Natural Product (NP) Details

General Information of the NP (ID: NP7376)
Name
Visnagin
Synonyms
Visnagin; 82-57-5; Desmethoxykhellin; Visnagidin; Visnagine; 4-Methoxy-7-methyl-5H-furo[3,2-g]chromen-5-one; 5-Methoxy-2-methylfuranochromone; 4-methoxy-7-methylfuro[3,2-g]chromen-5-one; UNII-P64438MLBW; 4-Methoxy-7-methyl-furo[3,2-g]chromen-5-one; CHEMBL45176; P64438MLBW; CHEBI:10002; 5H-Furo[3,2-g][1]benzopyran-5-one, 4-methoxy-7-methyl-; 5H-FURO(3,2-g)(1)BENZOPYRAN-5-ONE, 4-METHOXY-7-METHYL-; 4-Methoxy-7-methylfuro(3,2-g)chromen-5-one; Desmethoxykhellin; NSC 100593; Visnagidin; Visnagine; 4-Methoxy-7-methyl-5H-furo[3,2-g][1]benzopyran-5-one, 97%; 5-methoxy-2-methylfurano[3,2-g]chromen-4-one; SR-01000765669; EINECS 201-430-3; NSC 100593; BRN 0234955; 4-Methoxy-7-methyl-5H-furo(3,2-g)(1)-benzopyran-5-one; 5H-Furo[3,2-g][1]benzopyran-5-one,4-methoxy-7-methyl-; Spectrum_001227; SpecPlus_000453; Spectrum2_001796; Spectrum3_001340; Spectrum4_001766; Spectrum5_000351; Oprea1_854963; BSPBio_003099; GTPL433; KBioGR_002251; KBioSS_001707; SPECTRUM310041; 5-19-06-00030 (Beilstein Handbook Reference); MLS000697721; DivK1c_006549; SCHEMBL498450; SPBio_001751; MEGxp0_000332; KBio1_001493; KBio2_001707; KBio2_004275; KBio2_006843; KBio3_002319; NZVQLVGOZRELTG-UHFFFAOYSA-; DTXSID50231509; FUK-724; HMS2268P15; ZINC120179; 5H-Furo[3, 4-methoxy-7-methyl-; BBL027492; BDBM50051349; CCG-38444; LMPK13110003; NSC100593; SBB057568; STL372894; AKOS015955735; MCULE-6909437128; NSC-100593; SDCCGMLS-0066603.P001; NCGC00095626-01; NCGC00095626-02; NCGC00178297-01; SMR000112234; VS-08551; DB-056633; FT-0603293; ST50307139; W2039; C09049; L000822; 4-methoxy-7-methylpyrano[3,2-f][1]benzoxol-5-one; Q7936365; SR-01000765669-3; SR-01000765669-4; 4-Methoxy-7-methyl-5H-furo[3,2-g]chromen-5-one #; BRD-K68995359-001-02-8; BRD-K68995359-001-06-9; 4-Methoxy-7-methyl-5H-furo[3,2-g]-1-benzopyran-5-one; NCGC00095626-04!4-methoxy-7-methylfuro[3,2-g]chromen-5-one
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Species Origin Ammi visnaga ...     Click to Show/Hide
Ammi visnaga
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Apiales
Family: Apiaceae
Genus: Ammi
Species: Ammi visnaga
Disease Acute pancreatitis [ICD-11: DC31] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C13H10O4
PubChem CID
6716
Canonical SMILES
CC1=CC(=O)C2=C(O1)C=C3C(=C2OC)C=CO3
InChI
1S/C13H10O4/c1-7-5-9(14)12-11(17-7)6-10-8(3-4-16-10)13(12)15-2/h3-6H,1-2H3
InChIKey
NZVQLVGOZRELTG-UHFFFAOYSA-N
CAS Number
CAS 82-57-5
ChEBI ID
CHEBI:10002
Herb ID
HBIN048033
SymMap ID
SMIT06014
TCMSP ID
MOL004029
TTD Drug ID
D0MH4R
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Adverse Effect can be Decreased by This NP
          Doxorubicin      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression MDH2  Molecule Info 
Pathway MAP
                    In-vitro Model DU145 CVCL_0105 Prostate carcinoma Homo sapiens
LNCaP CVCL_0395 Prostate carcinoma Homo sapiens
MCF-7 CVCL_0031 Invasive breast carcinoma Homo sapiens
MDA-MB-231 CVCL_0062 Breast adenocarcinoma Homo sapiens
                    In-vivo Model Zebrafish and male C57BL/6 mice were used in this study.
                    Experimental
                    Result(s)		 Visnagin protects against doxorubicin-induced cardiomyopathy through modulation of mitochondrial malate dehydrogenase.
Target and Pathway
Target(s) Adenosine A2b receptor (ADORA2B)  Molecule Info  [3]
Adenosine A3 receptor (ADORA3)  Molecule Info  [3]
KEGG Pathway Rap1 signaling pathway Click to Show/Hide
2 Calcium signaling pathway
3 Neuroactive ligand-receptor interaction
4 Vascular smooth muscle contraction
5 Alcoholism
NetPath Pathway TGF_beta_Receptor Signaling Pathway Click to Show/Hide
2 TCR Signaling Pathway
Pathwhiz Pathway Intracellular Signalling Through Adenosine Receptor A2b and Adenosine Click to Show/Hide
Pathway Interaction Database C-MYB transcription factor network Click to Show/Hide
Reactome Adenosine P1 receptors Click to Show/Hide
2 G alpha (s) signalling events
3 Surfactant metabolism
4 G alpha (i) signalling events
WikiPathways Nucleotide GPCRs Click to Show/Hide
2 GPCRs, Class A Rhodopsin-like
3 GPCR ligand binding
4 GPCR downstream signaling
5 GPCRs, Other
References
Reference 1 Visnagin attenuates acute pancreatitis via Nrf2/NFKappaB pathway and abrogates associated multiple organ dysfunction. Biomed Pharmacother. 2019 Apr;112:108629.
Reference 2 Visnagin protects against doxorubicin-induced cardiomyopathy through modulation of mitochondrial malate dehydrogenase. Sci Transl Med. 2014 Dec 10;6(266):266ra170.
Reference 3 Synthesis and biological activities of flavonoid derivatives as A3 adenosine receptor antagonists. J Med Chem. 1996 Jun 7;39(12):2293-301.
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