General Characteristics
2D structure
NatID 980
Common Name NatID_980
Molecular Formula C22H28O8
Chemical Class Prenol lipids > Terpene lactones
Molecular Weight 420.178 g/mol
Other names 56679-19-7

 

Representations
Smiles C=C1C(=O)O[C@@H]2/C=C(/CO)CC/C=C(/C=O)[C@H](OC(C)=O)[C@@H](OC(=O)C(C)CC)[C@@H]12
Inchi InChI=1S/C22H28O8/c1-5-12(2)21(26)30-20-18-13(3)22(27)29-17(18)9-15(10-23)7-6-8-16(11-24)19(20)28-14(4)25/h8-9,11-12,17-20,23H,3,5-7,10H2,1-2,4H3/b15-9+,16-8-/t12?,17-,18+,19+,20+/m1/s1
Inchi Key YRUNQVZUGKDPML-ACCHNDGUSA-N
3D Structure

 

Calculated Properties
clogP 1.81
TPSA 116.20
HBD 1
HBA 8
Rotatable Bonds 6
Aromatic Rings 0
Heavy Atoms 30
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 8

 

Experiments
EID Source Semisynthetic? Confidence level References
9076 Acanthospermum hispidum No Very High Arena, M. E., Cartagena, E., Gobbato, N., Baigori, M., Valdez, J. C., & Bardon, A. (2010). In vivo and in vitro antibacterial activity of acanthospermal B, a sesquiterpene lactone isolated from Acanthospermum hispidum. Phytotherapy Research, 25(4), 597–602. https://doi.org/10.1002/ptr.3300 Cartagena, E., Bardón, A., Catalán, C. A. N., de Hernández, Z. N. J., Hernández, L. R., & Joseph-Nathan, P. (2000). Germacranolides and a New Type of Guaianolide from Acanthospermum hispidum. Journal of Natural Products, 63(10), 1323–1328. https://doi.org/10.1021/np9905057

 

Bioassay ID NPASS ID Target Activity type Activity