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(-)-PERILLYL ALCOHOL

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(-)-PERILLYL ALCOHOL Basic information

Product Name:
(-)-PERILLYL ALCOHOL
Synonyms:
  • Perycorolle
  • [(4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol
  • FEMA 2664
  • (-)-PERILLYL ALCOHOL 90+%
  • (-)-PERILLYL ALCOHOL 98+%
  • (S)-4-Isopropenyl-1-cyclohexenylmethanol, (S)-p-Mentha-1,8-dien-7-ol
  • (S)-4-(1-Methylethenyl)-1-cyclohexene-1-methanol
  • (S)-p-Mentha-1,8(9)-dien-7-ol
CAS:
18457-55-1
MF:
C10H16O
MW:
152.23
EINECS:
629-611-6
Mol File:
18457-55-1.mol
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(-)-PERILLYL ALCOHOL Chemical Properties

Boiling point:
119-121 °C11 mm Hg(lit.)
alpha 
-101o (NEAT)
Density 
0.96 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.501
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Methanol (Sparingly)
pka
14.85±0.10(Predicted)
form 
Liquid
color 
Colourless
Specific Gravity
0.960
optical activity
[α]22/D 88°, c = 1 in methanol
BRN 
2501605
LogP
3.077 (est)
CAS DataBase Reference
18457-55-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
37/38-41-36/37/38
Safety Statements 
26-39-36
WGK Germany 
3
RTECS 
OS8395000
10

MSDS

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(-)-PERILLYL ALCOHOL Usage And Synthesis

Description

(–)-Perillyl alcohol is a monoterpene alcohol that has been found in lavender essential oil and has diverse biological activities. It reduces production of hydroperoxidienes and thiobarbituric acid reactive substances (TBARS) in vitro in a concentration-dependent manner. (–)-Perillyl alcohol inhibits PANC-1 pancreatic carcinoma cell and H-Ras-transformed fibroblast growth when used at a concentration of 1 mM. It also inhibits the growth of P. aeruginosa, E. coli, S. aureus, and C. albicans (MICs = 480-2,900 ppm).

Uses

(-)-Perillyl Alcohol is a monoterpene that induces apoptosis in colon tumor cells. Also, it is used in preparation of terpene-vanilloid conjugates as anti-inflammatory agents.

Definition

ChEBI: (S)-(-)-perillyl alcohol is a perillyl alcohol in which the chiral centre has S configuration. It is an enantiomer of a (R)-(+)-perillyl alcohol.

General Description

(S)-(-)-Perillyl alcohol is a monoterpenoid compound found in the essential oils of cherries, lavender and spearmint. It shows potent anticancer activity.

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