ChemicalBook > CAS DataBase List > ASARININ

ASARININ

Product Name: ASARININ
CAS No.: 133-04-0
Chemical Name: ASARININ
Synonyms: ASARININ;L-Asarinin;EPI-SESAMIN;(-)-ASARININ;(-)-SESAMINE;(-)-Episesamin;Eleutheroside B4;TIANFU CHEM-- ASARININ;ASARININ(RG)(SEE SESAMIN);(-)-Asarinin, 10 mM in DMSO
CBNumber: CB4703390
Molecular Formula: C20H18O6
Formula Weight: 354.35
MOL File: 133-04-0.mol

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ASARININ Property

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 27456
Product name: Asarinin
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 27456
Product name: Asarinin
Packaging: 25mg
Price: $456
Updated: 2024/03/01

Cayman Chemical

Product number: 27456
Product name: Asarinin
Packaging: 5mg
Price: $122
Updated: 2024/03/01

Cayman Chemical

Product number: 27456
Product name: Asarinin
Packaging: 10mg
Price: $214
Updated: 2024/03/01

Usbiological

Product number: 361818
Product name: L-Asarinin
Packaging: 20mg
Price: $390
Updated: 2021/12/16

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ASARININ Chemical Properties,Usage,Production

Description

Asarinin is a lignan that has been found in A. sieboldii. It is an epimer of sesamin and a noncompetitive inhibitor of Δ⁵-desaturase (K_i = 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.

Chemical Properties

White needle-like crystals, soluble in boiling methanol, ethanol, chloroform, acetone, benzene, practically insoluble in water, from A. sarum .sieboldii pepper pepper Zanthoxylum piperitum, hairy puffball Paulownia tomentosa, two-faced needle.

Uses

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

in vivo

(-)-Asarinin (5-20 mg/kg; gavage; once daily; 16 weeks) improves the morphology of gastric mucosal glands, alleviate intestinal metaplasia, inhibit the STAT3 pathway, promote ROS accumulation, and induce apoptosis of gastric mucosal cells in the N-Nitroso-N-methylurea (MNU) (HY-34758)-induced mouse model of gastric precancerous lesions^[1].
(-)-Asarinin (5.0 mg/kg; oral administration; before intranasal OVA challenge) significantly inhibits the allergic reaction, reduces paw swelling and Evans blue exudation in mice, and decreases the degree of mast cell degranulation in the skin in the OVA-induced passive cutaneous anaphylaxis mouse model^[3].
(-)-Asarinin (2.50 mg/kg; oral administration) reduces the concentrations of histamine, TNF-α, MCP-1, IL-4, and IL-5 in the serum of mice in the OVA - induced systemic anaphylaxis mouse model<^[3].
(-)-Asarinin (5.0 mg/kg; oral administration; once daily; from day 21-28) significantly inhibits the scratching and sneezing responses of mice, reduces the concentrations of histamine, total IgE, and IL-4 in the serum of mice, and alleviates the inflammatory infiltration and thickening of the nasal mucosa in the OVA-induced allergic rhinitis mouse model^[3].
(-)-Asarinin (2.5 mg/kg, 5.0 mg/kg, 10 mg/kg; oral administration) inhibits paw swelling and Evans blue exudation in mice and reduces the concentrations of histamine, TNF-α, MCP-1, and IL-8 in the serum in the C48/80-induced allergic reaction mouse model^[3].
C57BL/6 mice (male, 18-22 g), OVA-induced passive cutaneous anaphylaxis model³ 5.0 mg/kg Oral administration Significantly suppressed passive cutaneous anaphylaxis (PCA) in mice, reduced the degree of swelling and Evens blue exudation of mice paw, and decreased the degree of degranulation of MCs in skin. C57BL/6 mice (male, 18-22 g), OVA-induced passive cutaneous anaphylaxis model³ 2.50 mg/kg Oral administration Significantly reduced the concentration of histamine, TNF-α, MCP-1, IL-4 and IL-5 in mice serum. C57BL/6 mice (male, 18-22 g), OVA-induced passive cutaneous anaphylaxis model³ 5.0 mg/kg Oral administration, once daily, from day 21 - 28 Significantly inhibited the scratching and sneezing response of mice, reduced the concentration of histamine, total IgE, and IL - 4 in mice serum, and attenuated the inflammatory infiltrates and nasal mucosa incrassation in the AR mice. C57BL/6 mice (male, 18-22 g), C48/80-induced allergic reaction model³ 2.5 mg/kg, 5.0 mg/kg, 10 mg/kg Oral administration Reduced C48/80-induced paw swelling and Evens blue exudation, and decreased the concentration of histamine, TNF-α, MCP-1 and IL-8 in mice serum.

Animal Model:	Animal Model: SPF-grade BALB/c mice (male and female, 18-20 g, 4-week-old), established by administration of carcinogenic agent MNU^[1]
Dosage:	20 mg/kg, 5 mg/kg
Administration:	Gavage, once daily, 16 weeks
Result:	Reversed the deterioration of the gastric mucosal glands' morphology, reduced the severity of intestinal metaplasia, promoted ROS accumulation, inhibited the STAT3 pathway, and induced apoptosis in the gastric mucosa of GPL mice.

Animal Model:	C57BL/6 mice (male, 18-22 g), OVA-induced passive cutaneous anaphylaxis model^[3]
Dosage:	5.0 mg/kg
Administration:	Oral administration
Result:	Significantly suppressed passive cutaneous anaphylaxis (PCA) in mice, reduced the degree of swelling and Evens blue exudation of mice paw, and decreased the degree of degranulation of MCs in skin.

Animal Model:	C57BL/6 mice (male, 18-22 g), OVA-induced passive cutaneous anaphylaxis model^[3]
Dosage:	5 mg/kg
Administration:	Oral administration, once daily, from day 21-28
Result:	Significantly inhibited the scratching and sneezing response of mice, reduced the concentration of histamine, total IgE, and IL - 4 in mice serum, and attenuated the inflammatory infiltrates and nasal mucosa incrassation in the AR mice.

Animal Model:	C57BL/6 mice (male, 18-22 g), OVA-induced passive cutaneous anaphylaxis model³
Dosage:	2.50 mg/kg
Administration:	Oral administration
Result:	Significantly reduced the concentration of histamine, TNF-α, MCP-1, IL-4 and IL-5 in mice serum.

Animal Model:	C57BL/6 mice (male, 18-22 g), C48/80-induced allergic reaction model³
Dosage:	2.5 mg/kg, 5.0 mg/kg, 10 mg/kg
Administration:	Oral administration
Result:	Reduced C48/80-induced paw swelling and Evens blue exudation, and decreased the concentration of histamine, TNF-α, MCP-1 and IL-8 in mice serum.

target

IL Receptor | IFN-γ | CXCR | TLR

References

[1] MIRAN JEONG. (-)-Asarinin from the Roots of Asarum sieboldii Induces Apoptotic Cell Death via Caspase Activation in Human Ovarian Cancer Cells.[J]. Molecules, 2018, 23 8. DOI: 10.3390/molecules23081849
[2] SAKAYU SHIMIZU. Inhibition of Δ5-desaturase in polyunsaturated fatty acid biosynthesis by (?)-asarinin and (?)-epiasarinin[J]. Phytochemistry, 1992, 31 3: Pages 757-760. DOI: 10.1016/0031-9422(92)80008-3

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View Lastest Price from ASARININ manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Asarinin 133-04-0
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2019-12-27

Career Henan Chemical Co

Product: ASARININ 133-04-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 25kg
Release date: 2019-07-12

133-04-0, ASARININRelated Search:

(-)-ASARININ 97,(-)-ASARININ 97%,ASARININ(P) Asatone Epmedin B Ganoderenic acid D MOLLUGIN Paederosidic acid Jujuboside B Astragaloside II Sesamin ENTERODIOL ASARININ (R)-(+)-2-METHYL-1-PHENYL-1-PROPANOL Masoprocol 4-(4-METHOXYPHENYL)-1-BUTANOL Vanillyl butyl ether (1R)-1-(3-METHOXYPHENYL)ETHANOL 3-BENZO[1,3]DIOXOL-5-YL-PROPAN-1-OL 2,3-dibenzylbutane-1,4-diol

(-)-SESAMINE

(-)-ASARININ

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

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

ASARININ(RG)(SEE SESAMIN)

Asarinin, 98%, from Aristolochia debilis Sieb. & Zucc.

Eleutheroside B4

1,3-Benzodioxole, 5,5'-[(1R,3aS,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-

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

(-)-Episesamin

TIANFU CHEM-- ASARININ

(1R,3aS,4S,6aS)-1,4-Bis(benzo[d][1,3]dioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan

(-)-Asarinin, 10 mM in DMSO

133-04-0

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