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DefinitionAn aryl β-D-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a β-D-glucosyl residue.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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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-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.
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.
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
SalicinKEGG COMPOUND
SalicosideKEGG COMPOUND
2(hydroxymethyl)phenyl-beta-D-glucopyranosideChEBI
2-(hydroxymethyl)phenyl-β-D-glucopyranosideChEBI
2-(hydroxymethyl)phenyl-O-β-D-glucopyranosideChEBI
D-(−)-salicinChEBI
UniProt Name  Source
salicinUniProt
Manual XrefsDatabases
C01451KEGG COMPOUND
SalicinWikipedia
C00002672KNApSAcK
LSM-3442LINCS
Registry NumbersSources
Reaxys:89593Reaxys
CAS:138-52-3KEGG COMPOUND
CAS:138-52-3ChemIDplus
CAS:138-52-3NIST Chemistry WebBook
Citations