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ChemicalBook--->CAS DataBase List--->133-04-0

133-04-0

133-04-0 Structure

133-04-0 Structure
IdentificationBack Directory
[Name]

ASARININ
[CAS]

133-04-0
[Synonyms]

ASARININ
L-Asarinin
EPI-SESAMIN
(-)-SESAMINE
(-)-ASARININ
ASARININ(RG)(SEE SESAMIN)
Asarinin, 98%, from Aristolochia debilis Sieb. & Zucc.
5,5'-[(1R,3aα,4S,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(1,3-benzodioxole)
5-[4-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-1-yl]-1,3-benzodioxole
(-)-5,5'-[(1R,3aα,4S,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[1,3-benzodioxole]
[Molecular Formula]

C20H18O6
[MDL Number]

MFCD00198067
[MOL File]

133-04-0.mol
[Molecular Weight]

354.35
Chemical PropertiesBack Directory
[Melting point ]

121°
[alpha ]

D20 -118.6°; D23 -122° (chloroform)
[Boiling point ]

504.4±50.0 °C(Predicted)
[density ]

1.385±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

Chloroform (Slightly), DMSO (Slightly, Sonicated)
[form ]

Solid
[color ]

White to Off-White
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Description]

Asarinin is a lignan that has been found in A. sieboldii. It is an epimer of sesamin (Item No. 70310) and a noncompetitive inhibitor of Δ5-desaturase (Ki = 0.28 mM). It is selective for Δ5-desaturase over Δ6- and Δ9-desaturase. Asarinin is cytotoxic to A2780 and SKOV3 ovarian cancer cells (IC50s = 38.45 and 60.87 μM, respectively) but not immortalized ovarian surface epithelial cells (IC50 = >200 μM). It induces apoptosis and activates caspase-3, -8, and -9 in A2780 and SKOV3 cells.
[Uses]

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

IL Receptor | IFN-γ | CXCR | TLR
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