Structure Database (LMSD)

O O OH O O
Common Name
Elephantopinolide L
Systematic Name
Synonyms
LM ID
LMPR0103090029
Formula
C15H18O5
Exact Mass
Calculate m/z
278.115425
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)
PFJAKPWQAPCECT-DJUSWWOQSA-N
InChi (Click to copy)
InChI=1S/C15H18O5/c1-8-11-3-4-15(2,18)7-10-5-9(14(17)19-10)6-12(11)20-13(8)16/h3-5,8,10-12,18H,6-7H2,1-2H3/b4-3+/t8-,10-,11+,12-,15-/m0/s1
SMILES (Click to copy)
[C@@H]12OC(=O)C(C[C@@H]3OC(=O)[C@@H](C)[C@H]3C=C[C@@](O)(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
162643161

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 3
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 264.37
Topological Polar Surface Area 76.97
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 1.98
Molar Refractivity 71.03

Admin

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