MiMeDB: Showing metabocard for Isochaetoglobosin D (MMDBc0010195)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:27:09 UTC

Update Date

2025-10-07 16:05:42 UTC

Metabolite ID

MMDBc0010195

Metabolite Identification

Common Name

Isochaetoglobosin D

Description

Isochaetoglobosin D is a member of the cytochalasan chemical class, specifically a metabolite isolated from the fungus Chaetomium globosum. This compound has garnered attention due to its unique structure, which includes a 3,4-substituted pyrrole ring, distinguishing it from other chaetoglobosins. Recent studies have revised its structure based on NMR analysis and biosynthetic considerations, suggesting it aligns more closely with penochalasin C rather than previous classifications (PMID:35517363 ). Isochaetoglobosin D exhibits significant biological activity, demonstrating potent cytotoxicity with an IC50 of 3.5 μM, while other derivatives such as cytoglobosin Ab showed no activity (PMID:28403641 ). The compound's structure has been elucidated through high-resolution mass spectrometry (HR-MS) and NMR data, confirming its classification among the chaetoglobosin family (PMID:27141677 ). Further investigations into its biosynthetic pathway and structural characteristics continue to enhance our understanding of its potential applications in pharmacology and biotechnology (PMID:24418656 , PMID:20225834 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152104272D          

 48 52  0  0  1  0            999 V2000
    4.1296    0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525   -1.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564   -0.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858   -0.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4159   -1.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9001    1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096   -0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3910    1.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697   -1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2346   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5061   -1.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -0.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3589   -2.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717    0.3795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6017   -1.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -0.7058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9556   -0.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8634   -1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    0.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935   -2.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865   -0.9699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0879   -1.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486   -0.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587   -0.5225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9344   -1.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    0.6503    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5315    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3198    0.2838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1817   -2.9608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -0.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -2.7782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7087   -0.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -2.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    1.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    1.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    2.4382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    2.3442    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3819   -0.3279    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6090    1.1696    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716   -0.9140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786    1.4142    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761   -1.4227    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    0.0800    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120    0.4532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 17  1  1  6  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18 14  2  0  0  0  0
 19  3  1  1  0  0  0
 20  4  2  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 21 16  2  0  0  0  0
 22  9  2  0  0  0  0
 22 21  1  0  0  0  0
 23 10  1  0  0  0  0
 24 11  2  0  0  0  0
 24 22  1  0  0  0  0
 25 15  1  6  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 19  1  0  0  0  0
 28 25  1  0  0  0  0
 29 18  1  0  0  0  0
 29 26  1  0  0  0  0
 30 20  1  0  0  0  0
 30 23  1  0  0  0  0
 32 23  1  0  0  0  0
 32 27  1  0  0  0  0
 32 28  1  0  0  0  0
 32 31  1  6  0  0  0
 33 16  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 34 31  2  0  0  0  0
 35 26  2  0  0  0  0
 36 27  2  0  0  0  0
 37 29  2  0  0  0  0
 30 38  1  6  0  0  0
 39 31  1  0  0  0  0
 40  7  1  0  0  0  0
 41 10  1  0  0  0  0
 42 14  1  0  0  0  0
 17 43  1  1  0  0  0
 19 44  1  6  0  0  0
 45 23  1  0  0  0  0
 25 46  1  1  0  0  0
 28 47  1  6  0  0  0
 30 48  1  1  0  0  0
M  END


  Mrv1652305152104272D          

 48 52  0  0  1  0            999 V2000
    4.1296    0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525   -1.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564   -0.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858   -0.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4159   -1.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9001    1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096   -0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3910    1.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697   -1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2346   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5061   -1.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -0.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3589   -2.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717    0.3795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6017   -1.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -0.7058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9556   -0.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8634   -1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    0.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935   -2.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865   -0.9699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0879   -1.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486   -0.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587   -0.5225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9344   -1.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    0.6503    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5315    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3198    0.2838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1817   -2.9608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -0.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -2.7782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7087   -0.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -2.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    1.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    1.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    2.4382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    2.3442    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3819   -0.3279    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6090    1.1696    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716   -0.9140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786    1.4142    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761   -1.4227    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    0.0800    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120    0.4532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 17  1  1  6  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18 14  2  0  0  0  0
 19  3  1  1  0  0  0
 20  4  2  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 21 16  2  0  0  0  0
 22  9  2  0  0  0  0
 22 21  1  0  0  0  0
 23 10  1  0  0  0  0
 24 11  2  0  0  0  0
 24 22  1  0  0  0  0
 25 15  1  6  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 19  1  0  0  0  0
 28 25  1  0  0  0  0
 29 18  1  0  0  0  0
 29 26  1  0  0  0  0
 30 20  1  0  0  0  0
 30 23  1  0  0  0  0
 32 23  1  0  0  0  0
 32 27  1  0  0  0  0
 32 28  1  0  0  0  0
 32 31  1  6  0  0  0
 33 16  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 34 31  2  0  0  0  0
 35 26  2  0  0  0  0
 36 27  2  0  0  0  0
 37 29  2  0  0  0  0
 30 38  1  6  0  0  0
 39 31  1  0  0  0  0
 40  7  1  0  0  0  0
 41 10  1  0  0  0  0
 42 14  1  0  0  0  0
 17 43  1  1  0  0  0
 19 44  1  6  0  0  0
 45 23  1  0  0  0  0
 25 46  1  1  0  0  0
 28 47  1  6  0  0  0
 30 48  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0010195

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C([H])\C2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)CCC(=O)C(=O)\C(C)=C([H])/[C@@]([H])(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,19,23,25,28,30,33,38H,4,8,12-13,15H2,1-3H3,(H,34,39)/b10-7-,18-14-/t17-,19+,23?,25-,28-,30+,32-/m0/s1

> <INCHI_KEY>
PTPJKVDJLHYTML-MBMRVXDTSA-N

> <FORMULA>
C32H36N2O5

> <MOLECULAR_WEIGHT>
528.649

> <EXACT_MASS>
528.262422267

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
58.02612901232548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4S,6S,10S,17aR,17bR)-1,6-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,10,12-trimethyl-5-methylidene-3H,4H,5H,6H,6aH,9H,10H,13H,14H,15H,16H,17H,17bH-cyclotrideca[e]isoindole-13,14,17-trione

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
4.376691028838659

> <ALOGPS_LOGS>
-5.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.166461899470523

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7798663147567013

> <JCHEM_PKA_STRONGEST_BASIC>
5.440994661281081

> <JCHEM_POLAR_SURFACE_AREA>
119.82000000000001

> <JCHEM_REFRACTIVITY>
151.5146

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S,6S,10S,17aR,17bR)-1,6-dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-3H,4H,6H,6aH,9H,10H,15H,16H,17bH-cyclotrideca[e]isoindole-13,14,17-trione

> <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       7.709   1.317   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.125  -3.042   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.989  -2.798   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.145  -0.611   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.200  -1.070   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.376  -2.064   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.197   3.098   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.413   2.048   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.751  -1.591   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.597   3.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.104  -3.579   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.305  -3.391   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.945  -2.502   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.654  -0.823   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.744  -3.336   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.537  -5.414   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.294   0.708   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.723  -2.404   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.564  -1.317   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.650  -0.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.169  -3.918   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.478  -3.107   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.724   1.680   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.655  -4.101   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.535  -1.811   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.897  -3.646   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.091  -0.979   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.043  -0.975   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.478  -3.396   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.194   1.214   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.992   0.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.597   0.530   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -4.073  -5.527   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -1.673  -0.731   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0       3.896  -5.186   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.323  -1.590   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.098  -4.805   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.284   2.301   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -1.752   2.005   0.000  0.00  0.00           O+0
HETATM   40  H   UNK     0       4.707   4.551   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.833   4.376   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       8.180  -0.612   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.737   2.183   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.054  -1.706   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.520   2.640   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.822  -2.656   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.095   0.149   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.689   0.846   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5    6    9                                                       
CONECT    6    5   11                                                       
CONECT    7    8   10   40                                                  
CONECT    8    7   17                                                       
CONECT    9    5   22                                                       
CONECT   10    7   23   41                                                  
CONECT   11    6   24                                                       
CONECT   12   13   26                                                       
CONECT   13   12   27                                                       
CONECT   14   17   18   42                                                  
CONECT   15   21   25                                                       
CONECT   16   21   33                                                       
CONECT   17    1    8   14   43                                             
CONECT   18    2   14   29                                                  
CONECT   19    3   20   28   44                                             
CONECT   20    4   19   30                                                  
CONECT   21   15   16   22                                                  
CONECT   22    9   21   24                                                  
CONECT   23   10   30   32   45                                             
CONECT   24   11   22   33                                                  
CONECT   25   15   28   34   46                                             
CONECT   26   12   29   35                                                  
CONECT   27   13   32   36                                                  
CONECT   28   19   25   32   47                                             
CONECT   29   18   26   37                                                  
CONECT   30   20   23   38   48                                             
CONECT   31   32   34   39                                                  
CONECT   32   23   27   28   31                                             
CONECT   33   16   24                                                       
CONECT   34   25   31                                                       
CONECT   35   26                                                            
CONECT   36   27                                                            
CONECT   37   29                                                            
CONECT   38   30                                                            
CONECT   39   31                                                            
CONECT   40    7                                                            
CONECT   41   10                                                            
CONECT   42   14                                                            
CONECT   43   17                                                            
CONECT   44   19                                                            
CONECT   45   23                                                            
CONECT   46   25                                                            
CONECT   47   28                                                            
CONECT   48   30                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₃₆N₂O₅

Average Mass

528.649

Monoisotopic Mass

528.262422267

IUPAC Name

(3S,4S,6S,10S,17aR,17bR)-1,6-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,10,12-trimethyl-5-methylidene-3H,4H,5H,6H,6aH,9H,10H,13H,14H,15H,16H,17H,17bH-cyclotrideca[e]isoindole-13,14,17-trione

Traditional Name

(3S,4S,6S,10S,17aR,17bR)-1,6-dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-3H,4H,6H,6aH,9H,10H,15H,16H,17bH-cyclotrideca[e]isoindole-13,14,17-trione

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])\C2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)CCC(=O)C(=O)\C(C)=C([H])/[C@@]([H])(C)C1

InChI Identifier

InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,19,23,25,28,30,33,38H,4,8,12-13,15H2,1-3H3,(H,34,39)/b10-7-,18-14-/t17-,19+,23?,25-,28-,30+,32-/m0/s1

InChI Key

PTPJKVDJLHYTML-MBMRVXDTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindole or derivatives
Isoindole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Pyrroline
Pyrrole
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0039 g/L	ALOGPS
logP	3.83	ALOGPS
logP	4.38	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	2.78	ChemAxon
pKa (Strongest Basic)	5.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	151.51 m³·mol⁻¹	ChemAxon
Polarizability	58.03 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	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)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

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	111.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	39.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	680.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	548.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	619.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	209.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3216.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	83.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	317.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	488.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	136.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	169.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	221.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	8.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	198.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	201.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	485.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1656.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1361.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Isochaetoglobosin D_TMS_1	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2089.5
Gas Chromatography	Isochaetoglobosin D_TMS_2	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1450.46
Gas Chromatography	Isochaetoglobosin D_TMS_3	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1683.87
Gas Chromatography	Isochaetoglobosin D_TMS_4	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1384.29
Gas Chromatography	Isochaetoglobosin D_TMS_5	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1223.97
Gas Chromatography	Isochaetoglobosin D_TMS_6	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2312.41
Gas Chromatography	Isochaetoglobosin D_TMS_7	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1244.46
Gas Chromatography	Isochaetoglobosin D_TMS_8	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1899.14
Gas Chromatography	Isochaetoglobosin D_TMS_9	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2208.71
Gas Chromatography	Isochaetoglobosin D_TMS_10	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1823.68
Gas Chromatography	Isochaetoglobosin D_TMS_11	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	962.855
Gas Chromatography	Isochaetoglobosin D_TMS_12	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2954.79
Gas Chromatography	Isochaetoglobosin D_TMS_13	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2381.85
Gas Chromatography	Isochaetoglobosin D_TMS_14	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1707.65
Gas Chromatography	Isochaetoglobosin D_TMS_15	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1746.03
Gas Chromatography	Isochaetoglobosin D_TMS_16	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2579.42
Gas Chromatography	Isochaetoglobosin D_TMS_17	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2297.84
Gas Chromatography	Isochaetoglobosin D_TMS_18	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2125.97
Gas Chromatography	Isochaetoglobosin D_TMS_19	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2874.79
Gas Chromatography	Isochaetoglobosin D_TMS_20	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	4693.44
Gas Chromatography	Isochaetoglobosin D_TMS_21	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	465.024
Gas Chromatography	Isochaetoglobosin D_TMS_22	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2897.7
Gas Chromatography	Isochaetoglobosin D_TMS_23	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2367.58
Gas Chromatography	Isochaetoglobosin D_TMS_24	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	3214.97
Gas Chromatography	Isochaetoglobosin D_TMS_25	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2093.93
Gas Chromatography	Isochaetoglobosin D_TMS_26	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1707.12
Gas Chromatography	Isochaetoglobosin D_TMS_27	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2134.53
Gas Chromatography	Isochaetoglobosin D_TMS_28	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1754.36
Gas Chromatography	Isochaetoglobosin D_TMS_29	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2362.6
Gas Chromatography	Isochaetoglobosin D_TMS_30	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	2533.4
Gas Chromatography	Isochaetoglobosin D_TMS_31	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard non polar	2025-10-23	1960.55
Gas Chromatography	Isochaetoglobosin D_TMS_1	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1721.52
Gas Chromatography	Isochaetoglobosin D_TMS_2	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	726.058
Gas Chromatography	Isochaetoglobosin D_TMS_3	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	3164.22
Gas Chromatography	Isochaetoglobosin D_TMS_4	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1638.93
Gas Chromatography	Isochaetoglobosin D_TMS_5	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1707.09
Gas Chromatography	Isochaetoglobosin D_TMS_6	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1930.61
Gas Chromatography	Isochaetoglobosin D_TMS_7	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1595.8
Gas Chromatography	Isochaetoglobosin D_TMS_8	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2309.98
Gas Chromatography	Isochaetoglobosin D_TMS_9	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1296.31
Gas Chromatography	Isochaetoglobosin D_TMS_10	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2231.89
Gas Chromatography	Isochaetoglobosin D_TMS_11	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2095.06
Gas Chromatography	Isochaetoglobosin D_TMS_12	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1429.94
Gas Chromatography	Isochaetoglobosin D_TMS_13	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	3125.49
Gas Chromatography	Isochaetoglobosin D_TMS_14	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2003.27
Gas Chromatography	Isochaetoglobosin D_TMS_15	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1920.39
Gas Chromatography	Isochaetoglobosin D_TMS_16	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	192.153
Gas Chromatography	Isochaetoglobosin D_TMS_17	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	3145.08
Gas Chromatography	Isochaetoglobosin D_TMS_18	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1733.64
Gas Chromatography	Isochaetoglobosin D_TMS_19	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	3051.47
Gas Chromatography	Isochaetoglobosin D_TMS_20	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2944.11
Gas Chromatography	Isochaetoglobosin D_TMS_21	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1490.29
Gas Chromatography	Isochaetoglobosin D_TMS_22	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	830.319
Gas Chromatography	Isochaetoglobosin D_TMS_23	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2018.91
Gas Chromatography	Isochaetoglobosin D_TMS_24	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1626.51
Gas Chromatography	Isochaetoglobosin D_TMS_25	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2458.24
Gas Chromatography	Isochaetoglobosin D_TMS_26	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=C[NH]C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	3712.36
Gas Chromatography	Isochaetoglobosin D_TMS_27	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CCC(=O)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2212.85
Gas Chromatography	Isochaetoglobosin D_TMS_28	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(=O)CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1922.99
Gas Chromatography	Isochaetoglobosin D_TMS_29	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	-101.984
Gas Chromatography	Isochaetoglobosin D_TMS_30	C=C1[C@@H](O)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	1339.47
Gas Chromatography	Isochaetoglobosin D_TMS_31	C=C1[C@@H](O[Si](C)(C)C)C2/C=C/C[C@H](C)/C=C(/C)C(=O)C(O[Si](C)(C)C)=CC=C(O[Si](C)(C)C)[C@@]23C(O[Si](C)(C)C)=N[C@@H](CC2=CN([Si](C)(C)C)C4=CC=CC=C24)[C@@H]3[C@@H]1C	standard polar	2025-10-23	2407.75

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	1	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

Not Available

Chemspider ID

78437416

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585795

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 Isochaetoglobosin D (MMDBc0010195)

MOL for #<Metabolite:0x00007fc975716240>

3D MOL for #<Metabolite:0x00007fc975716240>

3D SDF for #<Metabolite:0x00007fc975716240>

3D-SDF for #<Metabolite:0x00007fc975716240>

PDB for #<Metabolite:0x00007fc975716240>

3D PDB for #<Metabolite:0x00007fc975716240>

SMILES for #<Metabolite:0x00007fc975716240>

INCHI for #<Metabolite:0x00007fc975716240>

Structure for #<Metabolite:0x00007fc975716240>

3D Structure for #<Metabolite:0x00007fc975716240>