Trehalose
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Grundinformationen
- CAS
99-20-7- Standard-SMILES
OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O- InChIKey
HDTRYLNUVZCQOY-LIZSDCNHSA-N- Summenformel
- C12H22O11
- Durchschnittliche Molmasse
- 342,3 g/mol
- Monoisotopische Masse
- 342,11621152
Überblick
Alpha,alpha-trehalose is a trehalose in which both glucose residues have alpha-configuration at the anomeric carbon. It has a role as a geroprotector, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite.
Namen und Bezeichner
- Bevorzugter Name
- Trehalose
- IUPAC
- (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
- Lokaler Name
- Trehalose
- Englischer Name
- Trehalose
- Summenformel
- C12H22O11
- Molmasse
- 342.3
Namen und Synonyme
trehalose99-20-7D-(+)-TrehaloseMycosealpha,alpha-trehaloseErgot sugaralpha-D-TrehaloseCabalettaMushroom sugarNatural trehalosealpha-D-glucopyranosyl-alpha-D-glucopyranosidealpha,alpha'-Trehalose
Weitere Namen anzeigen
α,α-trehaloseD-TREHALOSEalpha-d-glucopyranosideTrehalose RSalpha-TrehaloseTrehalose solution
alpha-D-glucopyranosyl alpha-D-glucopyranosideCHEBI:16551B8WCK70T7INSC-2093(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triolCHEBI:27082(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)oxane-3,4,5-triol
Datenbank-Bezeichner
- CAS
99-20-7- PubChem CID
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -4,2
- Polarare Oberfläche (TPSA)
- 190 Ų
- H-Brücken-Donoren
- 8
- H-Brücken-Akzeptoren
- 11
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 23
- Formalladung
- 0
- Komplexität
- 348
Experimentelle und physikochemische Eigenschaften
Chemical ClassesBiological Agents -> Disaccharides
DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics
Cosmetic ingredients (Trehalose) -> CIR (Cosmetic Ingredient Review)
Humectant; Moisturising
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Melting Point203 °C
Physical Description
Dihydrate: Solid; [Merck Index] White or nearly white solid; [JECFA] White crystalline powder; [Acros Organics MSDS]
Solid
Collision Cross Section
179.7 Ų [M+K]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
173 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]
174.9 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
169.9 Ų [M-H]-
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 99.8% (429 of 430) of all reports.
Not Classified
Aggregated GHS information provided per 430 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: .alpha.-D-Glucopyranoside, .alpha.-D-glucopyranosyl
Status: Active Update: 02-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/26864
.alpha.-D-Glucopyranoside, .alpha.-D-glucopyranosyl: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryNot toxic or mutagenic in subchronic toxicity studies; [ToxPlanet: Health Council of the Netherlands] The dihydrate is the product of commerce (CAS# 6138-23-4); [JECFA] May cause irritation; [Acros Organics MSDS]
Hazard Classes and CategoriesNot Classified
Toxikologische Informationen
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Sicherheitsdaten
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsEpidermis
Cellular LocationsExtracellular
Metabolite PathwaysTrehalose Degradation
Verwendung und Herstellung
Uses
CIR ingredient: Trehalose
Disaccharide present in fungi, bacteria, yeasts, and insects; Used to stabilize cells during freeze-drying and air-drying, as a sweetener and stabilizer in foods, and as an additive in cosmetics; [Merck Index] Used as a texturizer, stabilizer, humectant, and sweetener in foods; [JECFA]
Household ProductsInformation on 31 consumer products that contain Trehalose in the following categories is provided:
Use Classification
Food Additives -> HUMECTANT; STABILIZER; SWEETENER; TEXTURIZER; THICKENER -> JECFA Functional Classes
Food Additives -> HUMECTANT; STABILIZER; SWEETENER; TEXTURIZER; THICKENER -> JECFA Functional Classes
Cosmetics -> Humectant; Moisturising
General Manufacturing Information.alpha.-D-Glucopyranoside, .alpha.-D-glucopyranosyl: ACTIVE
Anwendungen
Verwendentrehalose is a humectant and moisturizer, it helps bind water in the skin and increase the skin’s moisture content. It is a naturally occurring plant sugar.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
40
Notizen zur Verbindung
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