Resorufin-β-D-galactopyranoside - ≥95% , CAS No.95079-19-9

CAS: 95079-19-9 Cat. No.: R131357 Molecular Weight: 375.329 Beilstein Registry Number: 4335306 PubChem CID: 125273

GRADE & PURITY ≥95%

Synonyms

3-Phenoxazone 7-(β-D-galactopyranoside) | Res-Gal

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Resorufin-β-D-galactopyranoside is a commonly used substrate in various biochemical assays to measure the activity of β-galactosidase, an important enzyme involved in lactose metabolism and regulation of gene expression. Resorufin-β-D-galactopyranoside has unique chemical properties and can be hydrolyzed by β-galactosidase to form a red fluorescent product called resorufin. This makes it a useful tool for detecting and quantifying β-galactosidase activity in biological samples such as bacteria or mammalian cells.

Specifications

Synonyms

3-Phenoxazone 7-(β-D-galactopyranoside) | Res-Gal

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Resorufin ß-D-galactopyranoside requires only a single-step hydrolysis reaction to attain full fluorescence making it especially useful for sensitive enzyme measurements in applications such as ELISAs or high-content screening systems.

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. Refer to SDS for further information Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488187787
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187787
• Canonical Smiles: C1=CC2=C(C=C1OC3C(C(C(C(O3)CO)O)O)O)OC4=CC(=O)C=CC4=N2
• IUPAC Name: 7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxazin-3-one
• InChIKey: QULZFZMEBOATFS-DISONHOPSA-N
• INCHI: 1S/C18H17NO8/c20-7-14-15(22)16(23)17(24)18(27-14)25-9-2-4-11-13(6-9)26-12-5-8(21)1-3-10(12)19-11/h1-6,14-18,20,22-24H,7H2/t14-,15+,16+,17-,18-/m1/s1
• Isomeric SMILES: C1=CC2=C(C=C1O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)OC4=CC(=O)C=CC4=N2
• PubChem CID: 125273
• Molecular Weight: 375.329
• Beilstein: 4335306

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Phenoxazines Hexoses O-glycosyl compounds Benzenoids Oxanes Heteroaromatic compounds Cyclic ketones Secondary alcohols Polyols Acetals Azacyclic compounds Oxacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenolic glycoside - Phenoxazine - Hexose monosaccharide - O-glycosyl compound - Monosaccharide - Oxane - Benzenoid - Heteroaromatic compound - Secondary alcohol - Cyclic ketone - Acetal - Polyol - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Primary alcohol - Hydrocarbon derivative - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Aromatic heteropolycyclic 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: 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

Chemical and Physical Properties

• Solubility: Soluble in DMF.Soluble in DMSO to 50 mM
• Sensitivity: light and Moisture sensitive
• Molecular Weight: 375.300 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 375.095 Da
• Monoisotopic Mass: 375.095 Da
• Topological Polar Surface Area: 138.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 689.000
• 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

References

1. Fang Zhu, Lanfang Ren, Wenhua Cheng, Haohan Zhou, Yuhan Li, Nan Liu, Guangyu Rong, Yunfeng Liu, Panting Yu, Jia Lv, Yiyun Cheng, Chao Chen.  (2025)  A Dynamic Deferoxamine Polymer with Exceptional Performance in Mitochondrial Iron Depletion and Cytosolic Protein Delivery.  Small,      [PMID:39945100] [10.1002/smll.202412093]

2. Yusha Huang, Longcheng Gong, Chengli Xie, Wenling Qin, Min Wang, Lianzhe Hu, Zhining Xia.  (2025)  Anchoring biomimetic Zn site in metal–organic framework nanozyme to enhance phosphatase-like catalytic activity for discrimination of organophosphorus pesticides.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.160046]

3. Weiyuan Lyu, Xinrui Cheng, Ziqing Yu, Ruirui Dong, Zheyi Sheng, Ting Zhang, Xia Yin, Feng Shen.  (2024)  Early-stage diagnosis of ovarian cancer via digital immunoassay on a SlipChip.  TALANTA,      [PMID:39216422] [10.1016/j.talanta.2024.126782]