Compound: Arctiin
SMILES: O=C1OC[C@@H]([C@H]1Cc2cc(OC)c(O[C@@H]3O[C@@H]([C@@H](O)[C@@H]([C@H]3O)O)CO)cc2)Cc4cc(OC)c(OC)cc4
InChIKey: XOJVHLIYNSOZOO-SWOBOCGESA-N
Synonyms: Arctiin, 20362-31-6, Arctigenin-4-glucoside, TM5RQ949K7, DTXSID20942519, NSC-315527, 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)-3-((4-(beta-D-glucopyranosyloxy)-3-methoxyphenyl)methyl)dihydro-, (3R-trans)-, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-{[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl}oxolan-2-one, NSC315527, (3R,4R)-4-((3,4-dimethoxyphenyl)methyl)-3-((3-methoxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)methyl)oxolan-2-one, RefChem:28095, DTXCID101511516, (-)-Arctiin, MFCD00870630, NSC 315527, 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-(beta-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-, (3R,4R)-, CHEBI:80793, (3R,4R)-4-(3,4-Dimethoxybenzyl)-3-(3-methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)dihydrofuran-2(3H)-one, Arctii, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]methyl]tetrahydrofuran-2-one, UNII-TM5RQ949K7, CCRIS 8412, XOJVHLIYNSOZOO-SWOBOCGESA-N, Arctii;NSC 315527;Arctigenin-4-glucoside, SCHEMBL381867, Arctiin(NSC 315527)?, CHEMBL388452, MEGxp0_000527, orb1305048, orb3140424, SCHEMBL29350536, SCHEMBL30565113, ACon1_001261, BDBM50524082, s4738, AKOS015895721, Arctiin, >=95% (LC/MS-ELSD), CCG-269936, EBC-465090, MA08140, NCGC00169522-01, NCGC00169522-02, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl]oxolan-2-one, 4-[(3,4-Dimethoxyphenyl)methyl]-3-[[4-(b-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-(3R,4R)-2(3H)-furanone, AS-18734, DA-50675, SY110726, C16915, Q4787606, BRD-K02568760-001-01-7, (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]-3-[[4-(|_-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-2(3H)-furanone, 2(3H)-FURANONE, 4-((3,4-DIMETHOXYPHENYL)METHYL)-3-((4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXYPHENYL)METHYL)DIHYDRO-, (3R,4R)-, 2(3H)-FURANONE, 4-((3,4-DIMETHOXYPHENYL)METHYL)-3-((4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXYPHENYL)METHYL)DIHYDRO-, (3R-TRANS)-, 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-(|A-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-, (3R,4R)-, 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-(b-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-, (3R,4R)-, 4-({(3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]-2-oxooxolan-3-yl}methyl)-2-methoxyphenyl beta-D-glucopyranoside
Theoretical properties:
molecular_formula: C27H34O11
molecular_weight: 534.6 g/mol
exact_mass: 534.21011190 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 10
heavy_atom_count: 38
topological_polar_surface_area: 153 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Arctiin is a glycoside and a lignan.
chembl: ARCTIIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Arctiin is a lignan found in many plants of the family Asteraceae, particularly the greater burdock (Arctium lappa) and Centaurea imperialis, and in Trachelospermum asiaticum, Saussurea heteromalla, and  Forsythia viridissima. It is the glucoside of arctigenin.
Arctiin and arctigenin have shown anticancer effects in animal research. They have been found to act as agonists of the adiponectin receptor 1.