Glucosyl salicylate
PubChem CID
49859589
Structure
Molecular Formula
Synonyms
- glucosyl salicylate
- 60517-74-0
- Salicylic Acid Acyl Glucoside
- SalicylicAcidAcylGlucoside
- salicylic acid beta-D-glucose ester
Molecular Weight
300.26 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2011-02-16
- Modify:2024-12-07
Description
Beta-D-glucosyl salicylate is a D-glucosyl salicylate in which the glucosyl moiety has beta-configuration at the anomeric centre. A transferrin binding compound used in research for cancer therapy. It is a D-glucosyl salicylate and a beta-D-glucoside.
Chemical Structure Depiction
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-hydroxybenzoate
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C13H16O8/c14-5-8-9(16)10(17)11(18)13(20-8)21-12(19)6-3-1-2-4-7(6)15/h1-4,8-11,13-18H,5H2/t8-,9-,10+,11-,13+/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
XNHKMZHWRNMFCU-HMUNZLOLSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
C1=CC=C(C(=C1)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
Computed by OEChem 2.3.0 (PubChem release 2021.10.14)
C13H16O8
Computed by PubChem 2.2 (PubChem release 2021.10.14)
60517-74-0
- glucosyl salicylate
- 60517-74-0
- Salicylic Acid Acyl Glucoside
- SalicylicAcidAcylGlucoside
- salicylic acid beta-D-glucose ester
- [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-hydroxybenzoate
- 1-O-(2-Hydroxybenzoyl)-beta-D-glucopyranose
- Glucosyl Salicylate; 1-(2-Hydroxybenzoate) ss-D-Glucopyranose;
- Salicylic acid beta-D-glucopyranosyl ester
- SA beta-D-glucose ester
- beta-D-glucosyl salicylate
- 1-O-salicyl-beta-D-glucose
- 1-O-salicyloyl-beta-d-glucose
- salicylate beta-D-glucose ester
- salicylate-beta-D-glucose ester
- beta-D-glucopyranosyl salicylate
- DTXSID70678795
- CHEBI:145681
- 2-hydroxybenzoic acid glucose ester
- salicylic acid acyl beta-D-glucoside
- 1-O-(o-hydroxybenzoyl)-beta-D-glucopyranose
- beta-D-glucopyranose, 1-(2-hydroxybenzoate)
- (2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 2-hydroxybenzoate
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
300.26 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
-0.2
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
300.08451746 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
300.08451746 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
137Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
21
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
362
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
5
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
PubMed Count
- ChEBIBeta-D-glucosyl salicylatehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:145681
- EPA DSSTox1-O-(2-Hydroxybenzoyl)-beta-D-glucopyranosehttps://comptox.epa.gov/dashboard/DTXSID70678795
- Japan Chemical Substance Dictionary (Nikkaji)
- Rhea - Annotated Reactions DatabaseLICENSERhea has chosen to apply the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/). This means that you are free to copy, distribute, display and make commercial use of the database in all legislations, provided you credit (cite) Rhea.https://www.rhea-db.org/help/license-disclaimer
- Springer Nature
- Wikidatabeta-D-glucosyl salicylatehttps://www.wikidata.org/wiki/Q76617031
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
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