Compound: Arctigenin
SMILES: O=C1OC[C@@H]([C@H]1Cc2cc(OC)c(O)cc2)Cc3cc(OC)c(OC)cc3
InChIKey: NQWVSMVXKMHKTF-JKSUJKDBSA-N
Synonyms: Arctigenin, (-)-Arctigenin, 7770-78-7, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one, U76MR9VS6M, 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)-, 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-, DTXSID60998919, (3R,4R)-4-((3,4-dimethoxyphenyl)methyl)-3-((4-hydroxy-3-methoxyphenyl)methyl)oxolan-2-one, 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-, RefChem:27994, DTXCID201425899, (+/-)-Arctigenin, Arctigenin, (+/-)-, MFCD00870597, Arctigenin, trans-((+/-)-, (3R,4R)-4-(3,4-dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one, (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone, 2FD8L150E7, 144901-91-7, 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-rel-, 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, trans-, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxy-phenyl)methyl]tetrahydrofuran-2-one, UNII-U76MR9VS6M, Arctigenen, UNII-2FD8L150E7, Arctigenin?, Arctigenin (Standard), Tocris-1777, CHEBI:79, ARCTIGENIN, (-)-, SCHEMBL381820, CHEMBL435734, MEGxp0_001799, orb1304801, orb3140425, SCHEMBL30164934, SCHEMBL30356507, ACon1_000416, GTPL13586, HY-N0035R, ARCTIGENIN, TRANS-(-)-, GLXC-05692, HMS3268E18, HMS3412H04, HMS3676H04, HY-N0035, BDBM50375656, EBC-17078, HB0119, s3897, STL565840, AKOS015897121, CCG-268327, FA41645, NCGC00025291-01, NCGC00025291-02, NCGC00025291-03, NCGC00025291-04, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3- [(4-hydroxy-3-methoxyphenyl)methyl]-2-tetrahydrofuranone, AC-33952, AS-56162, DA-50673, SY068308, (-)-Arctigenin, >=95% (LC/MS-ELSD), A3117, NS00123849, SR-01000597504, Q-100825, Q4787603, SR-01000597504-1, BRD-K53523901-001-01-0, BRD-K53523901-001-04-4, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(3-methoxy-4-oxidanyl-phenyl)methyl]oxolan-2-one, (3R-trans)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy- 3-methoxyphenyl)methyl]-4,5-dihydrofuran-2(3H)-one, 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-; 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R-trans)-; (-)-Arctigenin; (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone; Arctigenin, 4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-(3R,4R)-2(3H)-Furanone, 4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-(3R-trans)-2(3H)-Furanone, EQC
Theoretical properties:
molecular_formula: C21H24O6
molecular_weight: 372.4 g/mol
exact_mass: 372.15728848 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 7
heavy_atom_count: 27
topological_polar_surface_area: 74.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (-)-Arctigenin is a lignan.
chembl: ARCTIGENIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Arctigenin is a lignan found in certain plants of the Asteraceae, including the greater burdock (Arctium lappa) and Saussurea heteromalla. It has shown antiviral and anticancer effects in vitro. It is the aglycone of arctiin.
The use of arctigenin has been shown to be effective in a mouse model of Japanese encephalitis.
It has been found to act as an agonist of adiponectin receptor 1 (AdipoR1).