Berberine

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Names

[ CAS No. ]:
2086-83-1

[ Name ]:
Berberine

[Synonym ]:
Berberine
EINECS 211-195-9
5,6-Dihydro-9,10-dimethoxybenzo[g]1,3-benzodioxolo[5,6-a]quinolizinium
9,10-Dimethoxy-5,6-dihydro[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium
9,10-dimethoxy-5,6-dihydro[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-7-ium
Berberin
1,3-Benzodioxolo[5,6-a]benzo[g]quinolizinium, 5,6-dihydro-9,10-dimethoxy-
5,6-dihydro-9,10-dimethoxy-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium
MFCD00011939
5,6-dihydro-9,10-dimethoxy-1,3-benzodioxolo[5,6-a]benzo[g]quinolizinium
7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)berbinium
Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-

Chemical & Physical Properties

[ Melting Point ]:
204-206ºC (dec.)

[ Molecular Formula ]:
C20H18NO4+

[ Molecular Weight ]:
336.361

[ Exact Mass ]:
336.123047

[ PSA ]:
40.80000

[ LogP ]:
-0.99

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DR9870000
CHEMICAL NAME :
Berbinium, 7,8,13,13a-tetrahydro-9,10-dimethoxy-2,3-(methylenedi oxy)-
CAS REGISTRY NUMBER :
2086-83-1
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C20-H18-N-O4
MOLECULAR WEIGHT :
336.39
WISWESSER LINE NOTATION :
T F5 D6 C666 GO IO ON HH&&T&&J RO1 SO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
329 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
18 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
DNA adduct
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
10 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 89,95,1981

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
UN 1544

[ WGK Germany ]:
2

[ RTECS ]:
DR9866400

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy-
  • Berberine hydrochloride
  • (+/-)-8-cyano-13,14-dehydrocanadine
  • spirobenzylisoquinoline
  • Allocryptopine

DownStream

  • Dihydroberberine
  • Coptisine
  • 1,3-Dioxolo[4,5-g]isoquinolin-5(6H)-one,7,8-dihydro-
  • Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-13-hydroxy-8,9,10-trimethoxy-, inner salt (9CI)
  • berberinephenolbetaine
  • 8-Oxyberberine
  • 3-[3,4-dihydro-1-oxo-6,7-(methylenedioxy)-2H-isoquinolin-2-yl]-4,5-dimethoxy-1(3H)-isobenzofuranone
  • 13-Hydroxy-8-oxoberberin

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%

Related Compounds

  • BERBERINE
  • BERBERINE HCL
  • BERBERINE HCL
  • Hydroberberine
  • Berberine iodide
  • 8-Keto-berberine
  • N-(13-oxo-6,7,7a,8,9,10,11,13-octahydrobenzo[b]pyrido[1,2-e][1,5]oxazocin-2-yl)-5-phenylisoxazole-3-carboxamide
  • N-{2-oxo-9-oxa-1-azatricyclo[10.4.0.0^{3,8}]hexadeca-3,5,7-trien-5-yl}-2-(trifluoromethyl)benzamide
  • (2E)-3-(2H-1,3-benzodioxol-5-yl)-N-{2-oxo-9-oxa-1-azatricyclo[10.4.0.0^{3,8}]hexadeca-3,5,7-trien-5-yl}prop-2-enamide
  • N-(13-oxo-6,7,7a,8,9,10,11,13-octahydrobenzo[b]pyrido[1,2-e][1,5]oxazocin-2-yl)-1-(thiophen-2-yl)cyclopentanecarboxamide
  • 2-(4-chlorophenoxy)-2-methyl-N-{2-oxo-9-oxa-1-azatricyclo[10.4.0.0^{3,8}]hexadeca-3,5,7-trien-5-yl}propanamide
  • 1-(4-methylphenyl)-5-oxo-N-{2-oxo-9-oxa-1-azatricyclo[10.4.0.0^{3,8}]hexadeca-3,5,7-trien-5-yl}pyrrolidine-3-carboxamide
  • N-(13-oxo-6,7,7a,8,9,10,11,13-octahydrobenzo[b]pyrido[1,2-e][1,5]oxazocin-2-yl)ethanesulfonamide
  • N-{2-oxo-9-oxa-1-azatricyclo[10.4.0.0^{3,8}]hexadeca-3,5,7-trien-5-yl}pyridine-3-sulfonamide
  • 3,5-dimethyl-N-(13-oxo-6,7,7a,8,9,10,11,13-octahydrobenzo[b]pyrido[1,2-e][1,5]oxazocin-2-yl)isoxazole-4-sulfonamide
  • (E)-N-(6-oxo-2,3,4,12,13,13a-hexahydro-1H-pyrido[2,1-d][1,5]benzoxazocin-8-yl)-2-phenylethenesulfonamide
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