Luteoreticulin

More Information
Product Details
Synonyms	Griseulin; 6-[1,3-Dimethyl-4-(4-nitrophenyl)-1,3-butadienyl]-4-methoxy-3-methyl-2H-pyran-2-one
Product Type	Chemical
Properties
Formula	C₁₉H₁₉NO₅
MW	341.4
CAS	22388-89-2
Source/Host Chemicals	Isolated from Streptomyces thioluteus.
Purity Chemicals	≥98% (NMR, HPLC)
Appearance	Yellow solid.
Solubility	Soluble in DMSO, acetone or chloroform.
Identity	Determined by ¹H-NMR and MS.
Declaration	Manufactured by BioViotica.
InChi Key	INCHGEJHIFBBOR-DSEBWEOJSA-N
Smiles	COC1=C(C)C(=O)OC(=C1)C(\C)=C\C(\C)=C\C1=CC=C(C=C1)[N+]([O-])=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light when in solution.
Use/Stability	Stable for at least 1 year after receipt when stored at +4°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Nitrophenyl pyranone derivative related to aureothin (Prod. No. BVT-0303).
Insecticidal and nematocidal compound.
Metabolites within this product class show pronounced antitumor and immunosuppressive activity.

Product References

Structure of luteoreticulin, a nitro-containing metabolite of Streptomyces luteoreticuli: Y. Koyama, et al.; Tetrahedron Lett. 1969, 355 (1969)
Fermentative manufacture of pyrone insecticides: M. G. Nair; PCT Int. Appl. WO 9312656 A1 19930708 (1993)
Griseulin, a new nitro-containing bioactive metabolite produced by Streptomyces spp: M.G.Nair, et al.; J. Antibiot. (Tokyo) 46, 1762 (1993)
Structural revision of griseulin, a bioactive pyrone possessing a nitrophenyl unit: Y. Ishibashi, et al.; Chem. Lett. 23, 1747 (1994)
Convergent syntheses of luteoreticulin and didemethylluteoreticulin: J. W. Lyga; J. Heterocyclic Chem. 32, 515 (1995)
Rational design of modular polyketide synthases: Morphing the aureothin pathway into a luteoreticulin assembly line: Y. Sugimoto, et al.; Angew. Chem., Int. Edit. 53, 1560 (2014)

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