Structure Database (LMSD)

Common Name
Elephantopinolide H
Systematic Name
Synonyms
LM ID
LMPR0103090025
Formula
C20H22O7
Exact Mass
Calculate m/z
374.136555
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)
QXRZYYIOSHQUKY-VMYHEUCCSA-N
InChi (Click to copy)
InChI=1S/C20H22O7/c1-5-9(2)17(21)25-13-7-11-6-12(24-19(11)23)8-20(4)16(27-20)15-14(13)10(3)18(22)26-15/h5-6,12-16H,3,7-8H2,1-2,4H3/b9-5-/t12-,13-,14+,15-,16-,20+/m0/s1
SMILES (Click to copy)
[C@@H]12OC(=O)C(C[C@H](OC(=O)/C(/C)=C\C)[C@H]3C(=C)C(=O)O[C@@H]3[C@@H]3O[C@]3(C)C1)=C2

Other Databases

PubChem CID
162673397

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 350.81
Topological Polar Surface Area 95.57
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 7
logP 3.20
Molar Refractivity 94.86

Admin

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