Structure Database (LMSD)

Common Name
Elephantopinolide B
Systematic Name
Synonyms
LM ID
LMPR0103090019
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)
ASEQKKRQQIRJEC-ITGJHDPNSA-N
InChi (Click to copy)
InChI=1S/C20H22O7/c1-5-9(2)18(22)26-14-8-12-7-13(25-20(12)24)6-10(3)16(21)17-15(14)11(4)19(23)27-17/h5,7,13-17,21H,3-4,6,8H2,1-2H3/b9-5-/t13-,14-,15+,16+,17-/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](O)C(=C)C1)=C2

Other Databases

PubChem CID
162672747

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 360.53
Topological Polar Surface Area 103.27
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 2.67
Molar Refractivity 96.21

Admin

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