218391
(S)-(−)-Perillyl alcohol
96%
동의어(들):
p-Mentha-1,8-diene-7-ol
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C10H16O
CAS 번호:
Molecular Weight:
152.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
MDL number:
Assay:
96%
Form:
liquid
assay
96%
form
liquid
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.)
functional group
hydroxyl
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
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
저장 등급
10 - Combustible liquids
wgk
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Zi Hui et al.
Molecules (Basel, Switzerland), 19(5), 6671-6682 (2014-05-27)
Two series of amino-modified derivatives of (S)-perillyl alcohol were designed and synthesized using (S)-perillaldehyde as the starting material. These derivatives showed increased antiproliferative activity in human lung cancer A549 cells, human melanoma A375-S2 cells and human fibrosarcoma HT-1080 cells comparing
Nitin S Nandurkar et al.
Journal of medicinal chemistry, 57(17), 7478-7484 (2014-08-15)
A facile route to perillyl alcohol (POH) differential glycosylation and the corresponding synthesis of a set of 34 POH glycosides is reported. Subsequent in vitro studies revealed a sugar dependent antiproliferative activity and the inhibition of S6 ribosomal protein phosphorylation
Perillyl alcohol as a chemopreventive agent in N-nitrosomethylbenzylamine-induced rat esophageal tumorigenesis.
Liston BW, et al.
Cancer Research, 63(10), 2399-2403 (2003)