| Identification | More | [Name]
(-)-Arctigenin | [CAS]
7770-78-7 | [Synonyms]
2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-,(3R,4R)
(3R,4R)-4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-2(3H)-FURANONE
(-)-ARCTIGENIN
ARCTIGENIN
ARCTIGENIN(P)
(-)-Arctigenin
2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]
ARCTIGENIN: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,4R)-
(3R)-3α-(3-Methoxy-4-hydroxybenzyl)-4β-(3,4-dimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one
(3R,4R)-3-(3-Methoxy-4-hydroxybenzyl)-4-(3,4-dimethoxybenzyl)tetrahydrofuran-2-one
(3R,4R)-3-(4-Hydroxy-3-methoxybenzyl)-4-(3,4-dimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one
(3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]tetrahydrofuran-2-one | [Molecular Formula]
C21H24O6 | [MDL Number]
MFCD00870597 | [Molecular Weight]
372.41 | [MOL File]
7770-78-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
98.0 to 102.0 °C | [Boiling point ]
567.0±45.0 °C(Predicted) | [density ]
1.227±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMSO: 34 mg/mL with heating and sonicating, soluble
| [form ]
solid
| [pka]
10.03±0.20(Predicted) | [color ]
White to Light yellow | [λmax]
280nm(EtOH)(lit.) | [InChI]
InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1 | [InChIKey]
NQWVSMVXKMHKTF-JKSUJKDBSA-N | [SMILES]
O1C[C@H](CC2=CC=C(OC)C(OC)=C2)[C@@H](CC2=CC=C(O)C(OC)=C2)C1=O | [LogP]
2.470 (est) | [CAS DataBase Reference]
7770-78-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
LY9247000 | [HS Code ]
2932.20.4500 |
| Hazard Information | Back Directory | [Uses]
Arctigenin is a plant ligan associated with anticancer and antioxidant properties. | [Definition]
ChEBI: (-)-Arctigenin is a lignan. | [Biological Activity]
Antioxidant, anti-inflammatory, antiproliferative and antiviral agent. Inhibits LPS-induced iNOS expression via inhibition of I κ B α phosphorylation and p65 nuclear translocation (IC 50 = 10 nM). Inhibits HIV-1 replication in vitro . Also potently inhibits MKK1 (IC 50 = 0.5 nM) and provides neuroprotection by binding to kainate receptors. | [storage]
-20°C (desiccate) |
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