3,7,11,15-Tetramethylhexadec-2-en-1-ol
Phytol
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Grundinformationen
- CAS
150-86-7- Standard-SMILES
C/C(=C\CO)CCC[C@H](C)CCC[C@H](C)CCCC(C)C- InChIKey
BOTWFXYSPFMFNR-PYDDKJGSSA-N- Summenformel
- C20H40O
- Durchschnittliche Molmasse
- 296,5 g/mol
- Monoisotopische Masse
- 296,3079159
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- Phytol
- IUPAC
- (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
- Lokaler Name
- 3,7,11,15-Tetramethylhexadec-2-en-1-ol
- Englischer Name
- Phytol
- Summenformel
- C20H40O
- Molmasse
- 296.53
Namen und Synonyme
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)-
Weitere Namen anzeigen
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)-
Datenbank-Bezeichner
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 8,2
- Polarare Oberfläche (TPSA)
- 20,2 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 13
- Schwere Atome
- 21
- Formalladung
- 0
- Komplexität
- 255
Experimentelle und physikochemische Eigenschaften
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
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)
Melting Point< 25 °C
Refractive Index1.460-1.466
Physical Description
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
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
Gefahrenhinweise
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%)
Sicherheitsdaten
- tsca
- TSCA listed
- hs_code
- 29052290
- RTECS-Nr.
- TJ3490000
- risk_code
- 36/37/38
- Toxizität
- rabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 811, 1982.
- hazard_code
- Xi
- safety_code
- 37/39-26-36
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsFibroblasts
Cellular LocationsExtracellular
Verwendung und Herstellung
Household ProductsInformation on 3 consumer products that contain Phytol in the following categories is provided:
Use Classification
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
Anwendungen
BeschreibungPhytol 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.
OccurrenceReported found in Herniaria incana lam oil Greece (2.60%) and Witch hazel leaf oil (9.79%).
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