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Sanguinarine

Sanguinarine structure

Sanguinarine 

structure
  • CAS No:

    2447-54-3

  • Formula:

    C20H14NO4

  • Chemical Name:

    Sanguinarine

  • Synonyms:

    [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium,13-methyl-;Sanguinarine;13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium;Pseudochelerythrine;Sanguinarin;Sanguinarium;Sangrovit;UI5;18203-15-1;857014-91-6;1265889-92-6

  • Categories:

    Natural Products  >  Alkaloids

Description

Sanguinarine, a benzophenanthridine alkaloid derived from the root of Sanguinaria Canadensis, can stimulate apoptosis via activating the production of reactive oxygen species (ROS). Sanguinarine-induced apoptosis is associated with the activation of JNK and NF-κB.


Solid


Sanguinarine is a benzophenanthridine alkaloid, an alkaloid antibiotic and a botanical anti-fungal agent.

Sanguinarine Basic Attributes

332.33

332.091736

219-503-3

AV9VK043SS

DTXSID0045204

Characteristics

40.8

3.42810

Solid

1.3463 (rough estimate)

266 °C

483.53°C (rough estimate)

1.5180 (estimate)

3.316 mg/L @ 25 °C (est)

LD50 oral in rat: 1660mg/kg

Safety Information

1544

25

13-45

Drug Information

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)|Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)

pseudo-chelerythrine

Computed Properties

Molecular Weight:332.3
XLogP3:4.4
Hydrogen Bond Acceptor Count:4
Exact Mass:332.09228293
Monoisotopic Mass:332.09228293
Topological Polar Surface Area:40.8
Heavy Atom Count:25
Formal Charge:1
Complexity:530
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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