NaturAr
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General Characteristics
NatID
248
Common Name
2,19;15,16-Diepoxy-neo-clerodan-3,13(16),14-trien-18-oic acid,(1S,4R,5S,6R,8R)-5-[2-(Furan-3-yl)ethyl]-4,5-dimethyl-9-oxatricyclo[6.2.2.01,6]dodec-11-ene-11-carboxylic acid
Molecular Formula
C20H26O4
Chemical Class
Prenol lipids > Diterpenoids
Molecular Weight
330.183 g/mol
Other names
2,19 15,16-Diepoxy-neo-clerodan-3,13(16),14-trien-18-oic acid,(1S,4R,5S,6R,8R)-5-[2-(Furan-3-yl)ethyl]-4,5-dimethyl-9-oxatricyclo[6.2.2.01,6]dodec-11-ene-11-carboxylic acid
Representations
Smiles
C[C@@H]1CC[C@@]23CO[C@@H](C=C2C(=O)O)C[C@@H]3[C@@]1(C)CCc1ccoc1
Inchi
InChI=1S/C20H26O4/c1-13-3-7-20-12-24-15(9-16(20)18(21)22)10-17(20)19(13,2)6-4-14-5-8-23-11-14/h5,8-9,11,13,15,17H,3-4,6-7,10,12H2,1-2H3,(H,21,22)/t13-,15+,17-,19+,20-/m1/s1
Inchi Key
YNNJQADRYQOWDM-SYOYXXOUSA-N
3D Structure
Download
Calculated Properties
clogP
4.06
TPSA
59.67
HBD
1
HBA
3
Rotatable Bonds
4
Aromatic Rings
1
Heavy Atoms
24
Aromatic Carbocycles
0
Aromatic Heterocycles
1
Number of NO
4
Experiments
EID
Source
Semisynthetic?
Confidence level
References
9138
Baccharis flabellata
No
Very High
Juan Hikawczuk, V. E., Rossomando, P. C., Giordano, O. S., & Saad, J. R. (2002). neo-Clerodane diterpenoids from Baccharis flabellata. Phytochemistry, 61(4), 389–394. https://doi.org/10.1016/s0031-9422(02)00241-8
Bioassays
Bioassay ID
NPASS ID
Target
Activity type
Activity