7,9,15-19,22,28H,4-6,8,10-14H2,1-3H3,(H,25,29)(H,26,31)(H,27,32)/t15?,16-,17-,18-,19+,22-/m1/s1

InChI Key

MUNWAZFRKGVMPQ-WCXJMSLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Macrolide
Cyclic carboximidic acid
Secondary alcohol
Organic disulfide
Lactone
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	2.6	ALOGPS
logP	-2.5	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	-9.8	ChemAxon
pKa (Strongest Basic)	15.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	144.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	140.18 m³·mol⁻¹	ChemAxon
Polarizability	54.89 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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/Eubacteria	Proteobacteria	1		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587929

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Thailandepsin B (MMDBc0017538)

MOL for #<Metabolite:0x00005560acb46ee8>

3D MOL for #<Metabolite:0x00005560acb46ee8>

3D SDF for #<Metabolite:0x00005560acb46ee8>

3D-SDF for #<Metabolite:0x00005560acb46ee8>

PDB for #<Metabolite:0x00005560acb46ee8>

3D PDB for #<Metabolite:0x00005560acb46ee8>

SMILES for #<Metabolite:0x00005560acb46ee8>

INCHI for #<Metabolite:0x00005560acb46ee8>

Structure for #<Metabolite:0x00005560acb46ee8>

3D Structure for #<Metabolite:0x00005560acb46ee8>