Ascofuranone

Ascofuranone

Names
IUPAC name 5-chloro-3-[(2E,6E)-7-[(2S)-5,5-dimethyl-4-oxo-tetrahydrofuran-2-yl]-3-methyl-octa-2,6-dienyl]-2,4-dihydroxy-6-methyl-benzaldehyde
Other names Ascofuranon
Identifiers
CAS Number	38462-04-3 N
3D model (JSmol)	Interactive image
ChemSpider	4939184 Y
PubChem CID	6434242
InChI InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3/b13-9+,14-8+/t18-/m0/s1 Y Key: VGYPZLGWVQQOST-JUERRSSISA-N Y InChI=1/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3/b13-9+,14-8+/t18-/m0/s1 Key: VGYPZLGWVQQOST-JUERRSSIBJ
SMILES O=Cc1c(O)c(c(O)c(Cl)c1C)C/C=C(/CC/C=C(\C)[C@H]2OC(C(=O)C2)(C)C)C
Properties
Chemical formula	C23H29ClO5
Molar mass	420.93 g·mol−1
Density	1.207 g/mL
Boiling point	581.2 °C (1,078.2 °F; 854.4 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Ascofuranone is an antibiotic produced by various ascomycete fungi including Acremonium sclerotigenum that inhibits the Trypanosoma brucei alternative oxidase and is a lead compound in efforts to produce other drugs targeting this enzyme for the treatment of sleeping sickness. The compound is effective both in vitro cell culture and in infections in mice.

Ascofuranone has also been reported to have anti-tumor activity, and modulate the immune system.