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

• ChemBase ID: 105753
• Molecular Formular: C14H16BrNO6
• Molecular Mass: 374.18394
• Monoisotopic Mass: 373.01609924
• SMILES: Brc1ccc2c(c(O[C@@H]3O[C@@H]([C@H](O)[C@H](O)[C@H]3O)CO)c[nH]2)c1
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c[nH]c3c2cc(Br)cc3)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H16BrNO6/c15-6-1-2-8-7(3-6)9(4-16-8)21-14-13(20)12(19)11(18)10(5-17)22-14/h1-4,10-14,16-20H,5H2/t10-,11+,12+,13-,14-/m1/s1
• InChIKey: LINMATFDVHBYOS-MBJXGIAVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 97753-82-7
• MDL Number: MFCD00063691
• Beilstein Number: 1550140
• PubChem SID: 162092831; 24891771; 24891417
• PubChem CID: 126898

CALCULATED PROPERTIES

• Acid pKa: 12.19988
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.26912692
• LogD (pH = 7.4): 0.26912013
• Log P: 0.269127
• Molar Refractivity: 78.8926 cm^3
• Polarizability: 32.64875 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -34.5±2.0°, c = 1% in DMF/H2O 1:1

Safety Information

• Storage Condition: -20°C, Desiccate, Protect from light; -20°C, Desiccate, Store Under Nitrogen, Protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98%; ≥98%; ≥98.0% (HPLC)
• Grade: MOLECULAR BIOLOGY
• Suitability: suitable for substrate for β-galactosidase
• Empirical Formula (Hill Notation): C14H16BrNO6

DETAILS

MP Biomedicals - 02194814

Molecular Biology Grade
Purity: >98%
An α-galactosidase substrate which is converted to an insoluble indigo-blue chromophore darker than that released by X-GAL. It is ideal for Lac gene detection systems in immunoblotting, immunocytochemical, and histological applications.
Protect from light and humidity.

MP Biomedicals - 02193926

Purity: >98%
An α-galactosidase substrate which is converted to an insoluble indigo-blue chromophore darker than that released by X-GAL. It is ideal for Lac gene detection systems in immunoblotting, immunocytochemical, and histological applications.
Protect from light and humidity.

Sigma Aldrich - B4387

Application
Chromogenic substrate suitable for identification of lac+ bacterial colonies. An alternative to 5-bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-Gal), producing a darker blue color.

Sigma Aldrich - B2904

Application
Chromogenic substrate suitable for identification of lac+ bacterial colonies. An alternative to 5-bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-Gal), producing a darker blue color.

Sigma Aldrich - 17395

Application
Chromogenic substrate suitable for identification of lac+ bacterial colonies. An alternative to 5-bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-Gal), producing a darker blue color.