Structure Database (LMSD)

Common Name
Elephantopinolide A
Systematic Name
Synonyms
LM ID
LMPR0103090018
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)
VBNONPMFUWBOIQ-RBZJEDDUSA-N
InChi (Click to copy)
InChI=1S/C19H20O7/c1-8(2)17(21)25-13-7-11-6-12(24-19(11)23)5-9(3)15(20)16-14(13)10(4)18(22)26-16/h6,12-16,20H,1,3-5,7H2,2H3/t12-,13-,14+,15+,16-/m0/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](O)C(=C)C1)=C2

Other Databases

PubChem CID
162666449

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 3
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 343.23
Topological Polar Surface Area 103.27
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 2.28
Molar Refractivity 91.60

Admin

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