Structure Database (LMSD)

Common Name
Artemisinin
Systematic Name
Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one
Synonyms
  • Arteannuin
  • Huanghuahaosu
LM ID
LMPR0103190003
Formula
C15H22O5
Exact Mass
Calculate m/z
282.146725
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C15 isoprenoids (sesquiterpenes) [PR0103]
Eudesmane sesquiterpenoids [PR010319]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Artemisia annua (#35608)
Magnoliopsida (#3398)
Structure and reaction of arteannuin

String Representations

InChiKey (Click to copy)
BLUAFEHZUWYNDE-NNWCWBAJSA-N
InChi (Click to copy)
InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
SMILES (Click to copy)
[C@@]123OO[C@@]4(CC[C@@]1([H])[C@@H](CC[C@@]2([H])[C@H](C(=O)O[C@]3([H])O4)C)C)C

Other Databases

Wikipedia
Artemisinin
KEGG ID
C09538
CHEBI ID
223316
PubChem CID
68827
Cayman ID
11816
GuidePharm ID
9954

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 5
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 256.13
Topological Polar Surface Area 62.27
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 3.25
Molar Refractivity 69.58

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Created at
-
Updated at
2nd Aug 2024