Structure Database (LMSD)

H H H H O O O O O O O
Common Name
Elephantopin
Systematic Name
Synonyms
LM ID
LMPR0103090004
Formula
C19H20O7
Exact Mass
Calculate m/z
360.120905
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)
WIQOUTANBFOBPB-KIVXNUBRSA-N
InChi (Click to copy)
InChI=1S/C19H20O7/c1-8(2)16(20)24-12-6-10-5-11(23-18(10)22)7-19(4)15(26-19)14-13(12)9(3)17(21)25-14/h5,11-15H,1,3,6-7H2,2,4H3/t11-,12-,13+,14-,15+,19+/m0/s1
SMILES (Click to copy)
[C@]12([H])OC(C(=C)[C@]1([H])[C@@H](OC(=O)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

Wikipedia
Elephantopin
KEGG ID
C09403
CHEBI ID
4773
PubChem CID
442206

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 333.51
Topological Polar Surface Area 95.57
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 7
logP 2.81
Molar Refractivity 90.24

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Created at
-
Updated at
29th Nov 2023