(2S,3S,4S,5R,6S)-6-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; cyclohexanamine

• ChemBase ID: 133862
• Molecular Formular: C20H26BrClN2O7
• Molecular Mass: 521.78664
• Monoisotopic Mass: 520.06119086
• SMILES: c1c2c(cc(c1Br)Cl)[nH]cc2O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O.C1CCC(CC1)N
• Canonical SMILES: OC(=O)[C@H]1O[C@@H](Oc2c[nH]c3c2cc(Br)c(c3)Cl)[C@@H]([C@H]([C@@H]1O)O)O.NC1CCCCC1
• InChI: InChI=1S/C14H13BrClNO7.C6H13N/c15-5-1-4-7(2-6(5)16)17-3-8(4)23-14-11(20)9(18)10(19)12(24-14)13(21)22;7-6-4-2-1-3-5-6/h1-3,9-12,14,17-20H,(H,21,22);6H,1-5,7H2/t9-,10-,11+,12-,14+;/m0./s1
• InChIKey: HGZDFBMYVMPFHR-CYRSAHDMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; cyclohexanamine
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; cyclohexylamine
• Synonyms: Magenta-GlcA; Magenta™ glucuronide; 5-Bromo-6-chloro-3-indolyl β-D-glucuronide cyclohexylammonium salt

Database IDs

• CAS Number: 144110-43-0
• MDL Number: MFCD00153929
• PubChem SID: 24850180; 24891786; 162228139
• PubChem CID: 2733774

CALCULATED PROPERTIES

• Acid pKa: 2.7869315
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.4587778
• LogD (pH = 7.4): -2.3016148
• Log P: 1.1934463
• Molar Refractivity: 83.5648 cm^3
• Polarizability: 34.65464 Å^3
• Polar Surface Area: 132.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -69.0±2°, c = 1% in DMF/H2O 1:1

Safety Information

• 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%; ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C14H13BrClNO7 · C6H13N

DETAILS

Sigma Aldrich - B4532

Application
Chromogenic substrate for β-glucuronidase; produces a magenta color in GUS+ bacterial colonies.
Linkage
An alternative to 5-bromo-4-chloro-3-indolyl-β-D-glucuronide (X-GlcA) for detection of the β-glucuronidase gene.
法律信息
Magenta is a trademark of Magenta Corp.

Sigma Aldrich - 16671

Application
Chromogenic substrate for β-glucuronidase; produces a magenta color in GUS+ bacterial colonies.
Linkage
An alternative to 5-bromo-4-chloro-3-indolyl-β-D-glucuronide (X-GlcA) for detection of the β-glucuronidase gene.
Legal Information
Magenta is a trademark of Magenta Corp.