Compound: Poncirin
SMILES: O=C1c2c(O[C@@H](C1)c3ccc(OC)cc3)cc(O[C@@H]4O[C@@H]([C@@H](O)[C@@H]([C@H]4O[C@@H]5O[C@H]([C@H](O)[C@H]([C@H]5O)O)C)O)CO)cc2O
InChIKey: NLAWPKPYBMEWIR-SKYQDXIQSA-N
Synonyms: Poncirin, 14941-08-3, Isosakuranetin-7-O-neohesperidoside, 8MUY4P95B4, Isosakuranetin 7-O-neohesperidoside, (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one, DTXSID00933642, (S)-7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-4H-benzopyran-4-one, (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chroman-4-one, (2S)-7-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-tetrahydropyran-2-yl)oxy-5-hydroxy-2-(4-methoxyphenyl)chroman-4-one, (2S)-7-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one, 4H-1-Benzopyran-4-one, 7-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-, (2S)-, RefChem:929874, DTXCID801362300, 239-020-1, (2S)-poncirin, Citrifolioside, CHEBI:66773, MFCD23380546, UNII-8MUY4P95B4, EINECS 239-020-1, Isosakuranetin-7-O-beta-D-neohesperidoside, Poncirin (Standard), PoncirinCitrifolioside, SureCN123069, Poncirin, analytical standard, SCHEMBL123069, CHEMBL451050, SCHEMBL30423309, HY-N2258R, NLAWPKPYBMEWIR-SKYQDXIQSA-N, HY-N2258, MSK40169, s9165, AKOS037514792, CCG-270181, EBC-102120, FP65442, NCGC00163611-01, (2S)-7-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one, AC-34235, CS-0019587, C09830, Q3388129, (2S)-5-Hydroxy-2-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside, (2S)-5-hydroxy-2-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside, (2s)-7-[(2s,3r,4s,5s,6r)-4,5-dihydroxy6-(hydroxymethyl)-3-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2(4-methoxyphenyl)-2,3-dihydrochromen-4-one, (S)-7-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-METHOXYPHENYL)-4H-BENZOPYRAN-4-ONE, 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-, (2S)-, 5,7-Dihydroxy-4'-methoxyflavanone, 7-(2-O-.alpha.-L-rhamnopyranosyl-.beta.-D-glucopyranoside), 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
Theoretical properties:
molecular_formula: C28H34O14
molecular_weight: 594.6 g/mol
exact_mass: 594.19485575 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 7
hydrogen_bond_acceptor_count: 14
rotatable_bond_count: 7
heavy_atom_count: 42
topological_polar_surface_area: 214 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (2S)-poncirin is a flavanone glycoside that is 4'-methoxy-5,7-dihydroxyflavanone attached to a neohesperidose (alpha-L-rhamnopyranosyl-(12)-beta-D-glucopyranose) residue via a glycosidic linkage. It has been isolated from the fruits of Poncirus trifoliata and exhibits inhibitory activity against liopolysaccharide (LPS)-induced prostaglandin E2 and interleukin-6 (IL-6) production. It has a role as a plant metabolite. It is a member of 4'-methoxyflavanones, a neohesperidoside, a monomethoxyflavanone, a disaccharide derivative and a flavanone glycoside. It is functionally related to a 4'-methoxy-5,7-dihydroxyflavanone.
chebi: A  flavanone glycoside that is  4'-methoxy-5,7-dihydroxyflavanone attached to a neohesperidose (α-<small>L</small>-rhamnopyranosyl-(1→2)-β-<small>D</small>-glucopyranose) residue via a glycosidic linkage. It has been isolated from the fruits of <em>Poncirus trifoliata</em> and exhibits inhibitory activity against liopolysaccharide (LPS)-induced prostaglandin E<small><sub>2</sub></small> and interleukin-6 (IL-6) production.
chembl: PONCIRIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Poncirin is the 7-O-neohesperidoside of isosakuranetin. Poncirin can be extracted from trifoliate orange (Poncirus trifoliata).