Chemistry:Chaetochromin

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Short description: Chemical compound
Chaetochromin
Chaetochromin skeletal.svg
Clinical data
Other names4548-G05
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC30H26O10
Molar mass546.528 g·mol−1
3D model (JSmol)

Chaetochromin, also known as 4548-G05, is an orally active, small-molecule, selective agonist of the insulin receptor.[1] It has potent and long-lasting antidiabetic activity in vivo in mice.[1] The drug may represent a novel potential therapeutic agent for the treatment of diabetes which is more convenient and tolerable to administer than injected insulin.[1] It was discovered in 1981 in Chaetomium gracile fungi,[2] and its interaction with the insulin receptor was identified in 2014.[1]

Stereochemistry

Chaetochromin A and B are stereoisomers of this structure, while chaetochromin C and D are related but different compounds.[3] It is not known whether the insulin mimetic effect was found in chaetochromin A or B, or in a mixture.[1]

See also

  • Anti-diabetic medication

References

  1. 1.0 1.1 1.2 1.3 1.4 "Identification of a small molecular insulin receptor agonist with potent antidiabetes activity". Diabetes 63 (4): 1394–409. 2014. doi:10.2337/db13-0334. PMID 24651808. 
  2. Sekita, S; Yoshihira, K; Natori, S; Udagawa, S; Muroi, T; Sugiyama, Y; Kurata, H; Umeda, M (1981). "Mycotoxin production by Chaetomium spp. And related fungi". Canadian Journal of Microbiology 27 (8): 766–72. doi:10.1139/m81-119. PMID 7296410. 
  3. Pubchem: Chaetochromin.