フィトール

Phytol

HCID 5280435CAS 150-86-7

基本情報

標準SMILES
C/C(=C\CO)CCC[C@H](C)CCC[C@H](C)CCCC(C)C
InChIKey
BOTWFXYSPFMFNR-PYDDKJGSSA-N
分子式
C20H40O
平均分子量
296.5 g/mol
単同位体質量
296.3079159

概要

Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a schistosomicide drug, a plant metabolite and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol.

名称と識別子

優先名称
Phytol
IUPAC
(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
現地名
フィトール
英語名
Phytol
分子式
C20H40O
分子量
296.53

名称と別名

Phytol150-86-7trans-Phytol(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol(2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-olMZQ4XE15TPCHEBI:17327DTXSID1040586PHYTOL, (E)-3R,7R,11R,15-tetramethyl-2E-hexadecen-1-olFEMA NO. 4196, E-2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (7R,11R)-
名称をさらに表示
フィトール(2E,7R,11R)-3,7,11,15-テトラメチル-2-ヘキサデセン-1-オール(7R,11R,2E)-3,7,11,15-テトラメチル-2-ヘキサデセン-1-オールtrans-フィトール(E)-フィトール(7R,11R,E)-3,7,11,15-テトラメチル-2-ヘキサデセン-1-オールフィト-ル(2E,7R,11R)-3,7,11,15-テトラメチルヘキサデカ-2-エン-1-オール{R-〔R*,R*-(E)〕}-3,7,11,15-テトラメチル-2-ヘキサデセン-1-オールフィトール(異性体混合)3,7,11,15-テトラメチルヘキサデセ-2-エン-1-オール3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL(7R,11R,E)-3,7,11,15-Tetramethylhexadec-2-en-1-olNatural PhytolPhytol, 90.0%(GC)2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]-Phytol>Aids058679(E)-phytol
RefChem:6139DTXCID9020586205-776-6123164-54-52-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (R-(R*,R*))-5BC2RZ81NGFEMA No. 4196Phytol, (E,Z)-

データベース識別子

CAS
150-86-7
PubChem CID
5280435
DTXSID
DTXSID1040586
ChEMBL
CHEMBL1644111、CHEMBL3039479
ChEBI
CHEBI:17327
UNII
MZQ4XE15TP
EC Number
205-776-6、416-120-5
Nikkaji
J6.120D

物性

構造計算による物性

XLogP
8.2
極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
13
重原子数
21

実験および物理化学的性質

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
FragrancesFragrance Ingredient (Phytol) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.847-0.863
Flavoring AgentsEU Flavoring substances
Solubility · 3 件

very slightly

Practically insoluble to insoluble in water

Soluble (in ethanol)

物理化学的性質

融点
25 °C · <25 °C
沸点
202 · 202-204 °C (10 mmHg)
比重(密度)
0.85 · 0.85
屈折率
1.461 · 1.461-1.469
FEMA
4196 · 4196 | PHYTOL
闪点
179 ℃ · 179℃ (Cleveland open test)

化学的性質

化学的特性Colorless to yellow viscous liquid with a faint floral scent, found naturally in jasmine essential oil and tea. It cannot dissolve in water, but is able to dissolve in organic solvents.

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1540) of reports.

Warning

H315 (> 99.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P273, P280, P302+P352, P321, P332+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1540 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory Information · 4 件

Chemical: 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 12-05-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19523

Phytol: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 件

Skin Irrit. 2 (> 99.9%)

Skin Irrit. 2 (100%)

安全データ

tsca
TSCA listed
rtecs
TJ3490000
毒性
rabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 811, 1982.
hs_code
29052290
risk_code
36/37/38
化審法
(2)-258

化学と産業

薬理情報

Tissue LocationsFibroblasts
Cellular LocationsExtracellular

用途と製造

Household ProductsInformation on 3 consumer products that contain Phytol in the following categories is provided:
Use Classification · 3 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (2E,7R,11R)-: ACTIVE
応用分野 · 5 件

解説フィトール,(化学式)鎖状ジテルペンアルコール,フィチルアルコールともいう。イソプレン単位が4個,頭‐尾結合をした骨格構造をもち,クロロフィル(葉緑素)の構成成分として植物界に広く存在する。クロロフィルaあるいはbをアルカリで加水分解して得ることができる。クロロフィルの分解生成分.葉緑素中にエステルとして存在するジテルペン鎖状アルコール.沸点203~204 ℃(1.3 kPa).d2540.850.n25D1.463.λmax 212 nm(log ε 3.03).[α]D+0.06°(無溶媒).ビタミンE,Kの合成原料として用いられる.

用途ビタミンEおよびKの合成原料。

説明Phytol is a diterpene alcohol obtained from the degradation of chlorophyll and has been used in the synthesis of Vitamins E and K. During the digestion process of ruminants, phytol is liberated from chlorophyll and converted to phytanic acid to be stored in fats. While humans cannot derive phytol from chlorophyll, free phytol, obtained from the consumption of ruminant adipose tissue and dairy products, is readily absorbed in the small intestine and converted to phytanic acid. Phytanic acid accumulates to toxic levels in a number of metabolic disorders, and the conversion of phytol to phytanic acid has been shown to be regulated via the activation of peroxisome proliferator-activated receptor α (PPARα). Phytol and its metabolites have also been reported to activate retinoid X receptors (RXRs; Kis range from 2.3-67.2 μM) and to promote the activity of PPAR/RXR heterodimers. Phytol also demonstrates sedative and anxiolytic effects through interaction with the GABAA receptor, and it has been explored as an antischistosomal agent in a mouse model of schistosomiasis.

天然物の起源Reported found in Herniaria incana lam oil Greece (2.60%) and Witch hazel leaf oil (9.79%).

使用trans-Phytol is a reagent that is used in the preparation of α-tocopherol analogs as mitochondrial antioxidants. It is also used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1.

調製方法 · 1 件

Phytol can be obtained from natural raw materials by a variety of processes. The industrial synthesis of phytol starts from isophytol. The latter is first treated with formic acid to give phytyl formate, from which (Z, E )-phytol (isomer ratio 3 : 7) is obtained by saponification or transesterification.

上流・下流製品情報

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
補足説明 · 2 件

定義本品は、次の化学式で表される分岐不飽和脂肪族アルコールである。

定義ChEBI: Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol.

関連反応

51 件

関連ノート

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