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Berbamin

(+)-Berbamine

HCID 275182
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Grundinformationen

CAS
478-61-5
Standard-SMILES
COc1cc2c3cc1Oc1c(OC)c(OC)cc4c1[C@@H](Cc1ccc(O)c(c1)Oc1ccc(cc1)C[C@@H]3N(C)CC2)N(C)CC4
InChIKey
DFOCUWZXJBAUSQ-URLMMPGGSA-N
Summenformel
C37H40N2O6
Durchschnittliche Molmasse
608,735 g/mol
Monoisotopische Masse
608,288637

Namen und Bezeichner

Bevorzugter Name
(+)-Berbamine
IUPAC
6,6',7-Trimethoxy-2,2'-dimethylberbaman-12-ol
Lokaler Name
Berbamin
Englischer Name
Berbamine
Summenformel
C37H40N2O6
Molmasse
608.72

Namen und Synonyme

berberamineBERBAINEBernadineBerbamined-berbamineBERBAMINE USP/EP/BPBerbamine, 10 mM in DMSO6,6’,7-trimethoxy-2,2’-dimethylberbaman-12-ol6,6’,7-trimethoxy-2,2’-dimethyl-berbaman-12-oBERBAMAN-12-OL,6,6',7-TRIMETHOXY-2,2'-DIMETHYL

Datenbank-Bezeichner

CAS
478-61-5
PubChem CID
275182
DTXSID
DTXSID40963943
ChEMBL
CHEMBL3039119、CHEMBL504323
ChEBI
CHEBI:3063
UNII
V5KM4XJ0WM
EC Number
207-523-5
Nikkaji
J6.150F

Eigenschaften

Physikochemische Eigenschaften

Schmelzpunkt
198.5 °C · 198.5°C
Siedepunkt
655.15 °C · 655.15°C (rough estimate)
Dichte
1.1648 · 1.1648 (rough estimate)
Brechungsindex
1.53 · 1.5300 (estimate)
storage temp.
-20 °C, · Store at -20°C, protect from light
Löslichkeit
125 mg/mL · DMSO : 125 mg/mL (205.35 mM; Need ultrasonic)
Aggregatzustand
Powder
pka
pKa (20°): 7.33 in aq methanol
Farbe
White to yellow
InChIKey
DFOCUWZXJBAUSQ-UHFFFAOYSA-N
SMILES
C12C3N(CCC=1C=C(OC)C(OC)=C2OC1C(OC)=CC2CCN(C)C(CC4C=CC(=CC=4)OC4=C(O)C=CC(=C4)C3)C=2C=1)C
CAS Datenbank
478 · 478-61-5(CAS DataBase Reference)

Chemie und Industrie

Anwendungen · 3 Einträge

BeschreibungBerbamine is an alkaloid, separated from Berberidaceae, Menispermaceae, or Ranunculaceae plants. Most of Berberidaceae plants have medicinal value, including their root, root bark, and stem. The plants of Berberis L. and Mahonia Nutt. contain many alkaloids, the most important of which are berberine and a small amount of palmatine, jatrorrhizine, berbamine, oxyacanthine, and so on. These compounds have many biological activities and have been used to replace goldthread and golden cypress. Also they are well succedaneums of berberine in Chinese and Western medicine. Traditional Chinese medicine Oregon grape root has different therapeutic effects for dysentery, enteritis, children pneumonia, and chronic bronchitis. The major treatment diseases of Chinese mahonia are bacillary dysentery, acute gastritis, infectious hepatitis, pneumonia, tuberculosis, bronchitis, sore throat, and so on.

HistoryBerbamine is an alkaloid mainly from Berberis julianae, Berberis wilsonae, Berberis poiretii, and huanglumu, which belong to Berberidaceae berberis and Mahonia. Nowadays, it mainly comes from chemical synthesis. Berbamine hydrochloride is contained in the 13th volume of the book, Hua xue yao ping di biao sheng guo biao. As early as 1940, the United States scholars had obtained berbamine from Mahonia . Chinese scholars began the research of berbamine extraction and pharmacological activities since the 1980s in the last century .Although the berbamine study in our country later than the west, the traditional Chinese medicine Berberi’s medicinal records can be traced back to the Tang Dynasty. The book Tang Ben Cao recorded that Oregon grape root could be a therapy for aphtha, kill insects, and remove hot gas in the body. In the Ming Dynasty the book Ben Cao Gang Mu recorded that Oregon grape root could treat metrorrhagia. Now, berbamine is widely used for leukopenia.

Verwendenantihypertensive, skeletal muscle relaxant

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