Salicin (C13H18O7): structure, properties and hazards

Names and identifiers

IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
Synonyms: willow bark, salicoside, Salicoside
+ 37 more
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, 4649620TBZ, DTXSID10883326, NSC-5751, 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, D-Salicin, Saligenin-beta-D-glucopyranoside, alpha-Hydroxy-o-tolyl beta-D-glucopyranoside, MFCD00006590, Benzyl alcohol, o-hydroxy-, o-glucoside, AI3-19099, Spectrum4_001058, SDCCGMLS-0066698.P001, SPECTRUM1502255, B-D-Glucopyranoside, 2-(hydroxymethyl)phenyl, D-()-Salicin, AKOS004907439, AC-8042, NCGC00142605-01, NSC 5751, D-Salicin, United States Pharmacopeia (USP) Reference Standard, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-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
Molecular formula: C₁₃H₁₈O₇
Empirical formula: C₁₃H₁₈O₇
Molecular weight: 286.28 g/mol
Exact mass: 286.10525
CAS number: 138-52-3
PubChem CID: 439503
Canonical SMILES: C1=CC=C(C(=C1)CO)OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES: C1=CC=C(C(=C1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
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
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 20
Rings: 2
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.54
H-bond donors: 5
H-bond acceptors: 7
Rotatable bonds: 4
TPSA (Å²): 119.6 computed here · PubChem 120
Formal charge: 0
XLogP3: -1.2 PubChem
Complexity: 300 PubChem
Stereocenters: 5 definedCIP: C3: R · C5: S · C15: R · C17: S · C19: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C54.54%
H6.34%
O39.12%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -1.64 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.54 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.41 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 286.28
log P ≤ 5 (Crippen): -1.64
H-bond donors ≤ 5: 5
H-bond acceptors ≤ 10: 7

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 83 company reports to ECHA. Source [1].

Harmful or irritant

H317May cause an allergic skin reaction (68.7% of reports)

Precautionary statements: P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, P501

View all classifications (2)

[1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 31.3% (26 of 83) of reports.
[1] European Chemicals Agency (ECHA) · 83 reports · WarningH317

Safety data sheets on the supplier’s page: Oakwood Products, ChemFaces, TimTec.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.