Curcumin 姜黄素

CAS 458-37-7 MFCD00008365

化学结构图

458-37-7
SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O

化学属性

Mol. FormulaC21H20O6
Mol. Weight368.38
Melting Point170-175°C
TSCAYes
Density0.93
Vapor Density13 (vs air)
Refractive index1.4155-1.4175
Solubility略溶于水 (HOT)
Boiling Point593.2°C at 760mmHg
Flash Point209.7°C

别名和识别编码

Chemical NameCurcumin
CAS Number458-37-7
Synonym Curcumin {LY} Curcumin {} {LY} Curcumin {} {} {LY} Curcumin {} {} {} {LY} Curcumin {} {} {} {} {LY} Curcumin {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Curcumin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {}
EC Number207-280-5
Beilstein Registry Number2306965
MDL NumberMFCD00008365
PubChem Substance ID969516
Merck Number2673
Reaxys-RN2306965
Chemical Name Translation姜黄素
LabNetwork Molecule IDLN00193260
InChIInChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+
Canonical SMILESO=C(CC(/C=C/C1=CC=C(O)C(OC)=C1)=O)/C=C/C2=CC=C(O)C(OC)=C2
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分类

  • {SNA} Antioxidant, Core Bioreagents, Curcuma longa (Turmeric), EGFR Tyrosine Kinase Inhibitors, Functional Foods, Nitric Oxide Metabolism, Nitric Oxide Synthase Regulators, Nitric Oxide and Cell Stress, Phenols, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb), Phytochemicals in Herbal Medicine or Traditional Chinese Medicine (TCM), Research Essentials, Stains and Dyes, Tumor Growth Regulation, Zingiber officinale (Ginger), 癌症研究, 细胞信号转导和神经科学, 细胞生物学, 营养研究
  • {SNA} Antioxidant, Core Bioreagents, Curcuma longa (Turmeric), EGFR Tyrosine Kinase Inhibitors,

产品应用

  • 酸碱指示剂,pH7.8(黄)~9.2(红棕)。显色反应测铍、锆和镁,硼酸盐和试剂。
  • 一种天然酚性物质,抗肿瘤和消炎物质,并具有抗氧化特性,能诱导癌细胞凋亡。

相关文献及参考

  • Merck: 14,2673
  • Merck: 14,2673 Beilstein: 8,IV,3697
  • Lin, J.K., et al., Suppression of protein kinase C and nuclear oncogene expression as possible molecular mechanisms of cancer chemoprevention by apigenin and curcumin. J. Cell. Biochem. , 39-48, (1997)
  • Tu, B., et al.: J .Cell Biol., 164, 341 (2004),
  • Ichi, S., et al., Role Of Pax3 Acetylation In The Regulation Of Hes1 And Neurog2. Molecular Biology of the Cell 22 , 503-12, (2011) 摘要
  • Thomas, P., et al., Grape Seed Polyphenols And Curcumin Reduce Genomic Instability Events In A Transgenic Mouse Model For Alzheimer's Disease. Mol. Cell. 661 , 25-34, (2009)
  • Khar, A., et al., Antitumor activity of curcumin is mediated through the induction of apoptosis in AK-5 tumor cells. FEBS Lett. 445 , 165-168, (1999) 摘要
  • Srinivasan, et al.: J. Pharm. Pharmacol., 5, 448 (1953),
  • Rao, C.V., et al., Chemoprevention of colonic aberrant crypt fo
  • Jaruga, E., et al., Apoptosis-like, reversible changes in plasma membrane asymmetry and permeability, and transient modifications in mitochondrial membrane potential induced by curcumin in rat thymocytes. FEBS Lett. 433 , 287-293, (1998) 摘要

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
RTECSMI5230000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P310
  • P301+P316
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P303+P361+P353
  • P304+P340
  • P304+P340+P312
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P308+P313
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P331 Do NOT induce vomiting.. 不要催吐。
  • P332+P313
  • P332+P317
  • P333+P313
  • P337+P313
  • P337+P317
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P362+P364
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning
Hazard Codes Xi
UN Number 1170
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S37 Wear suitable gloves 戴适当手套;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition 2-8°C {LY} 2-8°C <0°C <;0 {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Packing GroupII
Hazard Class3
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >2 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JPPMAB Journal of Pharmacy and Pharmacology.  (Pharmaceutical Soc. of Great
   Britain, 1 Lambeth High St., London SEI 7JN, UK)  V.1-    1949-
   Volume(issue)/page/year: 25,447,1973

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IJMRAQ Indian Journal of Medical Research.  (Indian Council of Medical
   Research, Ansari Nagar, New Delhi 110 029, India)  V.1-    1913-
   Volume(issue)/page/year: 64,601,1976

TYPE OF TEST            : Micronucleus test
TEST SYSTEM             : Human Lung
DOSE/DURATION           : 73600 ug/L
REFERENCE :
   SNSHBT Senshokutai.  Chromosome.  (Sensyokutai Gakkai, Kaokusai Kirisutokyo
   Daigaku, Mitaka, Tokyo-to, Japan)  No.1-    1946-    Adopted new numbering
   in 1976.  Volume(issue)/page/year: (20),574,1980

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Embryo
DOSE/DURATION           : 36800 ug/L
REFERENCE :
   SNSHBT Senshokutai.  Chromosome.  (Sensyokutai Gakkai, Kaokusai Kirisutokyo
   Daigaku, Mitaka, Tokyo-to, Japan)  No.1-    1946-    Adopted new numbering
   in 1976.  Volume(issue)/page/year: (20),574,1980

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 1 umol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 18,83,1997

TYPE OF TEST            : Micronucleus test
TEST SYSTEM             : Human Embryo
DOSE/DURATION           : 73600 ug/L
REFERENCE :
   SNSHBT Senshokutai.  Chromosome.  (Sensyokutai Gakkai, Kaokusai Kirisutokyo
   Daigaku, Mitaka, Tokyo-to, Japan)  No.1-    1946-    Adopted new numbering
   in 1976.  Volume(issue)/page/year: (20),574,1980

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 20 mg/L
REFERENCE :
   GMCRDC Gann Monograph on Cancer Research.  (Plenum Pub. Corp., 233 Spring
   St., New York, NY 10013) No. 11-    1971-  Volume(issue)/page/year:
   27,95,1981

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - rat Bone marrow
DOSE/DURATION           : 7980 mg/kg/38W (Continuous)
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volu

其他信息

  • 易溶于冰乙酸,能溶于醇,不溶于醚带淡绿色荧先,溶于碱呈红棕色,加酸于碱液后变为淡黄色并析出姜黄素沉淀,溶于浓硫酸带黄红色,不溶于水。

系列性分类


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