Structure Database (LMSD)

Common Name
Elephantopinolide C
Systematic Name
Synonyms
LM ID
LMPR0103090021
Formula
C19H20O7
Exact Mass
Calculate m/z
360.120905
Status
Curated
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)
RSZGBELYPNNBKA-GVELVIGYSA-N
InChi (Click to copy)
InChI=1S/C19H20O7/c1-9(2)17(21)24-8-13-16-14(20)7-11-6-12(25-18(11)22)4-10(3)5-15(16)26-19(13)23/h5-6,12,14-15,20H,1,4,7-8H2,2-3H3/b10-5+/t12-,14+,15-/m1/s1
SMILES (Click to copy)
[C@@H]12OC(=O)C(C[C@H](O)C3=C(COC(=O)C(C)=C)C(=O)O[C@@H]3C=C(C)C1)=C2

Other Databases

PubChem CID
162662926

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 3
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 343.23
Topological Polar Surface Area 103.27
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 2.42
Molar Refractivity 91.67

Admin

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