(-)-perillic acid

Modify Date: 2024-01-02 09:51:19

(-)-perillic acid Structure
(-)-perillic acid structure
Common Name (-)-perillic acid
CAS Number 23635-14-5 Molecular Weight 166.21700
Density 1.068g/cm3 Boiling Point 284.9ºC at 760mmHg
Molecular Formula C10H14O2 Melting Point 129-131ºC(lit.)
MSDS Chinese USA Flash Point 134ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of (-)-perillic acid


(S)-(-)-Perillic acid is a terpenoid plant extract with antimicrobial and anticancer activities. (S)-(-)-Perillic acid induces cell apoptosis and cell cycle arrest, and increases the levell of Bax, Bcl2, p21 and caspase-3 proteins. (S)-(-)-Perillic acid can be used for cancer and infection research[1][2][3].

 Names

Name (4S)-4-prop-1-en-2-ylcyclohexene-1-carboxylic acid
Synonym More Synonyms

 (-)-perillic acid Biological Activity

Description (S)-(-)-Perillic acid is a terpenoid plant extract with antimicrobial and anticancer activities. (S)-(-)-Perillic acid induces cell apoptosis and cell cycle arrest, and increases the levell of Bax, Bcl2, p21 and caspase-3 proteins. (S)-(-)-Perillic acid can be used for cancer and infection research[1][2][3].
Related Catalog
In Vitro (S)-(-)-Perillic acid (1.0-3.5 mM;24,48 和 72 小时) 时间和剂量依赖性地抑制动脉平滑肌细胞 (SMCs) 的生长[1]。 (S)-(-)-Perillic acid (1.0-3.5 mM;20 小时) 剂量依赖性地抑制大鼠动脉平滑肌细胞 (SMC) 胸腺嘧啶核内结合[1]。 (S)-(-)-Perillic acid (2.5 mM;24 小时) 阻滞 G0/G1 期细胞周期进程,诱导动脉平滑肌细胞凋亡[1]。 (S)-(-)-Perillic acid (1.0-3.5 mM;20小时) 剂量依赖性抑制 [3H]FOH 和[3H]GGOH 掺入特定低分子量蛋白[1]。 (S)-(-)-Perillic acid (0.5 mM;24小时) 提高 H520 细胞中 Bax,Bcl2,p21 和 caspase-3 蛋白水平[2]。 Cell Viability Assay[2] Cell Line: Human lung cancer A549 cell line Concentration: 0-5 mM Incubation Time: 24 hour Result: Inhibited long-term proliferation of A549 cells with an IC50 value of 3.6 mM.
References

[1]. Ferri N, et al. Effect of S(-) perillic acid on protein prenylation and arterial smooth muscle cell proliferation. Biochem Pharmacol. 2001 Dec 15;62(12):1637-45.  

[2]. Yeruva L, et al. Perillyl alcohol and perillic acid induced cell cycle arrest and apoptosis in non small cell lung cancer cells. Cancer Lett. 2007 Nov 18;257(2):216-26.  

[3]. Khandelia H, et al. Interaction of salicylate and a terpenoid plant extract with model membranes: reconciling experiments and simulations. Biophys J. 2010 Dec 15;99(12):3887-94.  

 Chemical & Physical Properties

Density 1.068g/cm3
Boiling Point 284.9ºC at 760mmHg
Melting Point 129-131ºC(lit.)
Molecular Formula C10H14O2
Molecular Weight 166.21700
Flash Point 134ºC
Exact Mass 166.09900
PSA 37.30000
LogP 2.37360
Vapour Pressure 0.000746mmHg at 25°C
Storage condition 2-8°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases 36/37/38
Safety Phrases 26-36
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 29162000

 Synthetic Route

 Synonyms

MFCD00062539
Lopac-P-7083
4-Isopropenylcyclohexene-1-carboxylic acid