Berberine chloride

• CAS: 633-65-8
• Catalog Number: ACM633658
• Category: Inhibitors
• Molecular Weight: 371.8
• Molecular Formula: C20H18ClNO4
• Description: Berberine chloride is an alkaloid that acts as an antibiotic. Berberine chloride induces reactive oxygen species (ROS) generation and inhibits DNA topoisomerase. Antineoplastic properties.
• Synonyms: Berberine hydrochloride
• Canonical SMILES: COC1=C(OC)C2=C[N+]3=C(C(C(CC3)=C4)=CC5=C4OCO5)C=C2C=C1.[Cl-]
• InChI: InChI=1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1
• InChI Key: VKJGBAJNNALVAV-UHFFFAOYSA-M
• Melting Point: 204-206 °C
• Appearance: Solid
• Storage: 4°C, sealed storage, away from moisture*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture).
• Complexity: 488
• Covalently-Bonded Unit Count: 2
• Defined Atom Stereocenter Count: 0
• Exact Mass: 371.0924357
• Heavy Atom Count: 26
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 0
• Monoisotopic Mass: 371.0924357
• Physical State: Powder
• Rotatable Bond Count: 2
• Shipping: Can be shipped at room temperature, where not in use may vary.
• Source: PlantsRutaceaePhellodendron amurense Rupr.
• Topological Polar Surface Area: 40.8 Ų

Synthetic Use

Downstream Synthesis Route 1

• 633-65-8

• 2086-83-1

Reference: [1] Tetrahedron, 2000, vol. 56, # 49, p. 9713 - 9723
[2] Tetrahedron, 2000, vol. 56, # 49, p. 9713 - 9723

Downstream Synthesis Route 2

• 633-65-8

• 483-15-8

Reference: [1]Location in patent: scheme or table
Lee, Ga Eun; Lee, Ho-Sung; Lee, So Deok; Kim, Jung-Ho; Kim, Won-Ki; Kim, Yong-Chul
[Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 3, p. 954 - 958]

Downstream Synthesis Route 3

• 633-65-8

• 6847-93-4

Reference: [1]Ribaudo, Giovanni; Zanforlin, Enrico; Canton, Marcella; Bova, Sergio; Zagotto, Giuseppe
[Natural Product Research, 2017, p. 1 - 7]

Downstream Synthesis Route 4

• 633-65-8

• 29074-38-2

Reference: [1]Tajiri, Misato; Yamada, Ryo; Hotsumi, Mayumi; Makabe, Koki; Konno, Hiroyuki
[European Journal of Medicinal Chemistry, 2021, vol. 215]

* For details of the synthesis route, please refer to the original source to ensure accuracy.