NaturAr
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General Characteristics
NatID
487
Common Name
bacrilactone
Molecular Formula
C20H26O6
Chemical Class
Prenol lipids > Terpene lactones
Molecular Weight
362.173 g/mol
Other names
188831-06-3
Representations
Smiles
C[C@@H]1[C@H](O)C[C@@]23COC(=O)C2=CC[C@H](O)[C@@H]3[C@@]1(C)CCC1=CCOC1=O
Inchi
InChI=1S/C20H26O6/c1-11-15(22)9-20-10-26-18(24)13(20)3-4-14(21)16(20)19(11,2)7-5-12-6-8-25-17(12)23/h3,6,11,14-16,21-22H,4-5,7-10H2,1-2H3/t11-,14+,15-,16-,19+,20-/m1/s1
Inchi Key
IGDQPUUEAFSFMX-GYDJTEOTSA-N
3D Structure
Download
Calculated Properties
clogP
1.51
TPSA
93.06
HBD
2
HBA
6
Rotatable Bonds
3
Aromatic Rings
0
Heavy Atoms
26
Aromatic Carbocycles
0
Aromatic Heterocycles
0
Number of NO
6
Experiments
EID
Source
Semisynthetic?
Confidence level
References
9108
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
9751
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