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(S)-(−)-Perillic acid

ALDRICH/218359 - 95%

Synonym: 4-Isopropenylcyclohexene-1-carboxylic acid

CAS Number: 23635-14-5
Empirical Formula (Hill Notation): C10H14O2
Molecular Weight: 166.22
MDL Number: MFCD00062539
Linear Formula: C10H14O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-218359-1G 1 g
 $70.70
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 218359-1G

 

assay 95%
form flakes
functional group carboxylic acid
InChI 1S/C10H14O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h5,8H,1,3-4,6H2,2H3,(H,11,12)/t8-/m1/s1
InChI key CDSMSBUVCWHORP-MRVPVSSYSA-N
mp 129-131 °C (lit.)
optical activity [α]20/D −102°, c = 2 in methanol
Quality Level 200 
SMILES string CC(=C)[C@H]1CCC(=CC1)C(O)=O
storage temp. 2-8°C
Application: (S)-(−)-Perillic acid (PA) can be used as a starting material for the preparation of:,·        
•  Aryl amides, 4-(prop-1-en-2-yl)-N-(3-(trifluoromethyl)phenyl)cyclohex-1-ene-1-carboxamide and N-(4-(4-amino-2-methylphenethyl)-3-methylphenyl)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxamide, as in vitro antiproliferative active agents.
•  Machaeriols and cannabinoid-related compounds as antimalarial agents.   
•  Tricyclic-β-lactone by treating with 1-chloro-N,N-2-trimethylpropenylamine and dimethylketomalonate, followed by addition of 9-azajulolidine.
Biochem/physiol Actions: Interferes with activity of p21ras and other small G proteins by inhibiting post-translational cysteine isoprenylation.
General description: (S)-(-)-Perillic acid is a perillyl derivative with potent antimicrobial and anticancer activity. It can be prepared via bio-oxidation of R-(+)-limonene.
Packaging: 1 g in glass bottle
Purity 95%
mp 129-131 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352002

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