Deoxyarbutin - ≥98% , CAS No.53936-56-4

CAS: 53936-56-4 Cat. No.: D129494 Molecular Weight: 194.23 EC Number: 800-360-6

GRADE & PURITY ≥98%

Synonyms

AB01566911_01 | 4-[(2-Tetrahydropyranyl)oxy]phenol | NCGC00386258-01 | Metanil Yellow WS | s4132 | 4-((Tetrahydro-2H-pyran-2-yl)oxy)phenol | SCHEMBL222919 | AKOS000143184 | CCG-266537 | DTXSID20398097 | Tetrahydropyranyloxy phenol, (+/-)- | Girlite DA 100

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

DeoxyArbutin is a reversible tyrosinase inhibitor, inhibiting tyrosinase activity with IC50 of 50 nM.

Specifications

Synonyms

AB01566911_01 | 4-[(2-Tetrahydropyranyl)oxy]phenol | NCGC00386258-01 | Metanil Yellow WS | s4132 | 4-((Tetrahydro-2H-pyran-2-yl)oxy)phenol | SCHEMBL222919 | AKOS000143184 | CCG-266537 | DTXSID20398097 | Tetrahydropyranyloxy phenol, (+/-)- | Girlite DA 100

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Potent reversible tyrosinase inhibitor (IC 50 = 50 nM). Generates minimal amounts of ROS. Inhibits melanogenesis in vivo.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504766696
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766696
• Canonical Smiles: C1CCOC(C1)OC2=CC=C(C=C2)O
• IUPAC Name: 4-(oxan-2-yloxy)phenol
• InChIKey: GFBCWCDNXDKFRH-UHFFFAOYSA-N
• INCHI: 1S/C11H14O3/c12-9-4-6-10(7-5-9)14-11-3-1-2-8-13-11/h4-7,11-12H,1-3,8H2
• Isomeric SMILES: C1CCOC(C1)OC2=CC=C(C=C2)O
• Molecular Weight: 194.23
• Reaxy-Rn: 7808236
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7808236&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass 4-alkoxyphenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: 4-alkoxyphenols
• Intermediate Tree Nodes: Not available
• Direct Parent: 4-alkoxyphenols
• Alternative Parents: Phenoxy compounds Phenol ethers 1-hydroxy-2-unsubstituted benzenoids Oxanes Oxacyclic compounds Acetals Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 4-alkoxyphenol - Phenoxy compound - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Oxane - Monocyclic benzene moiety - Oxacycle - Organoheterocyclic compound - Acetal - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.
• 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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO 39 mg/mL Water Ethanol 39 mg/mL
• Molecular Weight: 194.230 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.094 Da
• Monoisotopic Mass: 194.094 Da
• Topological Polar Surface Area: 38.700 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 164.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Dongjing Cai, Xia Xu, Weiqian Zeng, Zheng Wang, Cheng Chen, Yunan Mo, Piyanat Meekrathok, Dandan Wang, Pengwei Peng, Zhigang Peng, Jian Qiu.  (2024)  Deoxyarbutin targets mitochondria to trigger p53-dependent senescence of glioblastoma cells.  FREE RADICAL BIOLOGY AND MEDICINE,      [PMID:39209136] [10.1016/j.freeradbiomed.2024.08.027]