Guanacastepene A

Guanacastepene A

Names
IUPAC name (1R,2R,6S,8aR,10aR)-5-Formyl-6-hydroxy-1-isopropyl-8a,10a-dimethyl-3-oxo-1,2,3,6,7,8,8a,9,10,10a-decahydrobenzo[f]azulen-2-yl acetate
Identifiers
CAS Number	263357-41-1
ChemSpider	8560244
Jmol interactive 3D	Image
InChI InChI=1S/C22H30O5/c1-12(2)18-20(27-13(3)24)19(26)16-10-15-14(11-23)17(25)6-7-21(15,4)8-9-22(16,18)5/h10-12,17-18,20,25H,6-9H2,1-5H3/t17-,18-,20+,21-,22-/m0/s1 Key: KCPNSIPCHJTGHJ-MYHSIESUSA-N InChI=1/C22H30O5/c1-12(2)18-20(27-13(3)24)19(26)16-10-15-14(11-23)17(25)6-7-21(15,4)8-9-22(16,18)5/h10-12,17-18,20,25H,6-9H2,1-5H3/t17-,18-,20+,21-,22-/m0/s1 Key: KCPNSIPCHJTGHJ-MYHSIESUBP
SMILES O=C\C3=C2/C=C1/C(=O)[C@H](OC(=O)C)[C@@H]([C@]1(CC[C@@]2(CC[C@@H]3O)C)C)C(C)C
Properties
Chemical formula	C22H30O5
Molar mass	374.48 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Guanacastepene A is a compound showing antibiotic activity. It is a diterpene that was extracted with hexane from a Costa Rican fungus, CR115, found on the branches of the Daphnopsis americana tree and purified by chromatography.^[1]

References

1. Brady, Sean F.; Singh, Maya P.; Janso, Jeff E.; Clardy, Jon (2000). "Guanacastepene, a Fungal-Derived Diterpene Antibiotic with a New Carbon Skeleton". Journal of the American Chemical Society 122 (9): 2116–2117. doi:10.1021/ja993835m.