α-Arbutin - analytical standard , CAS No.84380-01-8

CAS: 84380-01-8 Cat. No.: A140113 Formule: C₁₂H₁₆O₇ Poids moléculaire: 272.25 Numéro CE: 440-470-8

GRADE & PURITY Analytical standard

Synonyms

a-Arbutin | 4-hydroxyphenyl-D-lucopyranoside | FS-2928 | DTXSID20233358 | alpha-Arbutoside | f inverted question mark-Arbutin | P-HYDROXYPHENYL-.ALPHA.-D-GLUCOPYRANOSIDE | AC1L4KBI | s5112 | ALPHA-ARBUTIN [INCI] | P-HYDROXYPHENYL-alpha-D-GLUCOPYRANOSIDE |

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonymes

a-Arbutin | 4-hydroxyphenyl-D-lucopyranoside | FS-2928 | DTXSID20233358 | alpha-Arbutoside | f inverted question mark-Arbutin | P-HYDROXYPHENYL-.ALPHA.-D-GLUCOPYRANOSIDE | AC1L4KBI | s5112 | ALPHA-ARBUTIN [INCI] | P-HYDROXYPHENYL-alpha-D-GLUCOPYRANOSIDE |

Spécifications et pureté

analytical standard

Mécanismes biochimiques et physiologiques

Glycosylated hydroquinone that inhibits tyrosinase and thus prevents the formation of melanin. Used in the skin-whitening cosmetics.

Conditions de stockage de stockage

Store at 2-8°C

Expédié en

Wet ice

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

Grade

Analytical standard

Type d'action

INHIBITOR

Note

Unstable; make up solutions fresh and use immediately. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Noms et identifiants

Sourires canoniques

C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O

IUPAC Name

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol

InChIKey

BJRNKVDFDLYUGJ-ZIQFBCGOSA-N

INCHI

1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12+/m1/s1

Isomères SMILES

C1=CC(=CC=C1O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

WGK Allemagne

3

Poids moléculaire

272.25

Reaxy-Rn

22933063

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22933063&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Hexoses O-glycosyl compounds 4-alkoxyphenols Phenoxy compounds Phenol ethers 1-hydroxy-2-unsubstituted benzenoids Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - 4-alkoxyphenol - Phenoxy compound - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Monosaccharide - Benzenoid - Oxane - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Primary alcohol - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• External Descriptors: glycoside

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

• Poids moléculaire: 272.250 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 272.09 Da
• Monoisotopic Mass: 272.09 Da
• Topological Polar Surface Area: 120.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 279.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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: 1