CAS 7694-45-3|(S)-(-)-PERILLIC ACID

Introduction：Basic information about CAS 7694-45-3|(S)-(-)-PERILLIC ACID, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. (S)-(-)-PERILLIC ACID BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

Common Name	(S)-(-)-PERILLIC ACID
CAS Number	7694-45-3	Molecular Weight	166.21700
Density	1.068 g/cm3	Boiling Point	284.9ºC at 760 mmHg
Molecular Formula	C₁₀H₁₄O₂	Melting Point	129-131 °C(lit.)
MSDS	/	Flash Point	134ºC

Names

Name	perillic acid
Synonym	More Synonyms

(S)-(-)-PERILLIC ACID BiologicalActivity

Description	Perillic acid is the metabolite of Perillyl alcohol (HY-N7000). Perillic acid induces lung cancer cell cycle arrest and apoptosis. Perillic acid shows anti-HSV-1 and immunomodulatory activities[1][2][3].
Related Catalog	Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>Anti-infection >>HSVResearch Areas >>InfectionResearch Areas >>Inflammation/Immunology
Target	HSV-1
In Vitro	Perillic acid (1-5 mM; 24 h) 以剂量依赖的方式降低 A549 细胞的存活率[1]。 Perillic acid (1 mM; 24 h) 诱导 A549 细胞 S 期阻滞，诱导 H520 细胞 G2/M 期阻滞[1]。 Perillic acid (2 mM; 24 h) 诱导 A549 和 H520 细胞凋亡[1]。 Perillic acid (0-50 μM; 24 h) 显示出主要针对 17syn+ HSV-1 的抗病毒活性 (EC50 KOS: 2.84 μM; 17syn+: 1.08 μM)[2]。 Cell Cytotoxicity Assay[1] Cell Line: A549 cells Concentration: 1, 2, 3, 4 and 5 mM Incubation Time: 24 h Result: Resulted in decreased survival in a dose-dependent manner with an IC50 of 3.6 mM. Cell Cycle Analysis[1] Cell Line: A549 and H520 cells Concentration: 1 mM Incubation Time: 24 h Result: Induced S-phase arrest in A549 cells and induced G2/M arrest in H520 cells. Apoptosis Analysis[1] Cell Line: A549 and H520 cells Concentration: 2 mM Incubation Time: 24 h Result: Increased apoptosis to 27% in A549 and to 18% in H520 cells compared to control (12%). Western Blot Analysis[1] Cell Line: H520 cells Concentration: 0.5 mM Incubation Time: 24 h Result: Increased Bax expression and decreased procaspase-3 levels.
In Vivo	Perillic acid (50 μM/kg; i.p.; daily for 5 days) 显示小鼠免疫调节活性[3]。 Animal Model: Balb/c mice[3] Dosage: 50 μM/kg Administration: Intraperitoneal injection, daily for 5 days Result: Increased the total white blood cells (WBC) count. Increased the total antibody production, antibody producing cells in spleen, bone marrow cellularity and α-esterase positive cells significantly compared to the normal animals.
References	[1]. 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. [2]. Mello CP, et al. Perillyl alcohol and perillic acid exert efficient action upon HSV-1 maturation and release of infective virus. Antivir Ther. 2020;25(1):1-11. [3]. Raphael TJ, et al. Immunomodulatory activity of naturally occurring monoterpenes carvone, limonene, and perillic acid. Immunopharmacol Immunotoxicol. 2003 May;25(2):285-94.

Chemical & Physical Properties

Density	1.068 g/cm3
Boiling Point	284.9ºC at 760 mmHg
Melting Point	129-131 °C(lit.)
Molecular Formula	C₁₀H₁₄O₂
Molecular Weight	166.21700
Flash Point	134ºC
Exact Mass	166.09900
PSA	37.30000
LogP	2.37360
Index of Refraction	1.513
InChIKey	CDSMSBUVCWHORP-UHFFFAOYSA-N
SMILES	C=C(C)C1CC=C(C(=O)O)CC1
Storage condition	2-8°C

Safety Information

Hazard Codes	Xi: Irritant;
Risk Phrases	36/37/38
Safety Phrases	S26-S36
WGK Germany	3
HS Code	2916209090

Customs

HS Code	2916209090
Summary	2916209090 other cyclanic, cyclenic or cyclotherpenic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Synonyms

(S)-(-)-perillyc acid

4-(1-methylethenyl)-1-cyclohexene-1-carboxylic acid

(4S)-[2-propenyl]-1-cyclohexene-1-carboxylic acid

4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid

MFCD02114258

4-Isopropenylcyclohex-1-enecarboxylic acid

(S)-(-)-perillic cid

(S)-4-(prop-1-en-2-yl)cyclohex-1-enecarboxylic acid

4-prop-1-en-2-ylcyclohexene-1-carboxylic acid

(S)-(-)-4-isopropenylcyclohexene-1-carboxylic acid

Perillic acid

EINECS 231-709-5

4-Isopropenyl-1-cyclohexene-1-carboxylic acid

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