Structure Database (LMSD)

O O O O O HO O
Common Name
Elephantopinolide P
Systematic Name
Synonyms
LM ID
LMPR0103090033
Formula
C20H24O7
Exact Mass
Calculate m/z
376.152205
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)
MUAPRESCLYWXJZ-XWWCWJFGSA-N
InChi (Click to copy)
InChI=1S/C20H24O7/c1-4-11(3)18(22)25-9-14-17-15(21)6-10(2)5-13-7-12(19(23)26-13)8-16(17)27-20(14)24/h4,6-7,13-17,21H,5,8-9H2,1-3H3/b10-6+,11-4-/t13-,14+,15+,16-,17-/m0/s1
SMILES (Click to copy)
[C@H]12OC(=O)C(C[C@@H]3OC(=O)[C@H](COC(=O)/C(/C)=C\C)[C@H]3[C@H](O)C=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
171120133

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 363.17
Topological Polar Surface Area 103.27
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 2.75
Molar Refractivity 96.24

Admin

Created at
10th Jun 2020
Updated at
13th Jun 2020