Structure Database (LMSD)

H H H H O O O O O O O
Common Name
Elephantin
Systematic Name
Synonyms
LM ID
LMPR0103090039
Formula
C20H22O7
Exact Mass
Calculate m/z
374.136555
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)
HSTUUCOYVIWGLJ-DXUAHVLSSA-N
InChi (Click to copy)
InChI=1S/C20H22O7/c1-9(2)5-14(21)25-13-7-11-6-12(24-19(11)23)8-20(4)17(27-20)16-15(13)10(3)18(22)26-16/h5-6,12-13,15-17H,3,7-8H2,1-2,4H3/t12-,13-,15+,16-,17+,20+/m0/s1
SMILES (Click to copy)
[C@]12([H])OC(C(=C)[C@]1([H])[C@@H](OC(=O)/C=C(\C)/C)CC1=C[C@]([H])(OC1=O)C[C@]1(O[C@]21[H])C)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Elephantopus elatus (#434652)
Magnoliopsida (#3398)
Tumor inhibitors XL. The isolation and structural elucidation of elephantin and elephantopin, two novel sesquiterpenoid tumor inhibitors from Elephantopus elatus.,
J Org Chem, 1969
Pubmed ID: 5357527

Other Databases

KEGG ID
C09402
CHEBI ID
520527
PubChem CID
442205

Calculated Physicochemical Properties

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

Admin

Created at
29th Nov 2023
Updated at
29th Nov 2023