Basic information
- CAS
114582-75-1- Standard SMILES
C=CC/C=C/Cc1csc(C(C)(C)[C@H](O)C/C=C\C(=C)CCNC(=O)OC)n1- InChIKey
WOVFSYAJXQSJES-BFJIOXTGSA-N- Molecular formula
- C22H32N2O3S
- Average molar mass
- 404.6 g/mol
- Monoisotopic mass
- 404.21336406
Overview
Mycothiazole is a member of thiazoles. It has a role as a metabolite.
Names & identifiers
- Preferred name
- Mycothiazole
- IUPAC
- methyl N-[(Z,7R)-8-[4-[(2E)-hexa-2,5-dienyl]-1,3-thiazol-2-yl]-7-hydroxy-8-methyl-3-methylidenenon-4-enyl]carbamate
- English name
- mycothiazole
- Molecular formula
- C22H32N2O3S
- Molecular weight
- 404.57
Names & synonyms
Mycothiazole114582-75-1methyl N-[(Z,7R)-8-[4-[(2E)-hexa-2,5-dienyl]-1,3-thiazol-2-yl]-7-hydroxy-8-methyl-3-methylidenenon-4-enyl]carbamatemethyl N-((Z,7R)-8-(4-((2E)-hexa-2,5-dienyl)-1,3-thiazol-2-yl)-7-hydroxy-8-methyl-3-methylidenenon-4-enyl)carbamateRefChem:160337(R)-(-)-Mycothiazole(-)-MycothiazoleCHEMBL4540502CHEBI:69137DTXSID301037231Q27137476Carbamic acid, ((4Z,7R)-8-(4-((2Z)-2,5-hexadienyl)-2-thiazolyl)-7-hydroxy-8-methyl-3-methylene-4-nonenyl)-, methyl ester
Database identifiers
- CAS
114582-75-1- PubChem CID
- 6443333
- DTXSID
DTXSID301037231- ChEMBL
CHEMBL4540502、CHEMBL490508- ChEBI
CHEBI:69137- Nikkaji
- J1.393.187I
Properties
Computed structural properties
- XLogP
- 5.5
- Topological polar surface area
- 99.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 13
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 572
Chemistry & industry
Applications
DescriptionMycothiazole is from cacospongia mycofijiensis.
UsesMycothiazole is an inhibitor for mitochondrial electron transport chain (ETC) complex I. Mycothiazole exhibits cytotoxicity in cancer cells Huh7 (IC50 is 55.8 μM), U87 and MCF7. Mycothiazole induces apoptosis in Huh7. Mycothiazole utilizes the unfolded protein response (UPR) and heat shock response (HSR) pathway involved transcription factors ATFS-1 and HSF1, to extend the lifespan of C. elegans[1].
Suppliers1 total
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
Additional notes
DefinitionChEBI: Mycothiazole is a member of thiazoles. It has a role as a metabolite.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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