13-03014. Diatretyne I [Archived]

Nomenclature

CAS number: 53318-35-7
(E)-8-Amino-8-oxo-2-octene-4,6-diynoic acid; trans-7-carbamoyl-2-heptene-4,6-diynoic acid; 7-carbamidohepta-2-ene-4,6-diynoic acid; diatretyne amide.
C8H5NO3; mol wt 163.13.
C 58.90%, H 3.09%, N 8.59%, O 29.42%.
HOOC‐CH=CHC≡CC≡CCONH2.

Description and references

Antibiotic substance produced by the fungus Clitocybe diatreta: Anchel, J. Am. Chem. Soc. 75, 4621 (1953); Arch. Biochem. Biophys. 78, 100 (1958). Structure: Bu'Lock et al., Chem. Ind. (London) 1954, 990. Synthesis: Ashworth et al., J. Chem. Soc. 1958, 950; Prevost et al., Bull. Soc. Chim. Fr. 1961, 2171.

Properties

Crystals from methanol, explodes 198°. uv max (95% ethanol): 224, 274, 291, 309.5 nm (ε × 103 37.7, 16.5, 23, 19).

Status

This monograph has been retired and is no longer subject to revision or update.