64218-02-6

64218-02-6结构式

常用中文名：谱劳诺托
常用英文名：plaunotol
CAS号：64218-02-6
分子式：C₂₀H₃₄O₂
分子量：306.48
相关类别：信号通路抗感染细菌
发布时间：2018-07-10 07:35:42
更新时间：2024-01-06 16:01:35
防御因子增强型抗溃疡药。用于胃溃疡。

中文名	谱劳诺托
英文名	plaunotol
中文别名	普劳诺托 (E,Z,E)-7-羟甲基-3,11,15-三甲基-2,6,10,14-十六碳四烯-1-醇
英文别名	18-hydroxygeranylgeraniol (E,Z,E)-7-Hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol Plaunotolum [Latin] CS-684 Plaunotolum (2Z,6E)-2-((3E)-4,8-Dimethyl-3,7-nonadienyl)-6-methyl-2,6-octadiene-1,8-diol Kelnac (2Z,6E)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-6-methylocta-2,6-diene-1,8-diol

描述	Plaunotol 是一种口服有效的无环二萜醇。Plaunotol 对导致消化性溃疡的幽门螺杆菌具有抗菌活性。Plaunotol 抑制肿瘤血管生成和细胞的增殖活性。Plaunotol 依赖半胱天冬蛋白酶-8 和半胱天冬蛋白酶-9 途径的激活诱导细胞凋亡 (apoptosis) 。Plaunotol 可作为一种潜在的抗结肠癌的抗癌剂。
相关类别	研究领域 >> 癌症研究领域 >> 感染信号通路 >> 其他 >> 其他研究领域 >> 炎症/免疫信号通路 >> 抗感染 >> 细菌
参考文献	[1]. S. Songkro, et al. Investigation of plaunoi-loaded micro/nanoemulsions for the treatment of dermatitis: formulation, evaluation and skin irritation studies. J. DRUG DEL. SCI. TECH. 2011 21 (5) 401-410. [2]. Oshikawa N, et al. Plaunotol and geranylgeraniol induce caspase-mediated apoptosis in colon cancer. J Surg Res. 2009 May 15;153(2):246-53. [3]. Ohta Y, et al. Plaunotol prevents the progression of acute gastric mucosal lesions induced by compound 48/80, a mast cell degranulator, in rats. Pharmacology. 2005 Jul;74(4):182-92.

密度	0.936g/cm3
沸点	440.4ºC at 760 mmHg
分子式	C₂₀H₃₄O₂
分子量	306.48
闪点	190.6ºC
精确质量	306.25600
PSA	40.46000
LogP	5.09680
折射率	1.506
储存条件	2-8°C，干燥
分子结构	1、摩尔折射率：97.37 2、摩尔体积（cm³/mol）：327.3 3、等张比容（90.2K）：794.8 4、表面张力（dyne/cm）：34.7 5、极化率（10-24cm3）：38.60
计算化学	1.疏水参数计算参考值（XlogP）:5.4 2.氢键供体数量:2 3.氢键受体数量:2 4.可旋转化学键数量:11 5.互变异构体数量:无 6.拓扑分子极性表面积40.5 7.重原子数量:22 8.表面电荷:0 9.复杂度:407 10.同位素原子数量:0 11.确定原子立构中心数量:0 12.不确定原子立构中心数量:0 13.确定化学键立构中心数量:3 14.不确定化学键立构中心数量:0 15.共价键单元数量:1
更多	1.性状：淡黄色油状物，有芬香，味苦。 2.溶解度：溶于苯、丙酮、醇或醚，不溶于水。

毒理学数据:

急性毒性LD₅₀雄、雌小鼠，雄、雌大鼠(μl/kg，1μl-相当于本品精制油0.95mg)：8800，8180，10900，11200口服；35500，44000，29500，35000皮下注射。

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MM0330000

CHEMICAL NAME :: 2,6,10,14-Hexadecatetraen-1-ol, 7-(hydroxymethyl)-3,11,15-trimethyl-, (E,Z,E)-

CAS REGISTRY NUMBER :: 64218-02-6

LAST UPDATED :: 199603

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C20-H34-O2

MOLECULAR WEIGHT :: 306.54

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10900 mg/kg

TOXIC EFFECTS :: Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory depression Gastrointestinal - hypermotility, diarrhea

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 24,599,1982

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SKKNAJ Sankyo Kenkyusho Nempo. Annual Report of Sankyo Research Laboratories. (Sankyo K.K. Sogo Kenkyusho, 1-2-58 Hiro-machi, Shinagawa-ku, Tokyo 140, Japan) No.15- 1963- Volume(issue)/page/year: 37,1,1985

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 29500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SKKNAJ Sankyo Kenkyusho Nempo. Annual Report of Sankyo Research Laboratories. (Sankyo K.K. Sogo Kenkyusho, 1-2-58 Hiro-machi, Shinagawa-ku, Tokyo 140, Japan) No.15- 1963- Volume(issue)/page/year: 37,1,1985

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 8100 mg/kg

TOXIC EFFECTS :: Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory depression Gastrointestinal - hypermotility, diarrhea

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 24,599,1982

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 903 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 38,381,1987

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 33725 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 38,381,1987

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 83 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SKKNAJ Sankyo Kenkyusho Nempo. Annual Report of Sankyo Research Laboratories. (Sankyo K.K. Sogo Kenkyusho, 1-2-58 Hiro-machi, Shinagawa-ku, Tokyo 140, Japan) No.15- 1963- Volume(issue)/page/year: 37,1,1985 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10500 uL/kg/5W-I

TOXIC EFFECTS :: Liver - fatty liver degeneration Liver - changes in liver weight

REFERENCE :: YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 38,381,1987

海关编码	2905399090

上游产品 9
1180511-03-8 191042-87-2 19945-61-0 318967-93-0
121926-75-8 69369-92-2 121926-82-7 52188-73-5
53254-60-7
下游产品 0

从泰国大戟科巴豆属植物Croton sulblyratus Kurz的茎叶中(商品为Plaunoi)提取的有效成分。81.5kg商品Hau-noi经粉碎，用丙酮回流提取3次。提取液浓缩后，剩余物溶于10L80%甲醇水溶液，用n-己烷洗。甲醇层经浓缩后，在剧烈搅拌下倾入40L苯。苯溶液经浓缩后，剩余物用乙醚提取。乙醚溶液用3kg硅胶柱层析，苯和乙酸乙酯洗脱，得53g普劳诺托。
上述经乙醚提取后的不溶物，用5kg硅胶层析，氯仿和甲醇洗脱，可得到12gFuranoditerpeneA[熔点180~181℃，[α]_D²⁰-142°(C=1.0，丙酮)]和28gFuranoditerpeneB[熔点170~172℃，[α]_D²⁰-144°(C=1.0，丙酮)]，它们和普劳诺托的活性相同。
同样对普劳诺托的全合成做了尝试。

海关编码	2905399090
中文概述	2905399090 其他二元醇。监管条件:AB(入境货物通关单,出境货物通关单)。增值税率:17.0%。退税率:9.0%。最惠国关税:5.5%。普通关税:30.0%
申报要素	品名, 成分含量, 用途, 包装
监管条件	A.入境货物通关单 B.出境货物通关单
检验检疫	R.进口食品卫生监督检验 S.出口食品卫生监督检验 M.进口商品检验 N.出口商品检验
Summary	2905399090 other diols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%

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