CHEBI:17814 - salicin

ChEBI IDCHEBI:17814
ChEBI Namesalicin
Stars
DefinitionAn aryl β-D-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a β-D-glucosyl residue.
Secondary ChEBI IDsCHEBI:9002, CHEBI:15058, CHEBI:26591
Last Modified19 June 2020
DownloadsMolfile
FormulaC13H18O7
Net Charge0
Average Mass286.280
Monoisotopic Mass286.10525
SMILESOCc1ccccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1
InChIKeyNGFMICBWJRZIBI-UJPOAAIJSA-N
Wikipedia
Roles Classification
Biological Roles:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor  A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
antipyretic  A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
ChEBI Ontology
Outgoing Relation(s)
salicin (CHEBI:17814) has functional parent salicyl alcohol (CHEBI:16464)
salicin (CHEBI:17814) has role antipyretic (CHEBI:35493)
salicin (CHEBI:17814) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
salicin (CHEBI:17814) has role metabolite (CHEBI:25212)
salicin (CHEBI:17814) has role non-narcotic analgesic (CHEBI:35481)
salicin (CHEBI:17814) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
salicin (CHEBI:17814) has role prodrug (CHEBI:50266)
salicin (CHEBI:17814) is a aromatic primary alcohol (CHEBI:33857)
salicin (CHEBI:17814) is a aryl β-D-glucoside (CHEBI:28749)
salicin (CHEBI:17814) is a benzyl alcohols (CHEBI:22743)
Incoming Relation(s)
2'-O-acetylsalicin (CHEBI:137481) has functional parent salicin (CHEBI:17814)
3'-O-acetylsalicin (CHEBI:137482) has functional parent salicin (CHEBI:17814)
6'-O-acetylsalicin (CHEBI:137484) has functional parent salicin (CHEBI:17814)
helicin (CHEBI:73235) has functional parent salicin (CHEBI:17814)
salicin 6-phosphate (CHEBI:9003) has functional parent salicin (CHEBI:17814)
tremuloidin (CHEBI:155892) has functional parent salicin (CHEBI:17814)
willow bark extract (CHEBI:79395) has part salicin (CHEBI:17814)
IUPAC Name 
2-(hydroxymethyl)phenyl β-D-glucopyranoside
Synonyms  Source
2(hydroxymethyl)phenyl-beta-D-glucopyranosideChEBI
2-(hydroxymethyl)phenyl-O-β-D-glucopyranosideChEBI
2-(hydroxymethyl)phenyl-β-D-glucopyranosideChEBI
o-(hydroxymethyl)phenyl β-D-glucopyranosideChemIDplus
SalicinKEGG COMPOUND
SalicosideKEGG COMPOUND
UniProt Name  Source
salicinUniProt
Manual XrefsDatabases
C00002672KNApSAcK
C01451KEGG COMPOUND
LSM-3442LINCS
SalicinWikipedia
Registry NumbersSources
Reaxys:89593Reaxys
CAS:138-52-3NIST Chemistry WebBook
CAS:138-52-3KEGG COMPOUND
CAS:138-52-3ChemIDplus
Citations