MiMeDB: Showing metabocard for Chaetomugilin B (MMDBc0001491)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 19:46:21 UTC

Update Date

2025-10-07 16:04:28 UTC

Metabolite ID

MMDBc0001491

Metabolite Identification

Common Name

Chaetomugilin B

Description

Chaetomugilin B is a secondary metabolite belonging to the class of alkaloids. It has been isolated from various fungal species, particularly within the genus Chaetomium, and exhibits notable biological activities, including antimicrobial and cytotoxic properties. The compound's structure features a unique bicyclic framework that contributes to its biological efficacy. Studies have demonstrated its potential in inhibiting the growth of certain cancer cell lines, suggesting its utility in cancer research and drug development. Furthermore, Chaetomugilin B has been shown to possess antifungal properties, making it a candidate for further exploration in the field of natural product pharmacology. The intricate synthesis and biological implications of Chaetomugilin B highlight its significance in both chemistry and biology, warranting additional research to fully elucidate its mechanisms of action and potential therapeutic applications (PMID: 23378945 ; PMID: 24897801 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142121462D          

 40 43  0  0  1  0            999 V2000
    9.1885    0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4483    2.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0217   -2.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7774    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6475    0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7470   -0.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4658    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5479    1.3581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4501   -0.9239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6778    2.1728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2374   -0.1268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8769   -0.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9765   -1.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3359   -0.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5654   -0.9309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8307   -0.5555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8466   -1.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0761   -2.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -1.7456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2467   -1.1383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4872   -2.4905    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0372    2.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9462   -3.0801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020    0.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -1.7789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2363    0.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8214    0.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.8738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1368    1.5831    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2881   -0.2714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4180    0.5433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6534   -0.7096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3184    1.6529    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0247    0.6703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094   -0.1070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0340   -0.3412    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11  1  1  6  0  0  0
 11  7  1  0  0  0  0
 12  2  1  6  0  0  0
 13  3  1  0  0  0  0
 13 11  1  0  0  0  0
 14  4  1  1  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  2  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 23  5  1  6  0  0  0
 23 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 12  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 13 26  1  1  0  0  0
 27 21  2  0  0  0  0
 28 22  2  0  0  0  0
 29  6  1  0  0  0  0
 24 29  1  1  0  0  0
 30 10  1  0  0  0  0
 30 15  1  0  0  0  0
 31 14  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33  7  1  0  0  0  0
 34  8  1  0  0  0  0
 11 35  1  1  0  0  0
 12 36  1  1  0  0  0
 13 37  1  1  0  0  0
 14 38  1  6  0  0  0
 18 39  1  6  0  0  0
 19 40  1  1  0  0  0
M  END


  Mrv1652305142121462D          

 40 43  0  0  1  0            999 V2000
    9.1885    0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4483    2.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0217   -2.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7774    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6475    0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7470   -0.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4658    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5479    1.3581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4501   -0.9239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6778    2.1728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2374   -0.1268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8769   -0.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9765   -1.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3359   -0.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5654   -0.9309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8307   -0.5555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8466   -1.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0761   -2.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -1.7456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2467   -1.1383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4872   -2.4905    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0372    2.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9462   -3.0801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020    0.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -1.7789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2363    0.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8214    0.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.8738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1368    1.5831    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2881   -0.2714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4180    0.5433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6534   -0.7096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3184    1.6529    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0247    0.6703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094   -0.1070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0340   -0.3412    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11  1  1  6  0  0  0
 11  7  1  0  0  0  0
 12  2  1  6  0  0  0
 13  3  1  0  0  0  0
 13 11  1  0  0  0  0
 14  4  1  1  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  2  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 23  5  1  6  0  0  0
 23 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 12  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 13 26  1  1  0  0  0
 27 21  2  0  0  0  0
 28 22  2  0  0  0  0
 29  6  1  0  0  0  0
 24 29  1  1  0  0  0
 30 10  1  0  0  0  0
 30 15  1  0  0  0  0
 31 14  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33  7  1  0  0  0  0
 34  8  1  0  0  0  0
 11 35  1  1  0  0  0
 12 36  1  1  0  0  0
 13 37  1  1  0  0  0
 14 38  1  6  0  0  0
 18 39  1  6  0  0  0
 19 40  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001491

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(OC)[C@]([H])(C(=O)O[C@]([H])(C)[C@@]4([H])C)[C@@]3([H])C2=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C24H29ClO7/c1-11(13(3)26)7-8-15-9-16-17(10-30-15)18-19-22(28)31-14(4)12(2)24(19,29-6)32-23(18,5)21(27)20(16)25/h7-14,18-19,26H,1-6H3/b8-7+/t11-,12-,13-,14-,18-,19+,23+,24-/m1/s1

> <INCHI_KEY>
XULBVHWQPPYAAY-NCCWVHROSA-N

> <FORMULA>
C24H29ClO7

> <MOLECULAR_WEIGHT>
464.94

> <EXACT_MASS>
464.160181

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.521555321124254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10S,12R,13R,14R,17R)-8-chloro-5-[(1E,3R,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-12-methoxy-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
2.764946892

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.270982373601782

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.76555343421751

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3671657807637039

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
121.12249999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10S,12R,13R,14R,17R)-8-chloro-5-[(1E,3R,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-12-methoxy-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0      17.152   1.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.483  -2.812   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.637   4.606   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.689   0.163   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.879  -4.745   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.641  -4.759   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.518   1.985   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.275   0.464   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.594  -1.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.203   0.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.956   2.535   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.573  -1.725   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.199   4.056   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.176  -0.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.837  -0.086   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.156  -2.158   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.960  -1.187   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.522  -1.738   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.151  -1.037   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.914  -3.678   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.475  -4.229   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.754   0.451   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.280  -3.258   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.061  -2.125   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      12.109  -4.649   0.000  0.00  0.00          Cl+0
HETATM   26  O   UNK     0      15.003   5.026   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.233  -5.750   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.844   1.539   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.090  -3.321   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.641   0.884   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.267   0.851   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.758  -3.498   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0      13.322   2.955   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      15.471  -0.507   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      15.714   1.014   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.086  -1.325   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      17.394   3.085   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.779   1.251   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       8.604  -0.200   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.664  -0.637   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   23                                                            
CONECT    6   29                                                            
CONECT    7    8   11   33                                                  
CONECT    8    7   15   34                                                  
CONECT    9   15   16                                                       
CONECT   10   17   30                                                       
CONECT   11    1    7   13   35                                             
CONECT   12    2   14   24   36                                             
CONECT   13    3   11   26   37                                             
CONECT   14    4   12   31   38                                             
CONECT   15    8    9   30                                                  
CONECT   16    9   17   20                                                  
CONECT   17   10   16   18                                                  
CONECT   18   17   19   23   39                                             
CONECT   19   18   22   24   40                                             
CONECT   20   16   21   25                                                  
CONECT   21   20   23   27                                                  
CONECT   22   19   28   31                                                  
CONECT   23    5   18   21   32                                             
CONECT   24   12   19   29   32                                             
CONECT   25   20                                                            
CONECT   26   13                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29    6   24                                                       
CONECT   30   10   15                                                       
CONECT   31   14   22                                                       
CONECT   32   23   24                                                       
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35   11                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   14                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₂₉ClO₇

Average Mass

464.94

Monoisotopic Mass

464.160181

IUPAC Name

(1S,10S,12R,13R,14R,17R)-8-chloro-5-[(1E,3R,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-12-methoxy-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

Traditional Name

(1S,10S,12R,13R,14R,17R)-8-chloro-5-[(1E,3R,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-12-methoxy-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(OC)[C@]([H])(C(=O)O[C@]([H])(C)[C@@]4([H])C)[C@@]3([H])C2=CO1

InChI Identifier

InChI=1S/C24H29ClO7/c1-11(13(3)26)7-8-15-9-16-17(10-30-15)18-19-22(28)31-14(4)12(2)24(19,29-6)32-23(18,5)21(27)20(16)25/h7-14,18-19,26H,1-6H3/b8-7+/t11-,12-,13-,14-,18-,19+,23+,24-/m1/s1

InChI Key

XULBVHWQPPYAAY-NCCWVHROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta valerolactone
Delta_valerolactone
Ketal
Cyclohexenone
Oxane
Pyran
Alpha-haloketone
Alpha-chloroketone
Oxolane
Carboxylic acid ester
Ketone
Secondary alcohol
Oxacycle
Chloroalkene
Carboxylic acid derivative
Haloalkene
Acetal
Vinyl halide
Monocarboxylic acid or derivatives
Vinyl chloride
Alcohol
Hydrocarbon derivative
Organohalogen compound
Organochloride
Organooxygen compound
Organic oxygen compound
Aldehyde
Organic oxide
Carbonyl group
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	0.01 g/L	ALOGPS
logP	3.57	ALOGPS
logP	2.76	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	17.77	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	121.12 m³·mol⁻¹	ChemAxon
Polarizability	48.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	43.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	29.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	627.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	650.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	737.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	323.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3227.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	79.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	495.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	642.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	388.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	168.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	192.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	8.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	201.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	107.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	450.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1559.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1410.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Chaetomugilin B_TMS_1	CO[C@]12O[C@]3(C)C(=O)C(Cl)=C4C=C(/C=C/[C@@H](C)[C@@H](C)O[Si](C)(C)C)OC=C4[C@@H]3[C@H]1C(=O)O[C@H](C)[C@H]2C	standard non polar	2025-10-23	862.313
Gas Chromatography	Chaetomugilin B_TMS_1	CO[C@]12O[C@]3(C)C(=O)C(Cl)=C4C=C(/C=C/[C@@H](C)[C@@H](C)O[Si](C)(C)C)OC=C4[C@@H]3[C@H]1C(=O)O[C@H](C)[C@H]2C	standard polar	2025-10-23	2239.6

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
Eukaryota/Fungi	Ascomycota	2	Human feces	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

C00048652

Chemspider ID

27023801

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24939082

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 Chaetomugilin B (MMDBc0001491)

MOL for #<Metabolite:0x00007f9ab3475f18>

3D MOL for #<Metabolite:0x00007f9ab3475f18>

3D SDF for #<Metabolite:0x00007f9ab3475f18>

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PDB for #<Metabolite:0x00007f9ab3475f18>

3D PDB for #<Metabolite:0x00007f9ab3475f18>

SMILES for #<Metabolite:0x00007f9ab3475f18>

INCHI for #<Metabolite:0x00007f9ab3475f18>

Structure for #<Metabolite:0x00007f9ab3475f18>

3D Structure for #<Metabolite:0x00007f9ab3475f18>