(2R,3R,4S,5R,6R)-2-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 105749
• Molecular Formular: C14H15BrClNO6
• Molecular Mass: 408.629
• Monoisotopic Mass: 406.97712689
• SMILES: OC[C@H]1O[C@H](Oc2c[nH]c3cc(c(Br)cc23)Cl)[C@H](O)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@H](Oc2c[nH]c3c2cc(Br)c(c3)Cl)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H15BrClNO6/c15-6-1-5-8(2-7(6)16)17-3-9(5)22-14-13(21)12(20)11(19)10(4-18)23-14/h1-3,10-14,17-21H,4H2/t10-,11+,12+,13-,14+/m1/s1
• InChIKey: CHRVKCMQIZYLNM-HTOAHKCRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6R)-2-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R,6R)-2-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Red-Gal; 5-Bromo-6-chloro-3-indolyl β-D-galactopyranoside; 5-Bromo-6-chloro-3-indolyl-β-D-galactoside; Magenta-GAL; 5-BROMO-6-CHLORO-3-INDOLYL-β-D-GALACTOPYRANOSIDE

Database IDs

• CAS Number: 93863-88-8
• MDL Number: MFCD02683897
• PubChem SID: 162093854
• PubChem CID: 26369095

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.8731716
• LogD (pH = 7.4): 0.87316483
• Log P: 0.8731717
• Molar Refractivity: 83.6974 cm^3
• Polarizability: 34.63629 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 12.199709

PROPERTIES

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%; ≥98.0% (HPLC)
• Suitability: suitable for substrate for β-galactosidase
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C14H15BrClNO6

DETAILS

MP Biomedicals - 02193922

Purity: >98%
A chromogenic substrate for β-_D -galactosidase and an alternative to X-GAL which produces an insoluble magenta chromophore in lac^+ bacterial colonies. It may be used in histochemistry for enzyme activity localization in mammalian tissues.
Protect from light and humidity.

Sigma Aldrich - B8931

Application
Chromogenic substrate for β-galactosidase producing a red or magenta insoluble product.