피톨

Phytol

HCID 5280435CAS 150-86-7

기본 정보

표준 SMILES
C/C(=C\CO)CCC[C@H](C)CCC[C@H](C)CCCC(C)C
InChIKey
BOTWFXYSPFMFNR-PYDDKJGSSA-N
분자식
C20H40O
평균 분자량
296.5 g/mol
단동위원소 질량
296.3079159

개요

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.

이름 및 식별자

우선 이름
Phytol
IUPAC
(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
현지명
피톨
영어명
Phytol
분자식
C20H40O
분자량
296.53

이름 및 동의어

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)-
이름 더 보기
피톨3,7,11,15-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)-

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
8.2
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
13
무거운 원자 수
21

실험 및 물리화학적 성질

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 · 3건

very slightly

Practically insoluble to insoluble in water

Soluble (in ethanol)

물리화학적 성질

녹는점
25 °C · <25 °C
끓는 점
202 · 202-204 °C (10 mmHg)
밀도
0.85 · 0.85
굴절률
1.461 · 1.461-1.469
FEMA
4196 · 4196 | PHYTOL
인화점
179 ℃ · 179℃ (Cleveland open test)

화학적 성질

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.

안전 및 규제

GHS 분류

GHS Classification · 6건

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

유해성 정보

Regulatory Information · 4건

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 · 2건

Skin Irrit. 2 (> 99.9%)

Skin Irrit. 2 (100%)

안전 데이터

tsca
TSCA listed
rtecs
TJ3490000
독성
rabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 811, 1982.
HS 번호
29052290
risk_code
36/37/38
hazard_code
Xi

화학 및 산업

약리 정보

Tissue LocationsFibroblasts
Cellular LocationsExtracellular

용도 및 제조

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

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
응용 분야 · 3건

개요Phytol 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.

출처Reported found in Herniaria incana lam oil Greece (2.60%) and Witch hazel leaf oil (9.79%).

용도trans-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.

제조 방법 · 1건

생산 방법Phytol 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.

상·하류 제품 정보

공급사50 곳

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]
추가 설명 · 1건

정의ChEBI: 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.

관련 반응

51건

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