Visnagin

Modify Date: 2025-08-25 12:40:12

Visnagin Structure
Visnagin structure
 Common Name Visnagin
CAS Number 82-57-5 Molecular Weight 230.216
Density 1.3±0.1 g/cm3 Boiling Point 378.2±42.0 °C at 760 mmHg
Molecular Formula C13H10O4 Melting Point 139-142 °C
MSDS N/A Flash Point 182.5±27.9 °C

 Use of Visnagin


Visnagin, an antioxidant furanocoumarin derivative, possess anti-inflammatory and analgesic properties. Visnagin has substantial potential to prevent Cerulein induced acute pancreatitis (AP). Visnagin possess promising vasodilator effects in vascular smooth muscles[1][2].

 Names

Name 4-methoxy-7-methylfuro[3,2-g]chromen-5-one
Synonym More Synonyms

 Visnagin Biological Activity

Description Visnagin, an antioxidant furanocoumarin derivative, possess anti-inflammatory and analgesic properties. Visnagin has substantial potential to prevent Cerulein induced acute pancreatitis (AP). Visnagin possess promising vasodilator effects in vascular smooth muscles[1][2].
Related Catalog
In Vitro Visnagin (10 µM; for 4, 8, 16, 24 h) induces CYP1A1 transcription in HepG2 cells[1]. Visnagin (10 µM; for 16 h) elevates CYP1B1 gene expression in an aryl hydrocarbon receptor (AHR)-dependent manner, whereas MNF (3’-methoxy-4’-nitroflavone; 20 µM; pre-treated for 1 h) successfully counteracted this induction. Visnagin also enhances PAI-2 transcription in an AHR-dependent manner[1].
In Vivo Visnagin (10, 30, 60 mg/kg; ip; for 7 days) is effective in reducing plasma amylase and lipase levels and reduces Cerulein (50 μg/kg, six, hourly i.p. injections) induced oxidative stress in male Swiss albino mice (age: 6-8 weeks, weighing 20-25 g)[1]. Visnagin dose dependently decreases the expression of IL-1β, IL-6, TNF-α and IL-17. It attenuates the levels of nuclear p65-NFκB. Visnagin improves the antioxidant defence by improving Nrf2 expression and halts pancreatic inflammation by suppressing NFκB and nitrotyrosine expression in the acinar cells[1].
References

[1]. Radim Vrzal, et al. Khellin and visnagin differentially modulate AHR signaling and downstream CYP1A activity in human liver cells. PLoS One. 2013 Sep 19;8(9):e74917.

[2]. Lakshmi Priya Pasari, et al. Visnagin attenuates acute pancreatitis via Nrf2/NFκB pathway and abrogates associated multiple organ dysfunction. Biomed Pharmacother. 2019 Apr;112:108629.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 378.2±42.0 °C at 760 mmHg
Melting Point 139-142 °C
Molecular Formula C13H10O4
Molecular Weight 230.216
Flash Point 182.5±27.9 °C
Exact Mass 230.057907
PSA 52.58000
LogP 2.26
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.613
InChIKey NZVQLVGOZRELTG-UHFFFAOYSA-N
SMILES COc1c2ccoc2cc2oc(C)cc(=O)c12

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LV1420000
CHEMICAL NAME :
5H-Furo(3,2-g)(1)benzopyran-5-one, 4-methoxy-7-methyl-
CAS REGISTRY NUMBER :
82-57-5
BEILSTEIN REFERENCE NO. :
0234955
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H10-O4
MOLECULAR WEIGHT :
230.23

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
832 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JDGRAX Journal of Drug Research. (National Organization for Drug Research and Control, POB 29, Cairo, Egypt) V.2- 1969- Volume(issue)/page/year: 7(2),1,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
123 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JDGRAX Journal of Drug Research. (National Organization for Drug Research and Control, POB 29, Cairo, Egypt) V.2- 1969- Volume(issue)/page/year: 7(2),1,1975

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases R22
Safety Phrases S3
RTECS LV1420000

 Synthetic Route

 VisnaginBioassay

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Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: Human A3 receptor (Adenosine receptors)
Source: IUPHAR-DB
Target: A3 receptor (Adenosine receptors) [Homo sapiens]
External Id: 21_Human
Name: Fluorescence polarization to screen for inhibitor that competite the binding of FadD2...
Source: Broad Institute
Target: FATTY-ACID-CoA LIGASE FADD28 (FATTY-ACID-CoA SYNTHETASE)
External Id: 2147-01_Inhibitor_SinglePoint_HTS_Activity
Name: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfect...
Source: Broad Institute
Target: N/A
External Id: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfected HEK293 cells Inhibition - 7011-01_Antagonist_SinglePoint_HTS_Activity
Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
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 Synonyms

Visnagidin
Visnagin
5-methoxy-2-methylfuranobenzopyran-4-one
EINECS 201-430-3
Visnacorin
Desmethoxykhellin
MFCD00005008
Visnagine
5-Methoxy-2-methylfuranochromone
4-Methoxy-7-methyl-5H-furo[3,2-g][1]benzopyran-5-one
4-Methoxy-7-methyl-5H-furo[3,2-g]chromen-5-one
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