基本情報
- CAS
478-61-5- 標準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- 分子式
- C37H40N2O6
- 平均分子量
- 608.7 g/mol
- 単同位体質量
- 608.288637
概要
Berbamine is a bisbenzylisoquinoline alkaloid and a member of isoquinolines.
名称と識別子
- 優先名称
- (+)-Berbamine
- IUPAC
- (1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-9-ol
- 現地名
- (4aS,16aR)-3,4,4a,5,16a,17,18,19-オクタヒドロ-21,22,26-トリメトキシ-4,17-ジメチル-16H-1,24:6,9-ジエテノ-11,15-メテノ-2H-ピリド[2',3':17,18][1,11]ジオキサシクロイコシノ[2,3,4-ij]イソキノリン-12-オール
- 英語名
- Berbamine
- 分子式
- C37H40N2O6
- 分子量
- 608.72
名称と別名
BERBAMINE(+)-Berbamine478-61-5d-BerbamineBerbenineV5KM4XJ0WMCCRIS 6538NSC-121842BRN 0078902BERBAMINE, (+)-6,6',7-Trimethoxy-2,2'-dimethylberbaman-12-olDTXSID40963943
名称をさらに表示
ベルバミンベルベニン6,6',7-トリメトキシ-2,2'-ジメチルベルバマン-12-オール(4aS,16aR)-3,4,4a,5,16a,17,18,19-オクタヒドロ-21,22,26-トリメトキシ-4,17-ジメチル-16H-1,24:6,9-ジエテノ-11,15-メテノ-2H-ピリド[2',3':17,18][1,11]ジオキサシクロイコシノ[2,3,4-ij]イソキノリン-12-オール(4aS,16aR)-3,4,4a,5,16a,17,18,19-オクタヒドロ-21,22,26-トリメトキシ-4,17-ジメチル-16H-1,24:6,9-ジエテノ-11,15-メテノ-2H-ピリド[2′,3′:17,18][1,11]ジオキサシクロイコシノ[2,3,4-ij]イソキノリン-12-オール6,6′,7-トリメトキシ-2,2′-ジメチルベルバマン-12-オール(1S,14R)-20,21,25-トリメトキシ-15,30-ジメチル-7,23-ジオキサ-15,30-ジアザヘプタシクロ[22.6.2.23,6.18,12.114,18.027,31.022,33]ヘキサトリアコンタ-3,5,8(34),9,11,18,20,22(33),24(32),25,27(31),35-ドデカエン-9-オールberberamineBERBAINEBernadine
物性
構造計算による物性
- XLogP
- 6.1
- 極性表面積
- 72.9 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 8
- 回転可能結合数
- 3
- 重原子数
- 45
- 形式電荷
- 0
- 複雑度
- 963
物理化学的性質
- 融点
- 198.5 °C · 198.5°C
- 沸点
- 655.15 °C · 655.15°C (rough estimate)
- 比旋光度
- 20 · D20 +114.6° (c = 1.0 in chloroform)
- 比重(密度)
- 1.1648 · 1.1648 (rough estimate)
- 屈折率
- 1.53 · 1.5300 (estimate)
- 貯蔵温度
- -20 °C, · Store at -20°C, protect from light
- 溶解性
- 125 mg/mL · DMSO : 125 mg/mL (205.35 mM; Need ultrasonic)
- 外見
- Powder
- 酸解離定数(Pka)
- pKa (20°): 7.33 in aq methanol
- 色
- 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 データベース
- 478 · 478-61-5(CAS DataBase Reference)
化学と産業
薬理情報
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
A class of drugs that act by selective inhibition of calcium influx through cellular membranes.
応用分野
説明Berbamine 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.
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