General Characteristics
2D structure
NatID 654
Common Name (10αH)-1α-hydroxy-6β-(propanoyloxy)furanoeremophilan-9-one
Molecular Formula C18H24O5
Chemical Class Prenol lipids > Sesquiterpenoids
Molecular Weight 320.162 g/mol
Other names 1α-hydroxy-6β-propionyloxy-9-oxo-1OαH-furanoeremophilane

 

Representations
Smiles CCC(=O)O[C@@H]1c2c(C)coc2C(=O)[C@@H]2[C@@H](O)CC[C@H](C)[C@@]12C
Inchi InChI=1S/C18H24O5/c1-5-12(20)23-17-13-9(2)8-22-16(13)15(21)14-11(19)7-6-10(3)18(14,17)4/h8,10-11,14,17,19H,5-7H2,1-4H3/t10-,11-,14-,17+,18+/m0/s1
Inchi Key RAACSEOQLZLKQJ-LGQNPDNSSA-N
3D Structure

 

Calculated Properties
clogP 3.19
TPSA 76.74
HBD 1
HBA 5
Rotatable Bonds 2
Aromatic Rings 1
Heavy Atoms 23
Aromatic Carbocycles 0
Aromatic Heterocycles 1
Number of NO 5

 

Experiments
EID Source Semisynthetic? Confidence level References
9154 Senecio neaei var. incisus No Unknown Pestchanker, M. J., Tonn, C. E., Rossomando, P. C., Giordano, O. S., & Guerreiro, E. (1996). Chemical Differences Between the NewSenecio hualtaranensisand the Closely RelatedS. Fabrisii. Sesquiterpenes and Pyrrolizidine Alkaloids in Three Further Species. Natural Product Letters, 8(1), 33–38. https://doi.org/10.1080/10575639608043236
9523 Senecio santelisis No Very High Arias Cassará, M. L., Borkosky, S. A., Sierra, M. G., Bardón, A., & Ybarra, M. I. (2010). Two New Furanoeremophilanes from Senecio santelisis. Chemistry & Biodiversity, 7(7), 1745–1753. https://doi.org/10.1002/cbdv.200900080

 

Bioassay ID NPASS ID Target Activity type Activity