Guanacastepene A

Guanacastepene A

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^Y
Jmol-3D images	Image 1
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
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^Y Key: KCPNSIPCHJTGHJ-MYHSIESUSA-N^Y 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
Properties
Molecular formula	C₂₂H₃₀O₅
Molar mass	374.47 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Guanacastepene A is a compound showing promising 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

^ 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.