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Nitidine (chloride)

CAT: 0804-HY-N0498-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0498-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Nitidine chloride, a potential anti-malarial lead compound derived from Zanthoxylum nitidum (Roxb) DC, exerts potent anticancer activity through diverse pathways, including inducing apoptosis, inhibiting STAT3 signaling cascade, DNA topoisomerase 1 and 2A, ERK and c-Src/FAK associated signaling pathway, also has anti-inflammatory activity. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kB pathway[1][2][3][4][5].
CAS Number
13063-04-2
UNSPSC
12352005
Hazard Statement
H300, H302, H315, H318, H335
Target
Apoptosis; ERK; FAK; NF-κB; p38 MAPK; Parasite; STAT; Topoisomerase
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Cell Cycle/DNA Damage; JAK/STAT Signaling; MAPK/ERK Pathway; NF-κB; Protein Tyrosine Kinase/RTK; Stem Cell/Wnt
Applications
COVID-19-anti-virus
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/nitidine-chloride.html
Purity
99.75
Solubility
DMSO : 2 mg/mL (ultrasonic)
Smiles
C[N+]1=CC2=CC(OC)=C(OC)C=C2C(C=CC3=C4)=C1C3=CC5=C4OCO5.[Cl-]
Molecular Formula
C21H18ClNO4
Molecular Weight
383.82
Precautions
H300, H302, H315, H318, H335
References & Citations
[1]Wang Z, et al. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kappaB pathway in RAW 264.7 cells. J Ethnopharmacol. 2012 Oct 31;144 (1) :145-50.|[2]Fang Z, et al. Nitidine chloride induces apoptosis and inhibits tumor cell proliferation via suppressing ERK signaling pathway in renal cancer. Food Chem Toxicol. 2014 Apr;66:210-6.|[3]Lee-Han Kim, et al. Nitidine chloride acts as an apoptosis inducer in human oral cancer cells and a nude mouse xenograft model via inhibition of STAT3. Oncotarget. 2017 Aug 24;8 (53) :91306-91315. |[4]Yang Hong, et al. Nitidine chloride induces cardiac hypertrophy in mice by targeting autophagy-related 4B cysteine peptidase. Acta Pharmacol Sin. 2023 Mar;44 (3) :561-572.|[5]Niao Yang, et al. Nitidine chloride exerts anti-inflammatory action by targeting Topoisomerase I and enhancing IL-10 production. Pharmacol Res. 2019 Oct:148:104368.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Plasmodium

Chemical Information

Nitidine, chloride
CAS Number13063-04-2
PubChem CID25659
IUPAC Name2,3-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium chloride
Molecular FormulaC21H18ClNO4
Molecular Weight383.8
Topological Polar Surface Area40.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count27
Formal Charge0
Complexity516
SMILES
C[N+]1=CC2=CC(=C(C=C2C3=C1C4=CC5=C(C=C4C=C3)OCO5)OC)OC.[Cl-]
InChI
InChI=1S/C21H18NO4.ClH/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1
InChIKey
QLDAACVSUMUMOR-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of Nitidine, chloride
CAS: 13063-04-2
CID: 25659
Formula: C21H18ClNO4
MW: 383.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight383.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass383.0924357
Monoisotopic Mass383.0924357
Topological Polar Surface Area40.8 Ų
Heavy Atom Count27
Formal Charge0
Complexity516
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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