D-(+)-Trehalose dihydrate - 10mM in DMSO , CAS No.6138-23-4

CAS: 6138-23-4 Cat. No.: D425084 Formule: C₁₂H₂₂O₁₁·2H₂O Poids moléculaire: 378.33 Beilstein Registry Number: 5322018 Numéro CE: 612-140-5

QUALITÉ & PURETÉ 10mM in DMSO

Synonyms

D-(+)-Trehalose dihydrate|6138-23-4|Trehalose dihydrate|D-Trehalose dihydrate|alpha,alpha-Trehalose dihydrate|TREHALOSE, DIHYDRATE|7YIN7J07X4|DTXSID3047972|MFCD00071594|(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymeth

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Vue d’ensemble

Trehalose, Dihydrate, is an osmolyte, a chemical chaperone and inducer of autophagy, that has been reported to protect cells against numerous environmental stresses. This compound contains many properties that allow it to stabilize partially unfolded protein molecules and inhibit protein aggregation. These properties include a low chemical reactivity, high glass transition temperature, existence of numerous polymorphs, nonreducing nature, and high affinity for water molecules. Additionally, Trehalose has been noted to bind to expanded polyglutamines and stabilize partially unfolded polyglutamine-containing proteins.
An osmolyte, chemical chaperone, and inducer of autophagy.

Spécifications

Synonymes

D-(+)-Trehalose dihydrate | 6138-23-4 | Trehalose dihydrate | D-Trehalose dihydrate | alpha,alpha-Trehalose dihydrate | TREHALOSE, DIHYDRATE | 7YIN7J07X4 | DTXSID3047972 | MFCD00071594 | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymeth

Spécifications et pureté

10mM in DMSO

Mécanismes biochimiques et physiologiques

Biochem/physiol Actions：D-(+)-Trehalose shows anti-desiccant and cryopreservative activities. It acts as an osmolyte, and stress protectant and helps in the storage and transport of carbon. Trehalose is involved in the food, cosmetic, and pharmaceutical i

Conditions de stockage de stockage

Store at -80°C

Expédié en

Dry ice packs + Cold packs

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Noms et identifiants

Pubchem Sid

528763984

Sourires canoniques

[H]O[H].[H]O[H].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

IUPAC Name

(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;dihydrate

InChIKey

DPVHGFAJLZWDOC-PVXXTIHASA-N

INCHI

1S/C12H22O11.2H2O/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12;;/h3-20H,1-2H2;2*1H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-;;/m1../s1

Isomères SMILES

C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O.O.O

WGK Allemagne

2

Poids moléculaire

378.33

Beilstein

5322018

Reaxy-Rn

5322018

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5322018&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: O-glycosyl compounds
• Alternative Parents: Disaccharides Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: O-glycosyl compound - Disaccharide - Oxane - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Organic oxide - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mécanismes d'action

Propriétés chimiques et physiques

• Sensibilité: Hygroscopic.
• Rotation spécifique [α]: 181 ° (C=7, H2O)
• Point de fusion (°C): 97-99°C
• Poids moléculaire: 378.330 g/mol
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 4
• Exact Mass: 378.137 Da
• Monoisotopic Mass: 378.137 Da
• Topological Polar Surface Area: 192.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 348.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3