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About This Item
Linear Formula:
CH3[CH(CH3)(CH2)3]3C(CH3)=CHCH2OH
CAS Number:
Molecular Weight:
296.53
Beilstein:
1726098
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
95%
form
(Liquid or Viscous Liquid)
refractive index
n20/D 1.463 (lit.)
bp
202-204 °C/10 mmHg (lit.)
density
0.85 g/mL at 25 °C (lit.)
functional group
hydroxyl
SMILES string
CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CO
InChI
1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+
InChI key
BOTWFXYSPFMFNR-HMMYKYKNSA-N
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General description
Phytol is a diterpene alcohol and is widely used as a food additive and in medicinal field. It undergoes Mitsunobu reaction with 5-fluorouridine to yield the nucleoterpenes.
Application
Phytol was used to investigate the electroantennogram response of males and females of the potato tuber moth, Phthorimaea operculella to various plant volatiles. It was used in the synthesis of pristanic acid (2,6,10,14-tetramethylpentadecanoic acid).
Biochem/physiol Actions
Phytol exhibits potential anti-Schistosomal properties. It induces sedative and anxiolytic-like effects in mice.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 4 - Skin Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
368.6 °F
Flash Point(C)
187 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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P D Das et al.
Journal of biosciences, 32(2), 339-349 (2007-04-17)
Electroantennograms (EAGs)were recorded from males and females of the potato tuber moth,Phthorimaea operculella in response to a broad range of plant volatile compounds belonging to diverse chemical classes.The responses to 27 compounds were evaluated,which indicated significant differences in EAGs between
Jéssica Pereira Costa et al.
Brain research, 1547, 34-42 (2013-12-18)
Phytol, a branched chain unsaturated alcohol, is particularly interesting because it is an isolated compound from essential oils of different medicinal plants. The aim of this study was to evaluate the anxiolytic-like effects of phytol in animal models to clarify
P P Van Veldhoven et al.
The Journal of biological chemistry, 266(36), 24676-24683 (1991-12-25)
Isoprenoid (branched) fatty acids such as pristanic acid can be degraded via beta-oxidation in peroxisomes. We synthesized 2-methylpalmitoyl-CoA as a model substrate in order to study the first step of the peroxisomal beta-oxidation of branched fatty acids, catalyzed by an
Edith Malecki et al.
Chemistry & biodiversity, 10(12), 2209-2220 (2013-12-12)
The cancerostatic 5-fluorouridine (5-FUrd; 1) was sequentially sugar-protected by introduction of a 2',3'-O-heptylidene ketal group (→2), followed by 5'-O-monomethoxytritylation (→3). This fully protected derivative was submitted to Mitsunobu reactions with either phytol ((Z and E)-isomer) or nerol ((Z)-isomer) to yield
Josué de Moraes et al.
PLoS neglected tropical diseases, 8(1), e2617-e2617 (2014-01-07)
Schistosomiasis is a major endemic disease that affects hundreds of millions worldwide. Since the treatment and control of this parasitic disease rely on a single drug, praziquantel, it is imperative that new effective drugs are developed. Here, we report that
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