Chelidonine

Catalog Number	ACM476324
CAS Number	476-32-4
Structure
Description	Chelidonine, an isoquinoline alkaloid, can be isolated from Chelidonium majus L.. Chelidonine causes G2/M arrest and induces caspase-dependent and caspase-independent apoptosis, and prevents cell cycle progression of stem cells in Dugesia japonica. Chelidonine has cytotoxic activity against melanoma cell lines. with anticancer and antiviral activity.
Synonyms	Stylophorin
Molecular Weight	353.4
Molecular Formula	C20H19NO5
Canonical SMILES	CN1[C@@]2([H])[C@@]([C@H](CC3=C2C=C4C(OCO4)=C3)O)([H])C5=C(C6=C(OCO6)C=C5)C1
InChI	InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
InChI Key	GHKISGDRQRSCII-ZOCIIQOWSA-N
Melting Point	135-140 °C
Purity	95%+
Appearance	Solid
Storage	Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
Complexity	560
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	3
Exact Mass	353.12632271
Heavy Atom Count	26
Hydrogen Bond Acceptor Count	6
Hydrogen Bond Donor Count	1
Isomeric SMILES	CN1CC2=C(C=CC3=C2OCO3)[C@@H]4[C@H]1C5=CC6=C(C=C5C[C@@H]4O)OCO6
Monoisotopic Mass	353.12632271
PhysicalState	Powder
Rotatable Bond Count	0
Topological Polar Surface Area	60.4 Ų

Custom Q&A

What is the chemical formula of chelidonine?

The chemical formula of chelidonine is C20H19NO5.

What is the molecular weight of chelidonine?

The molecular weight of chelidonine is 353.37 g/mol.

What is the melting point of chelidonine?

The melting point of chelidonine is 135-140°C.

What is the solubility of chelidonine in water?

Chelidonine is insoluble in water.

What is the pharmacological action of chelidonine?

Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity.

How is chelidonine used in clinical treatment?

Chelidonine has been used as a painkiller in clinical treatment, based on its morphine-like analgesic effect.

What are some of the effects of chelidonine on the nervous system?

Chelidonine has analgesic and sedative effects on the nervous system.

What is the primary bioactive, isoquinoline alkaloid ingredient in Chelidonium majus?

Chelidonine is the major bioactive, isoquinoline alkaloid ingredient in Chelidonium majus.

In what year was chelidonine first isolated from Chelidonium majus?

Chelidonine was first isolated from Chelidonium majus in 1824.

What are some of the diseases that chelidonine has been used to treat traditionally?

Chelidonine has been used traditionally for the treatment of jaundice, biliary colic, cholelithiasis, and various other diseases like tuberculosis, inflammation, and cancer.

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