Structure Database (LMSD)

Common Name
Elephantopinolide I
Systematic Name
Synonyms
LM ID
LMPR0103090026
Formula
C19H20O7
Exact Mass
Calculate m/z
360.120905
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C15 isoprenoids (sesquiterpenes) [PR0103]
Germacrane sesquiterpenoids [PR010309]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Elephantopus scaber (#396369)
Magnoliopsida (#3398)
Elephantopinolide A-P, germacrane-type sesquiterpene lactones from Elephantopus scaber induce apoptosis, autophagy and G2/M phase arrest in hepatocellular carcinoma cells.,
Eur J Med Chem, 2020
Pubmed ID: 32371334

String Representations

InChiKey (Click to copy)
WIQOUTANBFOBPB-BLXOOQHHSA-N
InChi (Click to copy)
InChI=1S/C19H20O7/c1-8(2)16(20)24-12-6-10-5-11(23-18(10)22)7-19(4)15(26-19)14-13(12)9(3)17(21)25-14/h5,11-15H,1,3,6-7H2,2,4H3/t11-,12+,13-,14+,15+,19-/m1/s1
SMILES (Click to copy)
[C@H]12OC(=O)C(C[C@H](OC(=O)C(C)=C)[C@H]3C(=C)C(=O)O[C@@H]3[C@@H]3O[C@]3(C)C1)=C2

Other Databases

PubChem CID
11222133

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 333.51
Topological Polar Surface Area 95.57
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 7
logP 2.81
Molar Refractivity 90.24

Admin

Created at
9th Jun 2020
Updated at
10th Jun 2020