Structure Database (LMSD)

Common Name
(-)-alpha-Thujone
Systematic Name
(1S,4R,5R)-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-one (1S,4S,5R)-thujan-3-one
Synonyms
  • (1S,4R,5R)-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-one
LM ID
LMPR0102120019
Formula
C10H16O
Exact Mass
Calculate m/z
152.120115
Status
Active
Show lipids differing only in stereochemistry/bond geometry
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Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C10 isoprenoids (monoterpenes) [PR0102]
Bicyclic monoterpenoids [PR010212]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Artemisia absinthium (#72332)
Magnoliopsida (#3398)
Alpha-thujone (the active component of absinthe): gamma-aminobutyric acid type A receptor modulation and metabolic detoxification.,
Proc Natl Acad Sci U S A, 2000
Pubmed ID: 10725394

String Representations

InChiKey (Click to copy)
USMNOWBWPHYOEA-MRTMQBJTSA-N
InChi (Click to copy)
InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1
SMILES (Click to copy)
[C@]12(C(C)C)CC([C@H](C)[C@@]1([H])C2)=O

Other Databases

Wikipedia
Thujone
KEGG ID
C09906
HMDB ID
HMDB0036115
CHEBI ID
9577
PubChem CID
261491
Cayman ID
39792
GuidePharm ID
5344

Calculated Physicochemical Properties

Heavy Atoms 11
Rings 2
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 162.99
Topological Polar Surface Area 17.07
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 1
logP 2.26
Molar Refractivity 44.17

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Created at
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Updated at
31st Jul 2024