Compound: apiin
SMILES: O=c1c2c(oc(c1)-c3ccc(O)cc3)cc(O[C@@H]4O[C@@H]([C@@H](O)[C@@H]([C@H]4O[C@@H]5OC[C@]([C@H]5O)(O)CO)O)CO)cc2O
InChIKey: NTDLXWMIWOECHG-YRCFQSNFSA-N
Synonyms: apiin, 26544-34-3, Apigenin-7-apioglucoside, 6QU3EZE37U, CHEBI:15932, DTXSID90949393, 7-((2-O-beta-D-Apiofuranosyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyranone, 7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one, Apigenin 7-O-[beta-D-apiosyl-(1->2)-beta-D-glucoside], 7-((2-O-D-Apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 7-[(2-O-D-Apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxy-phenyl)-4H-1-benzopyran-4-one, apigenin 7-O-(beta-D-apiosyl-(1->2)-beta-D-glucoside), 7-((2-O-D-Apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxy-phenyl)-4H-1-benzopyran-4-one, 7-((2S,3R,4S,5S,6R)-3-((2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one, RefChem:28036, DTXCID101377586, 247-780-0, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-((2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)-beta-D-glucopyranoside;5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 3-C-(hydroxymethyl)-beta-D-glycero-tetrofuranosyl-(1->2)-beta-D-glucopyranoside, Apioside, 4H-1-Benzopyran-4-one, 7-[(2-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-, 7-(((2S,3R,4S,5S,6R)-3-(((2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one, 7-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one, 5,7,4'-trihydroxyflavone 7-O-[beta-D-apiosyl-(1->2)-beta-D-glucoside], 7-O-(beta-D-Apiofuranosyl-1,2-beta-D-glucosyl)-5,7,4'-trihydroxyflavone, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]-beta-D-glucopyranoside, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 3-C-(hydroxymethyl)-beta-D-glycero-tetrofuranosyl-(1->2)-beta-D-glucopyranoside, UNII-6QU3EZE37U, MFCD30749827, Apiin (Standard), EINECS 247-780-0, Spectrum_000204, SpecPlus_000939, Apiin (11), Spectrum2_001800, Spectrum3_001787, Spectrum4_001817, Spectrum5_000553, APIIN [MI], apigenin-7-apiosylglucoside, BSPBio_003313, KBioGR_002458, KBioSS_000684, SPECTRUM350025, MLS000575008, DivK1c_007035, SCHEMBL316910, SPBio_001759, orb1301262, orb3140474, CHEMBL1535342, HY-N0577R, KBio1_001979, KBio2_000684, KBio2_003252, KBio2_005820, KBio3_002815, apigenin-7-O-glucoside-2-apiose, BDBM153268, HMS2209P05, HY-N0577, CCG-39950, MSK158871, AKOS030632988, EBC-517168, OA08108, SDCCGMLS-0066949.P001, NCGC00178147-01, NCGC00178147-02, AS-74876, SMR000156232, CS-0009113, NS00050512, C04858, SR-01000712126, Q2858300, SR-01000712126-2, BRD-K52379519-001-02-0, apigenin 7-O-beta-D-apiofuranosyl (1->6)-beta-D-glucopyranoside, apigenin-7-O-beta-D-apiofuranosyl (1->2)-beta-D-glucopyranoside, apigenin-7-O-beta-D-apiofuranosyl(1->2)-beta-D-glucopyranoside, 4H-1-Benzopyran-4-one, 7-[(2-O-D-apio-|A-D-furanosyl-|A-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-, 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]-beta-D-glucopyranoside, 7-((2-O-.BETA.-D-APIOFURANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-5- HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRANONE, 7-((2-O-D-APIO-.BETA.-D-FURANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)- 5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, 7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one, 7-[2-O-(Apio-b-D-furanosy)l-b-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-  4-one
Theoretical properties:
molecular_formula: C26H28O14
molecular_weight: 564.5 g/mol
exact_mass: 564.14790556 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 14
rotatable_bond_count: 7
heavy_atom_count: 40
topological_polar_surface_area: 225 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Apiin is a beta-D-glucoside having a beta-D-apiosyl residue at the 2-position and a 5,4'-dihydroxyflavon-7-yl moiety at the anomeric position. It has a role as an EC 3.2.1.18 (exo-alpha-sialidase) inhibitor and a plant metabolite. It is a beta-D-glucoside, a dihydroxyflavone and a glycosyloxyflavone. It is functionally related to an apigenin. It is a conjugate acid of an apiin(1-).
chebi: A β-<small>D</small>-glucoside having a β-<small>D</small>-apiosyl residue at the 2-position and a 5,4'-dihydroxyflavon-7-yl moiety at the anomeric position.
chembl: APIIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Apiin is a natural flavonoid, a diglycoside of the flavone apigenin found in the winter-hardy plants parsley and celery, and in banana leaf. The glycoside moiety at carbon-7 of apigenin, O-β-D-apiofuranosyl(→)2-β-D-glucosyl, is carried by several other flavones in parsley plant and seed. The sugar apiose possibly play a role in winter hardiness of celery, duckweed and parsley.