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20362-31-6

20362-31-6 Structure

20362-31-6 Structure
IdentificationMore
[Name]

Arctiin
[CAS]

20362-31-6
[Synonyms]

2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]-3-[[4-(-D-GLUCOPYRANOSYLOXY)-3-METHOXYPHENYL]METHYL]DIHYDRO-, (3R,4R)-
ARCTIGENIN-O-BETA-D-GLUCOPYRANOSIDE
(-)-ARCTIIN
ARCTIIN
ARCTIIN:2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]-3-[[4-(-D-GLUCOPYRANOSYLOXY)-3-METHOXYPHENYL]METHYL]DIHYDRO-, (3R,4R)-,
ARCTIIN(P)
(-)-Arctin,Arctiumlappa
2 (3H)-Furanone, 4-[(3, 4-dimethoxyphenyl)methyl]-3-[[4-(.beta.-D-gluc opyranosyloxy)-3-met hoxyphenyl]methyl]dihydro-, (3R-trans)-
Arctin
Arctlin
(3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]-3-[[4-(beta-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-2(3H)-furanone
2(3H)-Furanone,4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-(β-D-glucopyranosyloxy)-3-methoxyphenyl]
methyl]dihydro-, (3R,4R)-
[Molecular Formula]

C27H34O11
[MDL Number]

MFCD00870630
[Molecular Weight]

534.55
[MOL File]

20362-31-6.mol
Chemical PropertiesBack Directory
[Melting point ]

107.0 to 111.0 °C
[Boiling point ]

756.4±60.0 °C(Predicted)
[density ]

1.363±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

White to off-white solid.
[pka]

12.83±0.70(Predicted)
[color ]

White to Off-White
[λmax]

278nm(EtOH)(lit.)
[InChIKey]

XOJVHLIYNSOZOO-SWOBOCGESA-N
[SMILES]

[C@@H]1(COC(=O)[C@@H]1CC1=CC=C(O[C@H]2[C@H](O)[C@H]([C@H](O)[C@@H](CO)O2)O)C(OC)=C1)CC1=CC=C(OC)C(OC)=C1 |&1:0,5,12,13,15,16,18,r|
[LogP]

-0.564 (est)
[CAS DataBase Reference]

20362-31-6(CAS DataBase Reference)
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29389090
Hazard InformationBack Directory
[Uses]

Arctiin is a phytochemical acting as a UV filter. It protects against UVB radiation exposure.
[Definition]

ChEBI: Arctiin is a glycoside and a lignan.
[Biological Activity]

Arctiin has shown to be a suppressor of cyclin D1 protein expression in multiple types of human tumor cellssuch as osteosarcomalungcolorectalcervicalbreastmelanomaand prostate cancer. Arctiin has also shown antiviral activity against influenza A when used alone or in combination with oseltamivir. Arctiin plays an important role in the process of inflammationby preventing the release of nitric oxideprostaglandin E2TNF-α (tumor necrosis factor - α)interleukin (IL)-1β and IL-6. A study using r at model shows th at arctiin possess anti-diabetic activity and might serve as an inhibitor of diabetic retinopathy.''Arctiin has shown to be a suppressor of cyclin D1 protein expression in multiple types of human tumor cellssuch as osteosarcomalungcolorectalcervicalbreastmelanomaand prostate cancer. Arctiin has also shown antiviral activity against influenza A when used along or in combination with oseltamivir.
[in vivo]

Arctiin (120 mg/kg for p.o.;Once daily for 3 weeks) significantly improves cBSA-induced glomerulonephritis in glomerulonephritis rat model[4].

Animal Model:Glomerulonephritis rat model[4]
Dosage:30, 60, and 120 mg/kg
Administration:Oral gavage (p.o.);Once daily for 3 weeksv
Result:Significantly decreased the levels of urine protein.
Markedly ameliorated the renal function.
Dramatically reduced IL-6 and TNF-a concentration in rat serum.
Dramatically decreased the NF-kB DNA binding activity.
Significantly reduced the MDA level and increased the SOD activity.
Spectrum DetailBack Directory
[Spectrum Detail]

Arctiin(20362-31-6)1HNMR
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