Salbostatin

Salbostatin

Names
IUPAC name (1S,2S,3R,6S)-6-[[(3S,4R,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)oxan-3-yl]amino]-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol
Identifiers
CAS Number	128826-89-1  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:190246
ChemSpider	7994299
KEGG	C17698
PubChem CID	9818549
InChI InChI=1S/C13H23NO8/c15-2-5-1-6(10(18)13(21)9(5)17)14-7-4-22-8(3-16)12(20)11(7)19/h1,6-21H,2-4H2/t6-,7-,8+,9+,10-,11+,12+,13-/m0/s1 Key: OCTNNXHKAOLDJL-BMGYQPLYSA-N
SMILES C1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)N[C@H]2C=C([C@H]([C@@H]([C@H]2O)O)O)CO
Properties
Chemical formula	C13H23O8
Molar mass	307.319 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Salbostatin is an antibiotic and trehalase inhibitor with the molecular formula C₁₃H₂₃O₈. ^{[1] [2] [3] [4]} Salbostatin is produced by the bacterium Streptomyces albus . ^[5]

See also

• Pseudouridimycin

References

1. Lorbach, Volker (2007). Von Chorismat abgeleitete funktionalisierte Cyclohexadiene: Verwendung als chirale Synthesebausteine und Erweiterung der mikrobiell zugänglichen Produktpalette um einen Aminoalkohol (in German). Forschungszentrum Jülich. p. 98. ISBN   978-3-89336-500-5.
2. Chapleur, Yves (10 September 1998). Carbohydrate Mimics: Concepts and Methods. Wiley. p. 91. ISBN   978-3-527-29526-5.
3. Fugmann, Burkhard (14 May 2014). RÖMPP Lexikon Naturstoffe, 1. Auflage, 1997 (in German). Georg Thieme Verlag. p. 565. ISBN   978-3-13-179291-4.
4. Yamagishi, Tatsuya; Uchida, Chikara; Ogawa, Seiichiro (2 March 1995). "Total synthesis of trehalase inhibitor salbostatin". Bioorganic & Medicinal Chemistry Letters. 5 (5): 487–490. doi:10.1016/0960-894X(95)00055-X. ISSN   0960-894X.
5. Vértesy, L.; Fehlhaber, H.; Schulz, A. (1994). "The Trehalase Inhibitor Salbostatin, a Novel Metabolite from Streptomyces albus, ATCC21838". Angew. Chem. Int. Ed. 33 (18): 1844–1846. doi:10.1002/ANIE.199418441.

Further reading

• Studies in Natural Products Chemistry. Elsevier. 29 November 2018. p. 141. ISBN   978-0-444-64182-3.