(-)-Asarinin

Inquiry

For Research Use Only.

Category

Lignans

Cat.No.

NP3981

CAS

133-04-0

Product Name

(-)-Asarinin

Structure

Product Details

Description

(-)-Asarinin can be isolated from the herbs of Asarum sieboldii Miq. It possesses the anti- acute cardiac allograft rejection and immunosuppressive activities.

Synonyms

(-)-SESAMINE; ASARININ; EPI-SESAMIN; (-)-5,5'-[(1R,3aα,4S,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[1,3-benzodioxole]; 5,5'-[(1R,3aα,4S,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(1,3-benzodioxole); L-Asarinin

IUPAC Name

5-[(3R,3aS,4S,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole

Molecular Weight

354.35

Molecular Formula

C20H18O6

Canonical SMILES

O1C2=CC=C(C=C2OC1)C3OCC4C(OCC34)C5=CC=C6OCOC6=C5

InChI

InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m1/s1

InChIKey

PEYUIKBAABKQKQ-FQZPYLGXSA-N

Boiling Point

504.4±50.0 °C at 760 mmHg

Melting Point

121°

Purity

>98%

Density

1.385±0.06 g/cm3

Solubility

Chloroform (Slightly), DMSO (Slightly, Sonicated)

Appearance

Cryst.

Application

Immunosuppressive

Storage

-20°C Freezer

Alpha

D20 -118.6°; D23 -122° (chloroform)

Color

White to Off-White

Form

Solid

Uses

l-Asarinin in combination with pellitorine is a potential larvicides for the control of insecticide-resistant mosquito populations. Possesses antimicrobial activity.

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