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Identifiers | |
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3D model (
JSmol)
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ChEBI | |
ChemSpider | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C32H36N2O5 | |
Molar mass | 528.649 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Chaetoglobosin A is a fungal isolate with anticancer activity in vitro. [1] Derivatives of the compound include MBJ-0038, MBJ-0039, and MBJ-0040. [2]
Chaetoglobosin A biosynthesis begins with a product from hybrid PKS-NRPS encoded by the gene CHGG_01239, followed by multiple oxidations which form different intermediates depending on the order of functional groups oxidized. The PKS-NRPS product undergoes a diels alder, to form prochaetoglobosin I (2) and is subsequently oxidized in different paths as shown in the scheme. Either the epoxide is created first to form prochaetoglobosin IV (5), followed by di-hydroxylation to form 20-dihydrochaetoglobosin A (6), and a final oxidation of one hydroxyl to ketone to form chaetoglobosin A, or di-hydroxylation of (2) occurs first, forming cytoglobosin D (3), followed by one hydroxyl oxidation to form chaetoglobosin J (4), and lastly epoxidation to form chaetoglobosin A. Epoxidation of (3) can also occur prior to hydroxyl oxidation to form (6). [3]
![]() | |
Identifiers | |
---|---|
3D model (
JSmol)
|
|
ChEBI | |
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C32H36N2O5 | |
Molar mass | 528.649 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Chaetoglobosin A is a fungal isolate with anticancer activity in vitro. [1] Derivatives of the compound include MBJ-0038, MBJ-0039, and MBJ-0040. [2]
Chaetoglobosin A biosynthesis begins with a product from hybrid PKS-NRPS encoded by the gene CHGG_01239, followed by multiple oxidations which form different intermediates depending on the order of functional groups oxidized. The PKS-NRPS product undergoes a diels alder, to form prochaetoglobosin I (2) and is subsequently oxidized in different paths as shown in the scheme. Either the epoxide is created first to form prochaetoglobosin IV (5), followed by di-hydroxylation to form 20-dihydrochaetoglobosin A (6), and a final oxidation of one hydroxyl to ketone to form chaetoglobosin A, or di-hydroxylation of (2) occurs first, forming cytoglobosin D (3), followed by one hydroxyl oxidation to form chaetoglobosin J (4), and lastly epoxidation to form chaetoglobosin A. Epoxidation of (3) can also occur prior to hydroxyl oxidation to form (6). [3]