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Fangchinoline

Fangchinoline structure

Fangchinoline 

structure
  • CAS No:

    436-77-1

  • Formula:

    C37H40N2O6

  • Chemical Name:

    Fangchinoline

  • Synonyms:

    16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2′,3′:17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinolin-22-ol,3,4,4a,5,16a,17,18,19-octahydro-12,21,26-trimethoxy-4,17-dimethyl-,(4aS,16aS)-;Fangchinoline;Berbaman-7-ol,6,6′,12-trimethoxy-2,2′-dimethyl-,(1β)-;(4aS,16aS)-3,4,4a,5,16a,17,18,19-Octahydro-12,21,26-trimethoxy-4,17-dimethyl-16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido[2′,3′:17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinolin-22-ol;(+)-Limacine;(+)-Fangchinoline;7-O-Demethyltetrandrine;16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2′,3′:17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinolin-22-ol,3,4,4a,5,16a,17,18,19-octahydro-12,21,26-trimethoxy-4,17-dimethyl-,[4aS-(4aR*,16aR*)]-;NSC 77036;Hanfangchin B;27800-75-5

  • Categories:

    Biochemical Engineering  >  Chinese Herbs

Description

Fangchinoline is isolated from Stephania tetrandra with extensive biological activities, such as enhancing immunity, anti-inflammatory sterilization and anti-atherosclerosis. Fangchinoline, a novel HIV-1 inhibitor, inhibits HIV-1 replication by impairing gp160 proteolytic processing[1]. Fangchinoline targets Focal adhesion kinase (FAK) and suppresses FAK-mediated signaling pathway in tumor cells which highly expressed FAK[2]. Fangchinoline induces apoptosis and adaptive autophagy in blad


Fangchinoline is a bisbenzylisoquinoline alkaloid that is (1beta)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from Stephania tetrandra, it has been found to possess neuroprotective and anti-tumour activity. It has a role as an antineoplastic agent, an anti-inflammatory agent, an antioxidant, an anti-HIV-1 agent, a neuroprotective agent and a plant metabolite. It is a macrocycle, a bisbenzylisoquinoline alkaloid and an aromatic ether.

Fangchinoline Basic Attributes

608.72

608.72

953592C3ZB

77036

Characteristics

72.9

3.78

1.2±0.1 g/cm3

237-238 °C

709.7±60.0 °C at 760 mmHg

383.0±32.9 °C

1.602

Drug Information

(1beta)-isomer of fangchinoline

Computed Properties

Molecular Weight:608.7
XLogP3:6.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:3
Exact Mass:608.28863700
Monoisotopic Mass:608.28863700
Topological Polar Surface Area:72.9
Heavy Atom Count:45
Complexity:963
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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