NaturAr
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General Characteristics
NatID
485
Common Name
bacrispine
Molecular Formula
C20H26O5
Chemical Class
Prenol lipids > Terpene lactones
Molecular Weight
346.178 g/mol
Other names
74803-76-2
Representations
Smiles
C[C@@H]1[C@H](O)C[C@@]23COC(=O)C2=CC[C@H](O)[C@@H]3[C@@]1(C)CCc1ccoc1
Inchi
InChI=1S/C20H26O5/c1-12-16(22)9-20-11-25-18(23)14(20)3-4-15(21)17(20)19(12,2)7-5-13-6-8-24-10-13/h3,6,8,10,12,15-17,21-22H,4-5,7,9,11H2,1-2H3/t12-,15+,16-,17-,19+,20-/m1/s1
Inchi Key
RVZLDPWPUOTCAE-PUQUKBOQSA-N
3D Structure
Download
Calculated Properties
clogP
2.47
TPSA
79.90
HBD
2
HBA
5
Rotatable Bonds
3
Aromatic Rings
1
Heavy Atoms
25
Aromatic Carbocycles
0
Aromatic Heterocycles
1
Number of NO
5
Experiments
EID
Source
Semisynthetic?
Confidence level
References
9106
Baccharis sagittalis
No
Very High
Cifuente, D. A., Borkowski, E. J., Sosa, M. E., Gianello, J. C., Giordano, O. S., & Tonn, C. E. (2002). Clerodane diterpenes from Baccharis sagittalis : insect antifeedant activity. Phytochemistry, 61(8), 899–905. https://doi.org/10.1016/s0031-9422(02)00437-5
9752
Baccharis crispa
No
Very High
Ceñal, J. P., Giordano, O. S., Rossomando, P. C., & Tonn, C. E. (1997). Neoclerodane Diterpenes from Baccharis crispa. Journal of Natural Products, 60(5), 490–492. https://doi.org/10.1021/np970003y
Bioassays
Bioassay ID
NPASS ID
Target
Activity type
Activity