Structure Database (LMSD)
Common Name
p-Cymene
Systematic Name
Synonyms
3D model of p-Cymene
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
p-Cymene is a monoterpene that is found in a variety of plants, including C. sativa, and has diverse biological activities, including antimicrobial, anticancer, antioxidant, anti-inflammatory, antinociceptive, and anxiolytic properties.1,2 p-Cymene inhibits the growth of S. typhimurium, E. coli, L. monocytogenes, S. epidermidis, and S. aureus with MIC values ranging from 0.266 to 0.608% v/v.3 It decreases the invasive activity of HT-1080 human fibrosarcoma cells in vitro by 87% when used at a concentration of 600 µM.4 In mouse hippocampus, p-Cymene (50 mg/kg, i.p.) reduces lipid peroxidation and nitrite content by 65.5 and 71.2%, respectively, and increases superoxide dismutase (SOD) and catalase activities by 22.7 and 119.3%, respectively, compared to vehicle control animals.5 Formulations containing p-cymene have been used as flavoring agents.
This information has been provided by Cayman Chemical
References
1. Nigam, M.C., Handa, K.L., Nigam, I.C., et al. Essential oils and their constitutents: XXIX. The essential oil of marihuana: Composition of genuine indian Cannabis sativa L. Can. J. Chem. 43(12), 3372-3376 (1965).
2. Marchese, A., Arciola, C.R., Barbieri, R., et al. Update on monoterpenes as antimicrobial agents: A particular focus on p-cymene. Materials (Basel) 10(8), pii: E947 (2017).
4. Li, J., Liu, C., and Sato, T. Novel antitumor invasive actions of p-cymene by decreasing MMP-9/TIMP-1 expression ratio in human fibrosarcoma HT-1080 cells. Biol. Pharm. Bull. 39(8), 1247-1253 (2016).
String Representations
InChiKey (Click to copy)
HFPZCAJZSCWRBC-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H3
SMILES (Click to copy)
C1(=CC=C(C)C=C1)C(C)C
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
10
Rings
1
Aromatic Rings
1
Rotatable Bonds
1
Van der Waals Molecular Volume
150.38
Topological Polar Surface Area
0.00
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
0
logP
3.12
Molar Refractivity
45.27
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Updated at
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