6-Bromo-2-naphthalenyl beta-D-glucopyranoside
Basic information
- CAS
15548-61-5- Standard SMILES
OC[C@H]1O[C@@H](Oc2ccc3cc(Br)ccc3c2)[C@H](O)[C@@H](O)[C@@H]1O- InChIKey
NLRXQZJJCPRATR-IBEHDNSVSA-N- Molecular formula
- C16H17BrO6
- Average molar mass
- 385.21 g/mol
- Monoisotopic mass
- 384.02085
Overview
6-bromo-2-naphthyl beta-D-glucoside is a beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a 6-bromo-2-naphthyl group. It has a role as a chromogenic compound. It is a beta-D-glucoside, a member of naphthalenes and an organobromine compound. It is functionally related to a 6-bromo-2-naphthol.
Names & identifiers
- Preferred name
- 6-Bromo-2-naphthalenyl beta-D-glucopyranoside
- IUPAC
- (2S,3R,4S,5S,6R)-2-(6-bromonaphthalen-2-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol
- English name
- 6-Bromo-2-naphthyl-beta-D-glucopyranoside
- Molecular formula
- C16H17BrO6
- Molecular weight
- 385.21
Names & synonyms
RefChem:5407886-Bromo-2-naphthalenyl beta-D-glucopyranoside15548-61-56-Bromo-2-naphthyl beta-D-glucopyranoside6-Bromo-2-naphthyl b-D-glucopyranoside6-Bromo-2-naphthyl-beta-D-glucopyranoside6-Bromo-2-naphthyl |A-D-glucopyranoside6-Bromo-2-naphthyl beta-D-glucosideMFCD00063007(2S,3R,4S,5S,6R)-2-(6-bromonaphthalen-2-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triolC16H17BrO6(2S,3R,4S,5S,6R)-2-((6-Bromonaphthalen-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Show more names
Br-Nap-β-D-GlcBR-NAP-BETA-D-GLCsodium azacyclotridecan-2-one6-bromo-2-naphthyl β-d-glucoside6-Bromo-2-naphtyl β-D-glucopyranoside6-Bromo-2-naphtyl b-D-glucopyranoside6-BROMO-2-NAPHTHYL-B-D-GLUCOPYRANOSIDE6-Bromo-2-naphthyl-β-D-glucppyranoside6-Bromo-2-naphthyl β-D-glucopyranoside
6-bromonaphthalen-2-yl beta-D-glucopyranoside6-Bromo-2-naphthyl hexopyranoside #EINECS 239-604-6(2S,3R,4S,5S,6R)-2-[(6-bromonaphthalen-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol6-bromo-2-naphthylbeta-D-Glucopyranoside, 6-bromo-2-naphthalenylorb2941912SCHEMBL2344590
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 99.4 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 397
Physicochemical properties
- Melting point
- 210 · 210-212 °C
- Boiling point
- 609 ℃ · 609℃
- Density
- 1.698 · 1.698
- refractive index
- 1.449 · 1.4490 (estimate)
- Flash point
- 322 ℃ · 322℃
- storage temp.
- -20 °C · -20°C
- solubility
- 50 mg/mL, · pyridine: 50mg/mL, clear to slightly hazy, colorless to faintly yellow
- form
- powder
- InChI
- 1S/C16H17BrO6/c17-10-3-1-9-6-11(4-2-8(9)5-10)22-16-15(21)14(20)13(19)12(7-18)23-16/h1-6,12-16,18-21H,7H2/t12-,13-,14+,15-,16-/m1/s1
- InChIKey
- NLRXQZJJCPRATR-IBEHDNSVSA-N
- SMILES
- OC[C@H]1O[C@@H](Oc2ccc3cc(Br)ccc3c2)[C@H](O)[C@@H](O)[C@@H]1O
- CAS DataBase Reference
- 15548 · 15548-61-5(CAS DataBase Reference)
- UNSPSC Code
- 12352204 · 12352204
- NACRES
- 83 · NA.83
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29400090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Uses6-Bromo-2-naphthyl β-D-glucopyranoside may be used as a substrate for β-glycosidases in fast blue BB assay. It is also suitable for use with fast blue BB reagent in native polyacrylamide gel electrophoresis (PAGE) for β-glycosidases activity staining.
Additional notes
DefinitionChEBI: A beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a 6-bromo-2-naphthyl group.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…