Compound: 578-74-5
SMILES: O=c1c2c(oc(c1)-c3ccc(O)cc3)cc(O[C@@H]4O[C@@H]([C@@H](O)[C@@H]([C@H]4O)O)CO)cc2O
InChIKey: KMOUJOKENFFTPU-QNDFHXLGSA-N
Synonyms: 578-74-5, Apigetrin, Cosmosioside, Cosmosiine, APIGENIN-7-GLUCOSIDE, Apigenin 7-O-beta-D-glucoside, Cosemetin, apigenin 7-O-beta-glucoside, Apigenin 7-O-glucoside, 7OF2S66PCH, 7-O-(beta-D-Glucosyl)apigenin, 7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavone, NSC-407303, 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one, CHEBI:16778, DTXSID401028774, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside, 4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one, RefChem:558402, DTXCID201514375, 4H-1-Benzopyran-4-one, 7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, 209-430-5, 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one, apigenin-7-D-glucoside, COSMOSIIN, Apigenin 7-glucoside, Cosmetin, 5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one, Apigenin 7-O-beta-D-glucopyranoside, Cosmoside, Apigenin-7-O-|A-D-glucopyranoside, MFCD00016787, Apigenin 7-beta-D-glucoside, 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one, apigenin-7-O-beta-D-glucopyranoside, UNII-7OF2S66PCH, cyranoside, Apigenin 7-O-.beta.-D-glucoside, Cosmociin, 7-O-(.beta.-D-Glucosyl)apigenin, cosmos glycoside, Apigenin 7-O-.beta.-D-glucopyranoside, Apigenin 7-O-beta-glucopyranoside, apigenin-7-O-glc, Apigenin, 7-beta-D-glucopyranoside, EINECS 209-430-5, NSC 407303, Spectrum_000176, apigenin-7-O-glycoside, A1EGT, SpecPlus_000927, APIGETRIN [MI], Spectrum2_001752, Spectrum3_001249, Spectrum4_001741, Spectrum5_000562, Apigenin 7-glucoside CRS, apigenin-7-o-beta-glucoside, apigenin-7-o-glucopyranoside, 7-O-beta-D-Glucosylapigenin, BSPBio_002758, KBioGR_002182, KBioSS_000656, SPECTRUM211950, DivK1c_007023, SCHEMBL146404, 7-O-beta-D-glucosyl-apigenin, SPBio_001884, Apigenin 7-beta-glucopyranoside, CHEMBL487017, MEGxp0_001431, orb1302362, orb3140477, SCHEMBL29352641, Apigenin 7-glucoside (Standard), HY-N0578R, KBio1_001967, KBio2_000656, KBio2_003224, KBio2_005792, KBio3_002258, 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, KMOUJOKENFFTPU-QNDFHXLGSA-N, 7-O-beta-D-Glucopyranosylapigenin, HMS1923E03, HMS6018D20, Apigetrin(Apigenin-7-O-glucoside), HY-N0578, BDBM50378582, CCG-38803, s9125, AKOS025117305, APIGENIN-7-O-BETA-D-GLUCOSIDE, APIGENIN-7-GLUCOSIDE [USP-RS], Apigenin-7-O-.beta.-D-glucopyranoside, CS-5931, EBC-454727, MA09740, NCGC00178486-01, Apigenin 7-glucoside, analytical standard, AS-75174, DA-52071, NS00079827, 4',5,7-Trihydroxyflavone 7-beta-D-glucoside, 4',5,7-TRIHYDROXYFLAVONE 7-GLUCOSIDE, C04608, Q2858304, BRD-K13642330-001-01-8, Apigenin 7-glucoside, primary pharmaceutical reference standard, APIGENIN 7-O-GLUCOSIDE (CONSTITUENT OF CHAMOMILE) [DSC], Apigenin 7-glucoside, EuropePharmacopoeia (EP) Reference Standard, Apigenin-7-O-glucoside 1000 microg/mL in Acetone:Dimethyl sulfoxide, Apigenin 7-glucoside, United States Pharmacopeia (USP) Reference Standard, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, Apigenin 7-O-glucoside
Theoretical properties:
molecular_formula: C21H20O10
molecular_weight: 432.4 g/mol
exact_mass: 432.10564683 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 10
rotatable_bond_count: 4
heavy_atom_count: 31
topological_polar_surface_area: 166 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Apigenin 7-O-beta-D-glucoside is a glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a metabolite, an antibacterial agent and a non-steroidal anti-inflammatory drug. It is a beta-D-glucoside, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to an apigenin. It is a conjugate acid of an apigenin 7-O-beta-D-glucoside(1-). It is an enantiomer of an apigenin 7-O-beta-L-glucoside.
chebi: A glycosyloxyflavone that is apigenin substituted by a β-<small>D</small>-glucopyranosyl moiety at position 7 via a glycosidic linkage.
chembl: APIGETRIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Apigetrin is a chemical compound that can be found in dandelion coffee and in Teucrium gnaphalodes.