Names | |
---|---|
Preferred IUPAC name
(5bS)-2-Methoxy-5b,6,7,8-tetrahydro-10H,16H-pyrrolo[2,1-c]quinazolino[3,2-a][1,4]benzodiazepine-10,16-dione | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem
CID
|
|
UNII | |
| |
| |
Properties | |
C20H17N3O3 | |
Molar mass | 347.374 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Circumdatin H is an alkaloid. It was isolated, along with related compounds, from the fungus Aspergillus ochraceus. [1]
Circumdatin C, and circumdatin F are prototypical members, while other members such as circumdatin D, circumdatin E and circumdatin H have an additional tetrahydropyrrole ring.
The compounds of this group are considered to be useful chemotaxonomic markers. Among these circumdatin H and circumdatin E are able to inhibit the mitochondrial respiratory chain in submitochondrial particles from beef heart, presumable by interfering with NADH oxidase activity (IC50 1.5 μM and 2.5 μM, respectively).
First total synthesis of circumdatin H was reported starting from anthranilic acid. [2]
Names | |
---|---|
Preferred IUPAC name
(5bS)-2-Methoxy-5b,6,7,8-tetrahydro-10H,16H-pyrrolo[2,1-c]quinazolino[3,2-a][1,4]benzodiazepine-10,16-dione | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem
CID
|
|
UNII | |
| |
| |
Properties | |
C20H17N3O3 | |
Molar mass | 347.374 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Circumdatin H is an alkaloid. It was isolated, along with related compounds, from the fungus Aspergillus ochraceus. [1]
Circumdatin C, and circumdatin F are prototypical members, while other members such as circumdatin D, circumdatin E and circumdatin H have an additional tetrahydropyrrole ring.
The compounds of this group are considered to be useful chemotaxonomic markers. Among these circumdatin H and circumdatin E are able to inhibit the mitochondrial respiratory chain in submitochondrial particles from beef heart, presumable by interfering with NADH oxidase activity (IC50 1.5 μM and 2.5 μM, respectively).
First total synthesis of circumdatin H was reported starting from anthranilic acid. [2]