18719-76-1

• 常用中文名：氯化失车菊素-3-O-芸香糖苷
• 常用英文名：Cyanidin-3-O-rutinoside chloride
• CAS号：18719-76-1
• 分子式：C₂₇H₃₁ClO₁₅
• 分子量：630.979
• 相关类别： 生物化工 植物提取物
• 发布时间：2018-05-30 08:00:00
• 更新时间：2026-07-01 09:32:47
• Keracyanin chloride (Cyanidin 3-rutinoside chloride),一种花青素,具有抗氧化活性。Keracyanin chloride 抑制氧化的小牛胸腺 DNA 中丙二醛的形成。

名称

• 中文名: 花青素鼠李葡糖苷
• 英文名: cyanidin 3-O-rutinoside chloride
• 中文别名: 花青素鼠李葡糖苷,10 MM DMSO 溶液; 矢车菊-3-O-芸香糖苷氯化物; Keracyanin chloride #天然产物 HY-105935; CYANIDIN 3-O-RUTINOSIDE氯鎓盐; 化合物:Keracyanin (chloride); 氯化花青素鼠李葡糖苷; 矢车菊素-3-芸香糖苷矢车菊素-3-鼠李葡糖苷; 矢车菊素-3-鼠李糖苷; 矢车菊素-3-O-芸香糖苷 标准品; Cyanidin-3-O-Rutinoside 矢车菊素-3-O-芸香糖苷; 氯化矢车菊素-3-O-芸香糖苷(矢车菊素芸香糖苷); 氯化花青素鼠李葡萄糖苷; 氯化矢车菊素-3-O-芸香糖苷,矢车菊素芸香糖苷,矢车菊素鼠李葡糖苷; 化合物：Keracyanin (chloride); 氯化矢车菊素-3-O-芸香糖苷; 矢车菊素3-O-芦丁苷; 矢车菊素芸香糖苷; 氯化凯拉花青; 花青素鼠李葡糖苷/矢车菊素芸香糖苷; 矢车菊素-3-O-芸香糖苷氯化物; 2-(3,4-二羟基苯基)-5,7-二羟基-3-(((2S,3R,4S,5S,6R)-3,4,5-三羟基-6-((((2R,3R,4R,5R,6S)-3,4,5-三羟基-6-甲基四氢-2H-吡喃-2-基)氧基)甲基)四氢-2H-吡喃-2-基)氧基)苯并吡喃鎓氯化物; 矢车菊素-3-芸香糖苷氯化 物; 氯化矢车菊素-3-芸香糖苷; 凯拉花青; 矢车菊素-3-O-芸香糖苷
• 英文别名: CYANIDIN-3-RUTINOSIDE hplc; Cyanidin 3-rutinoside; 7,4'-Dihydroxyflavilium chloride; Antirrhinin; Cyanidin 3-rutinoside chloride-RM; 3',4',5,7-Tetrahydroxy-3-(6-O-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)flavylium·chloride; CYANIDIN RHAMNOGLUCOSIDE; Chlorure de 2-(3,4-dihydroxyphényl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}méthyl)tétrahydro-2H-pyran-2-yl]oxy}chroménium; cyanidin-3-O-rut; 3-[[6-O-(6-Deoxy-α-L-Mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyryliuM Chloride; Cyanidin-3-rhamnoglucoside chloride; Cyanidin 3-O-Rutinoside; cyanidine3-rutinoside; antirrhinin; CYANIDIN-3-O-RUTINOSIDE CHLORIDE(KERACYANIN)(SH); cyanidol3-rhamnoglucoside; Cyaninoside; CYANIDIN-3-RUTINOSIDE CHLORIDE; Sambucin chloride; rutinosyl-3-cyanidine; KERACYANIN CHLORIDE; cyanidin3-rhamnoglucoside; Keracyanin chloride,Cyanidin-3-O-rutinoside chloride; 3-O-Rutinosylcyanidin; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}chromenium chloride; KERACYANIN; 3-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium chloride; 1-Benzopyrylium,3-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-,chloride (1:1); CYANIDIN-BETA-D-RHAMNOSIDE CHLORIDE; Keracyanin; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}chromeniumchlorid; cyanidin 3-rhamnoglucoside; 3-O-Rutinosylcyanidin chloride; cyanidin3-rhamnosylglucoside; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-Methyltetrahydro-2H-pyran-2-yl)oxy)Methyl)tetrahydro-2H-pyran-2-yl)oxy)chroMenyliuM chloride; Keracyanine; cyanidin-3-O-rhamnoglucoside; prunicyanin; Keracyanin Chloride(AS); cyanidin-3-rhamnoglucosidechloride; cyanidin3-rutinoside; CYANIDIN-3-O-RUTINOSIDE CHLORIDE; Cyanidin Chloride 3-Rhamnoglucoside; CYANIDIN 3-O-RHAMNOGLUCOSIDE CHLORIDE; 2-(3,4-Dihydroxyphenyl)-3-(6-O-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium·chloride; Prunicyanin chloride; (2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxane-3,4,5-triol chloride; Antirrhinin chloride; Keracyaninum; Cyaninoside chloride; Cyanidin 3-(6-O-rhamnosylglucoside); Keraciannai; sambucin; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside chloride; KERACYANIN CHLORIDE(P); (2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromenylium-3-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxymethyl]oxane-3,4,5-triol chloride; Sambucin; (2S,3R,4S,5S,6R)-2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium-3-yl]oxy]-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-3,4,5-triol chloride; CYANIDIN3-O-RUTINOSIDE; cyaninoside; β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-, chloride (1:1); CYANIDIN-3-O-RUTINOSIDE CHLORIDE(KERACYANIN)(P); Keracyanin chloride, 10 mM in DMSO; (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol,chloride; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl-6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosidechlorid; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside chloride; Prunicyanin

物化性质

• 分子式: C₂₇H₃₁ClO₁₅
• 分子量: 630.979
• 精确质量: 630.135132
• PSA: 252.36000
• 储存条件: −20°C
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:10

  3.氢键受体数量:15

  4.可旋转化学键数量:6

  5.互变异构体数量:171

  6.拓扑分子极性表面积:240

  7.重原子数量:43

  8.表面电荷:0

  9.复杂度:883

  10.同位素原子数量:0

  11.确定原子立构中心数量:10

  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:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:2

生物活性

• 描述: Keracyanin chloride (Cyanidin 3-rutinoside chloride),一种花青素,具有抗氧化活性。Keracyanin chloride 抑制氧化的小牛胸腺 DNA 中丙二醛的形成。
• 相关类别:
  研究领域 >> 其他
  信号通路 >> 其他 >> 其他
• 参考文献:

  [1]. Mazzaracchio P, et al. Interaction between gliadins and anthocyan derivatives. Food Chem. 2011 Dec 1;129(3):1100-7.

  [2]. Matsufuji H, et al. Inhibition of malonaldehyde formation in oxidized calf thymus DNA with synthetic and natural antioxidants. J Agric Food Chem. 2004 Sep 8;52(18):5759-63.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : OA5007000 CHEMICAL NAME : Keracyanin CAS REGISTRY NUMBER : 18719-76-1 LAST UPDATED : 199512 DATA ITEMS CITED : 3 MOLECULAR FORMULA : C27-H31-O15.Cl MOLECULAR WEIGHT : 631.03 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1900 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 364 gm/kg SEX/DURATION : male 26 week(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands MUTATION DATA TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Rodent - hamster Lung DOSE/DURATION : 2 gm/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 147,262,1985

安全

• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• RTECS号: OA5007000

合成路线

153-18-4 ~61% 18719-76-1

文献：Elhabiri, Mourad; Figueiredo, Paulo; Fougerousse, Andre; Brouillard, Raymond Tetrahedron Letters, 1995 , vol. 36, # 26 p. 4611 - 4614