CHEBI:17814 - salicin

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ChEBI Name salicin
ChEBI ID CHEBI:17814
Definition An aryl β-D-glucoside that is the β-D-glucoside of the phenolic hydroxy group of salicyl alcohol.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9002, CHEBI:15058, CHEBI:26591
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Formula C13H18O7
Net Charge 0
Average Mass 286.27780
InChI InChI=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
InChIKey NGFMICBWJRZIBI-UJPOAAIJSA-N
SMILES OC[C@H]1O[C@@H](Oc2ccccc2CO)[C@H](O)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): 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.
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-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 helicin (CHEBI:73235) has functional parent salicin (CHEBI:17814)
salicin 6-phosphate (CHEBI:9003) 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 Sources
2(hydroxymethyl)phenyl-beta-D-glucopyranoside ChEBI
2-(hydroxymethyl)phenyl-β-D-glucopyranoside ChEBI
2-(hydroxymethyl)phenyl-O-β-D-glucopyranoside ChEBI
D-(−)-salicin ChEBI
o-(hydroxymethyl)phenyl β-D-glucopyranoside ChemIDplus
Salicin KEGG COMPOUND
Salicoside KEGG COMPOUND
salicyl alcohol glucoside ChemIDplus
saligenin β-D-glucopyranoside ChemIDplus
Database Links Databases
C00002672 KNApSAcK
C01451 KEGG COMPOUND
LSM-3442 LINCS
Salicin Wikipedia
View more database links
Registry Numbers Types Sources
138-52-3 CAS Registry Number KEGG COMPOUND
138-52-3 CAS Registry Number ChemIDplus
138-52-3 CAS Registry Number NIST Chemistry WebBook
89593 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12221594 PubMed citation CiteXplore
20883292 PubMed citation CiteXplore
21226125 PubMed citation CiteXplore
21449910 PubMed citation CiteXplore
Last Modified
25 February 2016