Structure Database (LMSD)

O H H H O O O O
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

Main

Classification

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

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

References

Taxonomy Information

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

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