enokipodin A

Base Information

• Chemical Name: enokipodin A
• CAS No.: 306951-07-5
• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.322
• DSSTox Substance ID: DTXSID001317949
• Nikkaji Number: J2.059.920K
• Wikidata: Q75067496
• Metabolomics Workbench ID: 116746
• ChEMBL ID: CHEMBL509199
• Mol file: 306951-07-5.mol

Synonyms:enokipodin A

Chemical Property of enokipodin A

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 248.14124450
• Heavy Atom Count: 18
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1O)C3(CCC(C3(C)C)(O2)O)C
• Isomeric SMILES: CC1=CC2=C(C=C1O)[C@]3(CC[C@](C3(C)C)(O2)O)C

Refernces

The First Total Synthesis of the Antimicrobial Sesquiterpenes (±)-Enokipodins A and B

10.1055/s-2003-45003

The study reports the first total synthesis of antimicrobial sesquiterpenes (±)-enokipodins A and B, along with the formal total synthesis of cuparene-1,4-diol and cuparene-1,4-quinone. The synthesis starts from 2,5-dimethoxy-4-methylacetophenone, using Claisen rearrangement and ring-closing metathesis as key steps. Enokipodins A and B exhibit significant antimicrobial activity against certain fungi and bacteria. The study aims to develop a methodology for synthesizing these compounds due to their interesting biological properties.