Compound: salicin
SMILES: O1[C@@H](Oc2c(cccc2)CO)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O
InChIKey: NGFMICBWJRZIBI-UJPOAAIJSA-N
Synonyms: salicin, 138-52-3, Salicoside, D-(-)-Salicin, Salicyl alcohol glucoside, D(-)-Salicin, 2-(Hydroxymethyl)phenyl beta-D-glucopyranoside, Saligenin beta-D-glucopyranoside, 2-(Hydroxymethyl)phenyl-beta-d-glucopyranoside, Salicinum, o-(Hydroxymethyl)phenyl beta-D-glucopyranoside, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol, DTXSID10883326, NSC-5751, 4649620TBZ, CHEBI:17814, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(2-(hydroxymethyl)phenoxy)oxane-3,4,5-triol, RefChem:884384, DTXCID901022864, Salicine, (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(2-(hydroxymethyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triol, Saligenin-beta-D-glucopyranoside, D-Salicin, MFCD00006590, alpha-Hydroxy-o-tolyl beta-D-glucopyranoside, Benzyl alcohol, o-hydroxy-, o-glucoside, AI3-19099, SPECTRUM1502255, B-D-Glucopyranoside, 2-(hydroxymethyl)phenyl, D-()-Salicin, SDCCGMLS-0066698.P001, NCGC00142605-01, NSC 5751, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-3,4,5-triol, (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(2-(hydroxymethyl)-phenoxy)tetrahydro-2H-pyran-3,4,5-triol, (2S,4S,5S,3R,6R)-6-(hydroxymethyl)-2-[2-(hydroxymethyl)phenoxy]-2H-3,4,5,6-tet rahydropyran-3,4,5-triol, SMR000112301, Salicin [USP], SR-05000001594, Salicin (6CI,8CI), EINECS 205-331-6, delta-Salicin, UNII-4649620TBZ, 2-(Hydroxymethyl)phenyl hexopyranoside, Salicin CRS, SA0, D-Salicin, natural, Salicin (Standard), Saligenin glucoside;, Spectrum_001230, 2-(Hydroxymethyl)phenyl-.beta.-d-glucopyranoside, SALICIN [MI], SALICINUM [HPUS], 2-(Hydroxymethyl)phenyl b-D-glucopyranoside, Spectrum2_000756, Spectrum3_000948, Spectrum4_001058, Spectrum5_000971, D-()-Salicin;Salicoside, bmse000315, D-SALICIN [USP-RS], SCHEMBL24936, KBioGR_001356, KBioSS_001710, Saligenin-b-D-glucopyranoside, MLS000563050, MLS001306490, DivK1c_000030, S0625_SIGMA, SPBio_000772, CHEMBL462997, MEGxp0_000685, orb1310611, orb3140646, Salicin (Salicoside, Salicine), SCHEMBL29891411, ACon1_000373, GTPL12454, HMS500B12, HY-N0149R, KBio1_000030, KBio2_001710, KBio2_004278, KBio2_006846, KBio3_002016, NINDS_000030, GLXC-13826, HMS1921P08, HMS2092F14, HMS2268J11, HMS3884B15, Pharmakon1600-01502255, HY-N0149, MSK40324, Saligenin beta-delta-glucopyranoside, Saligenin-beta-delta-glucopyranoside, D-(-)-Salicin, analytical standard, CCG-40332, NSC758201, s2351, SBB012498, ZINC03847505, AKOS004907439, AC-8042, CS-8027, D-(-)-Salicin, >=99% (GC), EBC-378119, MS01266, NSC-758201, IDI1_000030, NCGC00142605-02, NCGC00142605-04, ST069327, SY038043, SALICYL ALCOHOL GLUCOSIDE [WHO-DD], SBI-0051746.P002, 2(hydroxymethyl)phenyl-beta-D-glucopyranoside, NS00015239, S0003, SW219123-1, T0443, |A-D-Glucopyranoside, 2-(hydroxymethyl)phenyl, C01451, S-1498, 2-(Hydroxymethyl)-phenyl-beta-D-glucopyranoside, 2-(hydroxymethyl)phenyl-O-beta-D-glucopyranoside, AB00052296_07, F212842, Q419173, SR-05000001594-1, SR-05000001594-2, BRD-K64614248-001-02-4, BRD-K64614248-001-06-5, BRD-K64614248-001-11-5, BRD-K64614248-001-12-3, EAD32BE1-198E-432C-9F44-DC0DC9A3305B, Salicin, European Pharmacopoeia (EP) Reference Standard, D-Salicin, United States Pharmacopeia (USP) Reference Standard, 2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside, Salicoside, Salicyl alcohol glucoside, Saligenin beta-D-glucoside
Theoretical properties:
molecular_formula: C13H18O7
molecular_weight: 286.28 g/mol
exact_mass: 286.10525291 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 4
heavy_atom_count: 20
topological_polar_surface_area: 120 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 207 °C
solubility: 40 mg/mL at 25 °C
Descriptions:
pubchem: Salicin is an aryl beta-D-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a beta-D-glucosyl residue. It has a role as a metabolite, a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor and a prodrug. It is a member of benzyl alcohols, an aryl beta-D-glucoside and an aromatic primary alcohol. It is functionally related to a salicyl alcohol.
chebi: An aryl β-<small>D</small>-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a β-<small>D</small>-glucosyl residue.
chembl: SALICIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Salicin is an alcoholic β-glucoside. Salicin is produced in (and named after) willow (Salix) bark.  It is a biosynthetic precursor to salicylaldehyde.
Salicin hydrolyses into β-d-glucose and salicyl alcohol (saligenin). Salicyl alcohol can be oxidized into salicylaldehyde and salicylate, both biologically and industrially.