Aurantiogliocladin

Title: Aurantiogliocladin
CAS Registry Number: 483-54-5
CAS Name: 2,3-Dimethoxy-5,6-dimethyl-2,5-cyclohexadiene-1,4-dione
Additional Names: 2,3-dimethoxy-5,6-dimethyl-p-benzoquinone
Molecular Formula: C10H12O4
Molecular Weight: 196.20
Percent Composition: C 61.22%, H 6.16%, O 32.62%
Literature References: Antibiotic substance produced by a Gliocladium sp similar to Gliocladium roseum (Link.) Bainier: Brian et al., Experientia 7, 266 (1951). Structure: Vischer, J. Chem. Soc. 1953, 815. Synthesis: Baker et al., ibid. 820; Seshadri, Venkatasubramanian, ibid. 1959, 1660. Biosynthesis: Pettersson, Acta Chem. Scand. 19, 1827 (1965).
Properties: Bright orange plates from petr ether, mp 62.5°. Absorption max: 407, 275 nm (e 1200, 38400). Sol in chloroform, ethanol, pyridine. Gives a violet color with concd H2SO4.
Melting point: mp 62.5°
Absorption maximum: Absorption max: 407, 275 nm (e 1200, 38400)
Derivative Type: Dihydro deriv
CAS Registry Number: 4373-40-4
CAS Name: (5S-trans)-2,3-Dimethoxy-5,6-dimethylcyclohex-2-ene-1,4-dione
Additional Names: gliorosein
Molecular Formula: C10H14O4
Molecular Weight: 198.22
Percent Composition: C 60.59%, H 7.12%, O 32.29%
Literature References: Structure: Grave, J. Chem. Soc. C 1966, 985.
Properties: Needles, mp 48°. [a]D22 +125° (c = 0.2 in CHCl3). uv max: 289 nm (e 24320).
Melting point: mp 48°
Optical Rotation: [a]D22 +125° (c = 0.2 in CHCl3)
Absorption maximum: uv max: 289 nm (e 24320)
Derivative Type: Quinhydrone deriv
CAS Registry Number: 4516-93-2
Additional Names: Rubrogliocladin
Properties: Dark red needles from petr ether, mp 74°. Absorption max (alcohol): 407, 275 nm (e 650, 22000). Sol in most organic solvents, water.
Melting point: mp 74°
Absorption maximum: Absorption max (alcohol): 407, 275 nm (e 650, 22000)
Status: This monograph has been retired and is no longer subject to revision or update.
Aureothin Aureothricin Aurin Aurodox Aurothioglucose