ChemicalBook--->CAS DataBase List--->7770-78-7

7770-78-7

7770-78-7 Structure

7770-78-7 Structure
IdentificationMore
[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 PropertiesBack 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.)
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[Cosmetics Ingredients Functions]

ANTIOXIDANT
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[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
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Arctium lappa, Trachelospermi chinensis, Rhizoma Cynanchum, Saussurea jellyfish and Forsythia suspensa.
[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)
Spectrum DetailBack Directory
[Spectrum Detail]

(-)-Arctigenin(7770-78-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

7770-78-7(sigmaaldrich)
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