Structure Database (LMSD)
Common Name
(-)-Perillyl alcohol
Systematic Name
Synonyms
3D model of (-)-Perillyl alcohol
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
(–)-Perillyl alcohol is a monoterpene alcohol that has been found in lavender essential oil and has diverse biological activities.1,2,3,4 It reduces production of hydroperoxidienes and thiobarbituric acid reactive substances (TBARS) in vitro in a concentration-dependent manner.2 (–)-Perillyl alcohol inhibits PANC-1 pancreatic carcinoma cell and H-Ras-transformed fibroblast growth when used at a concentration of 1 mM.3 It also inhibits the growth of P. aeruginosa, E. coli, S. aureus, and C. albicans (MICs = 480-2,900 ppm).4
This information has been provided by Cayman Chemical
References
2. Ruberto, G., and Baratta, M.T. Antioxidant activity of selected essential oil components in two lipid model systems. Food Chem. 69(2), 167-174 (2000).
4. Griffin, S.G., Wyllie, S.G., Markham, J.L., et al. The role of structure and molecular properties of terpenoids in determining their antimicrobial activity. Flavour Fragr. J. 14(5), 322-332 (1999).
String Representations
InChiKey (Click to copy)
NDTYTMIUWGWIMO-SNVBAGLBSA-N
InChi (Click to copy)
InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1
SMILES (Click to copy)
C1C[C@H](C(=C)C)CC=C1CO
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
11
Rings
1
Aromatic Rings
0
Rotatable Bonds
2
Van der Waals Molecular Volume
172.71
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
2.57
Molar Refractivity
47.81
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Updated at
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