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218391 Sigma-Aldrich

(S)-(−)-Perillyl alcohol

96%

Synonym: p-Mentha-1,8-diene-7-ol

  • CAS Number 18457-55-1

  • Empirical Formula (Hill Notation) C10H16O

  • Molecular Weight 152.23

  •  MDL number MFCD00062995

  •  PubChem Substance ID 24853064

  •  NACRES NA.22

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Properties

Related Categories Alcohols, Asymmetric Synthesis, Cancer Research, Cell Biology, Chemical Synthesis,
Quality Level   100
assay   96%
optical activity   [α]22/D −88°, c = 1 in methanol
refractive index   n20/D 1.501 (lit.)
bp   119-121 °C/11 mmHg (lit.)
density   0.96 g/mL at 25 °C (lit.)
SMILES string   CC(=C)[C@H]1CCC(CO)=CC1
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
InChI key   NDTYTMIUWGWIMO-SNVBAGLBSA-N

Description

General description

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

Application

(S)-(−)-Perillyl alcohol (POH or 4-isopropenyl cyclohexene carbinol) can be used as a starting material in the synthesis of:
•  Perillyl alcohol neoglycoside derivatives as potential anti cancer agents.   
•  Amino-modified derivatives of (S)-perillyl alcohol as potent antiproliferative agents.        
•  Perillaldehyde 8,9-epoxide, a para-menthane class derivative as an in vivo anti-tumor agent.

Packaging

10, 50 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 218391.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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