Structure Database (LMSD)
Common Name
piperitenone
Systematic Name
p-mentha-1,4(8)-dien-3-one
Synonyms
- Piperitenone
- piperitenone
3D model of piperitenone
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
Piperitenone is a monoterpene that has been found in various plants, including Cannabis, and has antioxidant activity.1,2 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals in a cell free assay (IC50 = 22.7 μg/ml).2 Piperitenone also inhibits peroxidation of linoleic acid .
This information has been provided by Cayman Chemical
References
1. Iqbal, T., Hussain, A.I., Chatha, S.A., et al. Antioxidant activity and volatile and phenolic profiles of essential oil and different extracts of wild mint (Mentha longifolia) from the Pakistani fora. J. Anal. Methods Chem. 2013:536490, (2013).
2. Turner, C.E., Elsohly, M.A., and Boeren, E.G. Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J. Nat. Prod. 43(2), 169-234 (1980).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Cannabis sativa
(#3483)
Magnoliopsida
(#3398)
Minor components of cannabis resin. IV. Mass spectrometric data and gas chromatographic retention times of terpenic components with retention times shorter than that of cannabidiol.,
J Chromatogr, 1974
J Chromatogr, 1974
Pubmed ID:
4414686
String Representations
InChiKey (Click to copy)
HKZQJZIFODOLFR-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h6H,4-5H2,1-3H3
SMILES (Click to copy)
C1(=CC(/C(/CC1)=C(\C)/C)=O)C
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
11
Rings
1
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
170.07
Topological Polar Surface Area
17.07
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
1
logP
2.63
Molar Refractivity
46.37
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