CAS 476-32-4

(+)-Chelidonine

Description:

(+)-Chelidonine is a naturally occurring alkaloid derived from the plant Chelidonium majus, commonly known as greater celandine. It belongs to the benzophenanthridine class of alkaloids and is characterized by its complex polycyclic structure, which includes a fused ring system. This compound exhibits a range of biological activities, including antimicrobial, anti-inflammatory, and potential anticancer properties, making it of interest in pharmacological research. (+)-Chelidonine is typically found in the form of a yellowish crystalline solid and is soluble in organic solvents such as ethanol and chloroform, but less soluble in water. Its stereochemistry is significant, as the (+) designation indicates its specific optical activity, which can influence its biological interactions. The compound's mechanism of action and therapeutic potential are subjects of ongoing investigation, highlighting its relevance in natural product chemistry and medicinal applications. As with many alkaloids, caution is advised regarding its use, as it may exhibit toxicity at certain concentrations.

Formula: C₂₀H₁₉NO₅

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: InChIKey=GHKISGDRQRSCII-ZOCIIQOWSA-N

SMILES: CN1[C@]2([C@@](C=3C(C1)=C4C(=CC3)OCO4)([C@@H](O)CC=5C2=CC6=C(C5)OCO6)[H])[H]

Synonyms:

• (5bR,6S,12bS)-5b,6,7,12b,13,14-Hexahydro-13-methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol
• Chelidonin
• Diphylline
• Stylophorine
• [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-
• [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-13-methyl-, [5bR-(5bα,6β,12bα)]-
• [5bR-(5bα,6β,12bα)]-5b,6,7,12b,13,14-Hexahydro-13-methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol
• Chelidonine

Chelidonine

CAS: 476-32-4

Formula: C₂₀H₁₉NO₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 353.3686

Ref: IN-DA00I8O8

Chelidonine

CAS: 476-32-4

Formula: C₂₀H₁₉NO₅

Purity: ≥ 97.0%

Color and Shape: White to light brown powder or crystals

Molecular weight: 353.37

Ref: 7W-GY8324

Chelidonine

CAS: 476-32-4

Chelidonine

Formula: C₂₀H₁₉NO₅

Purity: ≥98%

Molecular weight: 353.37

Ref: 54-BUP17576

(+)-Chelidonine

CAS: 476-32-4

(+)-Chelidonine analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₂₀H₁₉NO₅

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 353.38

Ref: 11-0603

Chelidonine (Standard)

CAS: 476-32-4

Chelidonine (Standard) is a reference standard for research and analysis in studies involving Chelidonine. 1. Chelidonine (Stylophorin) isolated from Chelidonium majus efficiently induced apoptosis in HeLa cells through possible alteration of p38-p53 and AKT/PI3 kinase signalling pathways. 2. Chelidonine is a promising model compound for overcoming MDR and for enhancing cytotoxicity of chemotherapeutics, especially against leukaemia cells, its efficacy needs to be confirmed in animal models. 3. Chelidonine may be a potential therapeutic agent against metastasis of invasive human cancer cells, exhibits antimigratory and antiinvasive effects in MDA-MB-231 cells, by suppressing COL-induced integrin signaling, through inhibiting the formation of the IPP complex and subsequent downregulation of IPP downstream signaling molecules, such as Akt and ERK1/2.

Formula: C₂₀H₁₉NO₅

Color and Shape: Solid

Molecular weight: 353.37

Ref: TM-TMSM-0735

Chelidonine

CAS: 476-32-4

Formula: C₂₀H₁₉NO₅

Purity: 95%~99%

Molecular weight: 353.374

Ref: BP-BP0342

Chelidonine

CAS: 476-32-4

Chelidonine from Chelidonium majus triggers HeLa cell apoptosis, may reverse MDR, boost chemotherapeutics against leukemia, and inhibit cancer cell metastasis.

Formula: C₂₀H₁₉NO₅

Purity: 98% - 99.61%

Color and Shape: White Solid

Molecular weight: 353.37

Ref: TM-T5S0055

Chelidonine

CAS: 476-32-4

Natural alkaloid

Formula: C₂₀H₁₉NO₅

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 353.38

Ref: 5G-89600

Stylophorin

CAS: 476-32-4

Stylophorin is a biochemical agent, which is derived from marine organisms, specifically from the symbiotic bacteria associated with certain marine invertebrates. This compound exhibits its effects through the disruption of bacterial cell walls or inhibition of vital microbial enzymatic pathways, leading to antimicrobial activity.

Formula: C₂₀H₁₉NO₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 353.37 g/mol

Ref: 3D-FS66040

Chelidonine

CAS: 476-32-4

Formula: C₂₀H₁₉NO₅

Molecular weight: 353.4

Ref: BE-RMT11548