Dihydroberberine

Names

[ CAS No. ]:
483-15-8

[ Name ]:
Dihydroberberine

[Synonym ]:
9,10-Dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
Dihydroberbine
6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8-dihydro-9,10-dimethoxy-
9,10-Dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
Dihydroberberine

Biological Activity

[Description]:

Dihydroberberine inhibits human ether-a-go-go-related gene (hERG) channels and remarkably reduces heat shock protein 90 (Hsp90) expression and its interaction with hERG. Dihydroberberine has anti-inflammatory, anti-atherosclerotic, hypolipidemic and antitumor activities[1].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> HSP

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Cell Cycle/DNA Damage >> HSP

Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel

[Target]

HSP90

[References]

[1]. Yu D, et al. Inhibitory effects and mechanism of dihydroberberine on hERG channels expressed in HEK293 cells. PLoS One. 2017 Aug 1;12(8):e0181823.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
557.8±50.0 °C at 760 mmHg

[ Melting Point ]:
223-224ºC (dec.)

[ Molecular Formula ]:
C₂₀H₁₉NO₄

[ Molecular Weight ]:
337.369

[ Flash Point ]:
170.7±27.3 °C

[ Exact Mass ]:
337.131409

[ PSA ]:
40.16000

[ LogP ]:
5.09

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.679

[ Storage condition ]:
2-8C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DR9808500

CHEMICAL NAME :: Berbine, 13,13a-didehydro-9,10-dimethoxy-2,3-(methylenedioxy)-

CAS REGISTRY NUMBER :: 483-15-8

BEILSTEIN REFERENCE NO. :: 0344128

LAST UPDATED :: 199709

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H19-N-O4

MOLECULAR WEIGHT :: 337.40

WISWESSER LINE NOTATION :: T G6 E6 B665 EN SO UO FH TH&&T&&J HO1 IO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 190 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 15,486,1981

Safety Information

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%