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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 255
実験および物理化学的性質
Solubility
very slightly
Practically insoluble to insoluble in water
Soluble (in ethanol)
Boiling Point
202.00 to 204.00 °C. @ 10.00 mm Hg
131-132 °C (0.1 mm Hg)
Physical Description
Solid
Colourless to yellow viscous liquid; Faint floral aroma
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)
- 貯蔵温度
- 2 · Inert atmosphere,2-8°C
- 溶解性
- クロロホルム、メタノール(少量)
- 酸解離定数(Pka)
- 14.45 · 14.45±0.10(Predicted)
- 外見
- 油
- 色
- 薄黄色~黄色
- 臭い (Odor)
- 100 %で。繊細なフローラルバルサム、パウダリーワックス状 · 100.00%で。繊細なフローラルバルサム、パウダリーワックス状
- においのタイプ
- 花柄
- Merck
- 14 · 14,7390
- JECFA Number
- 1832 · 1832
- Henry's Law Constant
- 1 · 1.0×10-2 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- 安定性
- 光に敏感
- 化粧品成分の機能
- 皮膚コンディショニング剤 - 保湿剤香料香料
- InChIKey
- BOTWFXYSPFMFNR-PFIWFTBQSA-N
- LogP
- 8.23 · 8.23
- CAS データベース
- 150 · 150-86-7(CAS DataBase Reference)
- EPAの化学物質情報
- Phytol (150-86-7)
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
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
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
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
- 消防法
- 危-4-3-III
- hazard_code
- Xi
- safety_code
- 37/39-26-36
化学と産業
薬理情報
用途と製造
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
応用分野
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
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
下流製品
サプライヤー50 社
補足説明
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
関連ノート
読み込み中…