Structure Database (LMSD)

O O OH O O O O
Common Name
Elephantopinolide E
Systematic Name
Synonyms
LM ID
LMPR0103090022
Formula
C20H22O7
Exact Mass
Calculate m/z
374.136555
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
DFUFHQYYQXCXKV-RZJRJGJTSA-N
InChi (Click to copy)
InChI=1S/C20H22O7/c1-4-11(3)18(22)26-16-8-12-7-13(25-19(12)23)5-10(2)6-15-17(16)14(9-21)20(24)27-15/h4,6-7,13,15-16,21H,5,8-9H2,1-3H3/b10-6+,11-4+/t13-,15-,16+/m1/s1
SMILES (Click to copy)
[C@@H]12OC(=O)C(C[C@H](OC(=O)/C(/C)=C/C)C3=C(CO)C(=O)O[C@@H]3C=C(C)C1)=C2

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

Other Databases

PubChem CID
162670311

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 360.53
Topological Polar Surface Area 103.27
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 2.81
Molar Refractivity 96.28

Admin

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