(1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

• ChemBase编号: 133056
• 分子式: C16H23NO6
• 平均质量: 325.35692
• 单一同位素质量: 325.15253746
• SMILES: C[C@H]1C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O
• Canonical SMILES: O=C1O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]([C@H]1C)(C)O)(C)O
• InChI: InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1
• InChIKey: QVCMHGGNRFRMAD-XFGHUUIASA-N

名称和登记号

名称

• IUPAC标准名: (1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.0^1^3,^1^6]hexadec-10-ene-3,7-dione
• IUPAC传统名: (1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.0^1^3,^1^6]hexadec-10-ene-3,7-dione; monocrotaline
• 别名: 野百合碱; 单响尾蛇毒蛋白; (3R,4R,5R,13aR,13bR)-4,5,8,10,12,13,13a,13b-Octahydro-4,5-dihydroxy-3,4,5-trimethyl-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione; (13α,14α)-14,19-dihydro-12,13-dihydroxy-20-Norcrotalanan-11,15-dione; (-)-Monocrotaline; Monocrotalin; NSC 28693; Monocrotaline; Monocrotaline; Crotaline

登记号

• CAS号: 315-22-0
• MDL号: MFCD00084656
• Beilstein号: 48732
• PubChem SID: 162227333; 24892326
• PubChem CID: 9415

理论计算性质

• Acid pKa: 11.494293
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -2.866132
• LogD (pH = 7.4): -1.0958016
• Log P: -0.33238804
• 摩尔折射率: 80.7028 cm^3
• 极化性: 32.17088 Å^3
• 极化表面积: 96.3 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: >140°C (dec.); 204 °C (dec.)(lit.)

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: QB3140000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 1544
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25-40
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H301-H351
• GHS警示性声明: P281-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 3
• 保存温度: 2-8°C

药理学性质

• 生物活性机理: Causes denudation of the hepatic sinusoidal endothelium and increased serum hyaluronic acid levels, along with superior transplanted cell engraftment

产品相关信息

• 生物来源: Alkaloid from Crotalaria retusa, Crotalaria spectabilis, Crotalaria aegyptiaca, Crotalaria burhia and Lindelofia spectabilis (Leguminosae, Boraginaceae)
• 应用领域: Antineoplastic activity esp. vs. adenocarcinoma; Hepatotoxin; Male insect sterilant

详细说明

Sigma Aldrich - C2401

包装
1 g in glass bottle
500 mg in glass bottle

Toronto Research Chemicals - M526000

A toxic pyrrolizidine alkaloid isolated from Crotalaria spp. It is used for inducing pulmonary diseases in rats.

参考文献

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