Showing metabocard for Ergosterol peroxide (MMDBc0060768)
Microbial
| Record Information | |||||||||||||||||||||
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| Version | 2.0 | ||||||||||||||||||||
| Status | Detected and Quantified | ||||||||||||||||||||
| Creation Date | 2025-10-02 22:53:06 UTC | ||||||||||||||||||||
| Update Date | 2025-10-08 21:35:19 UTC | ||||||||||||||||||||
| Metabolite ID | MMDBc0060768 | ||||||||||||||||||||
| Metabolite Identification | |||||||||||||||||||||
| Common Name | Ergosterol peroxide | ||||||||||||||||||||
| Description | Ergosterol peroxide is a sterol-derived peroxide belonging to the class of organic compounds known as terpenoids. Its chemical structure features a sterol backbone with a peroxide functional group, which is significant in various biochemical pathways. Ergosterol peroxide is involved in the biosynthesis of bioactive compounds in fungi, where it is produced from ergosterol through oxidative processes. It has been isolated from several fungal species, including Penicillium brefeldianum and Talaromyces sp., highlighting its presence in diverse fungal metabolites (PMID:41026950 ). In biological assays, ergosterol peroxide has demonstrated weak anti-MRSA activity and moderate anti-inflammatory effects, particularly through nitric oxide suppression (PMID:40973825 ). Furthermore, it has been shown to disrupt mitochondrial function in triple-negative breast cancer cells, triggering apoptosis pathways by inducing reactive oxygen species (ROS) (PMID:40429733 ). The compound has also been identified as part of a broader array of bioactive metabolites with potential therapeutic applications (PMID:40259634 ). Its anti-inflammatory properties have been quantified, revealing significant activity alongside other compounds (PMID:39912608 ). Overall, ergosterol peroxide represents a notable example of a fungal metabolite with diverse chemical and biological implications. | ||||||||||||||||||||
| Structure | |||||||||||||||||||||
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| Molecular Formula | C28H44O3 | ||||||||||||||||||||
| Average Mass | 428.657 | ||||||||||||||||||||
| Monoisotopic Mass | 428.329045277 | ||||||||||||||||||||
| IUPAC Name | Not Available | ||||||||||||||||||||
| Traditional Name | Not Available | ||||||||||||||||||||
| CAS Registry Number | Not Available | ||||||||||||||||||||
| SMILES | Not Available | ||||||||||||||||||||
| InChI Identifier | Not Available | ||||||||||||||||||||
| InChI Key | VXOZCESVZIRHCJ-KGHQQZOUSA-N | ||||||||||||||||||||
| Chemical Taxonomy | |||||||||||||||||||||
| Description | Belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position. | ||||||||||||||||||||
| Kingdom | Organic compounds | ||||||||||||||||||||
| Super Class | Lipids and lipid-like molecules | ||||||||||||||||||||
| Class | Steroids and steroid derivatives | ||||||||||||||||||||
| Sub Class | Ergostane steroids | ||||||||||||||||||||
| Direct Parent | Ergostane steroids | ||||||||||||||||||||
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| Substituents |
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| Molecular Framework | Aliphatic heteropolycyclic compounds | ||||||||||||||||||||
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| Functional Ontology | |||||||||||||||||||||
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| Physical Properties | |||||||||||||||||||||
| State | Not Available | ||||||||||||||||||||
| Predicted Properties | Not Available | ||||||||||||||||||||
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| Retention Times | Not Available | ||||||||||||||||||||
| Retention Indices | Not Available | ||||||||||||||||||||
| Biological Properties | |||||||||||||||||||||
| Cellular Locations | Not Available | ||||||||||||||||||||
| Biospecimen Locations | Not Available | ||||||||||||||||||||
| Tissue Locations | Not Available | ||||||||||||||||||||
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| Pathways | Not Available | ||||||||||||||||||||
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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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| HMDB ID | Not Available | ||||||||||||||||||||
| DrugBank ID | Not Available | ||||||||||||||||||||
| Phenol Explorer Compound ID | Not Available | ||||||||||||||||||||
| FooDB ID | Not Available | ||||||||||||||||||||
| KNApSAcK ID | C00030200 | ||||||||||||||||||||
| Chemspider ID | Not Available | ||||||||||||||||||||
| KEGG Compound ID | Not Available | ||||||||||||||||||||
| BioCyc ID | Not Available | ||||||||||||||||||||
| BiGG ID | Not Available | ||||||||||||||||||||
| Wikipedia Link | Ergosterol peroxide | ||||||||||||||||||||
| METLIN ID | Not Available | ||||||||||||||||||||
| PubChem Compound | 5351516 | ||||||||||||||||||||
| PDB ID | Not Available | ||||||||||||||||||||
| ChEBI ID | Not Available | ||||||||||||||||||||
| Food Biomarker Ontology | Not Available | ||||||||||||||||||||
| CMMC Knowledgebase | VXOZCESVZIRHCJ-KGHQQZOUSA-N | ||||||||||||||||||||
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