Salicortin

Details

• Internal ID: 890ee19f-9259-4b3b-953e-1186002926bd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 1-hydroxy-6-oxocyclohex-2-ene-1-carboxylate
• SMILES (Canonical): C1CC(=O)C(C=C1)(C(=O)OCC2=CC=CC=C2OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1CC(=O)C(C=C1)(C(=O)OCC2=CC=CC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• InChI: InChI=1S/C20H24O10/c21-9-13-15(23)16(24)17(25)18(30-13)29-12-6-2-1-5-11(12)10-28-19(26)20(27)8-4-3-7-14(20)22/h1-2,4-6,8,13,15-18,21,23-25,27H,3,7,9-10H2/t13-,15-,16+,17-,18-,20?/m1/s1
• InChI Key: CZDNLUMNELLDDD-QZFWYPLZSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₁₀
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.13694696 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -0.60

Synonyms

• 29836-41-7
• YI29948E0Q
• beta-D-Glucopyranoside, 2-((((1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl
• 2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl 1-hydroxy-6-oxocyclohex-2-ene-1-carboxylate
• UNII-YI29948E0Q
• beta-D-glucopyranoside, 2-[[[(1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl]oxy]methyl]phenyl
• 2',6'-O-acetylsalicortin
• 2-((((1-Hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl beta-D-glucopyranoside
• MEGxp0_000686
• SCHEMBL6888986
• ACon0_001466
• DTXSID70952264
• NCGC00380452-01
• [2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 1-hydroxy-6-oxocyclohex-2-ene-1-carboxylate
• Q27294530
• [2-(Hexopyranosyloxy)phenyl]methyl 1-hydroxy-6-oxocyclohex-2-ene-1-carboxylate
• .BETA.-D-GLUCOPYRANOSIDE, 2-((((1-HYDROXY-6-OXO-2-CYCLOHEXEN-1-YL)CARBONYL)OXY)METHYL)PHENYL
• 11016-74-3
• NCGC00380452-01_C20H24O10_2-Cyclohexene-1-carboxylic acid, 1-hydroxy-6-oxo-, [2-(beta-D-glucopyranosyloxy)phenyl]methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.28%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.06%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.36%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.28%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.27%	95.83%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.98%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.02%	99.23%
CHEMBL220	P22303	Acetylcholinesterase	83.40%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.97%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	81.83%	95.93%
CHEMBL3891	P07384	Calpain 1	81.81%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.30%	95.50%

Plants that contains it

• Populus balsamifera
• Populus deltoides
• Populus tremula
• Populus tremuloides
• Salix caprea
• Salix cinerea
• Salix daphnoides
• Salix myrsinifolia
• Salix purpurea
• Salix sericea
• Salix viminalis

Cross-Links

• PubChem: 115158
• LOTUS: LTS0140783
• wikiData: Q27294530