Showing metabocard for Anabaenopeptin F (MMDBc0060733)
Microbial
| Record Information | |||||||||||||
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| Version | 2.0 | ||||||||||||
| Status | Detected and Quantified | ||||||||||||
| Creation Date | 2025-10-02 22:24:43 UTC | ||||||||||||
| Update Date | 2025-10-08 21:35:17 UTC | ||||||||||||
| Metabolite ID | MMDBc0060733 | ||||||||||||
| Metabolite Identification | |||||||||||||
| Common Name | Anabaenopeptin F | ||||||||||||
| Description | Anabaenopeptin F is a cyclic peptide belonging to the class of non-proteinogenic amino acid-containing metabolites. Its chemical structure features a unique arrangement of amino acids, including the non-proteinogenic homotyrosine, which has been synthesized using metallaphotoredox catalysis to address synthetic challenges (PMID:37921761 ). The total synthesis of anabaenopeptin F has confirmed the stereochemistry of its isoleucine residue (PMID:37921761 ). Biologically, anabaenopeptin F exhibits potent inhibitory activity against carboxypeptidase B in the low nanomolar range, indicating its potential role in protease inhibition (PMID:37921761 ). This metabolite has been isolated alongside various other compounds from cyanobacterial blooms, highlighting its presence in aquatic environments (PMID:22280481 ). Notably, variants of anabaenopeptin F have been characterized, showcasing the diversity of cyclic peptides produced by cyanobacteria (PMID:21488115 ). Furthermore, its toxicity has been confirmed through intraperitoneal tests in mice, where it was identified as a major contaminant in bloom extracts (PMID:24031304 ). Anabaenopeptin F also contributes to the lysis of Microcystis aeruginosa cell lines, suggesting its involvement in complex ecological interactions (PMID:18008101 ). | ||||||||||||
| Structure |  | ||||||||||||
| Synonyms | Not Available | ||||||||||||
| Molecular Formula | C42H62N10O9 | ||||||||||||
| Average Mass | 851.019 | ||||||||||||
| Monoisotopic Mass | 850.470123616 | ||||||||||||
| IUPAC Name | Not Available | ||||||||||||
| Traditional Name | Not Available | ||||||||||||
| CAS Registry Number | Not Available | ||||||||||||
| SMILES | Not Available | ||||||||||||
| InChI Identifier | Not Available | ||||||||||||
| InChI Key | RAUPUVQHUFXDQT-QXYAEKBZSA-N | ||||||||||||
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| State | Not Available | ||||||||||||
| Predicted Properties | Not Available | ||||||||||||
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| Cellular Locations | Not Available | ||||||||||||
| Biospecimen Locations | Not Available | ||||||||||||
| Tissue Locations | Not Available | ||||||||||||
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| Pathways | This table shows at most 5 pathways. For the full list of associated pathways: See All Associated Bacterial Pathways
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Reactions This table shows at most 20 reactions. For the full list of associated reactions: See All Associated Reactions
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| External Links | |||||||||||||
| External Links | Not Available | ||||||||||||
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| Synthesis Reference | Not Available | ||||||||||||
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