Aristolochic Acid A 8-甲氧基-3,4-亚甲二氧基-10-硝基菲-1-甲酸

CAS 313-67-7 MFCD00004996

化学结构图

313-67-7
SMILES: COc1cccc2c1cc([N+](=O)[O-])c1c(C(=O)O)cc3c(c12)OCO3

化学属性

Mol. FormulaC₁₇H₁₁NO₇
Mol. Weight341.27
Density1.571
Melting Point>2270C (dec.)
SolubilityDMSO: soluble
Appearance powder
Boiling Point
Flash Point-

别名和识别编码

Chemical NameAristolochic Acid A
CAS Number313-67-7
Synonym 3,4-Methylenedioxy-8-methoxy-10-nitro-1-phenanthrenecarboxylic acid 3,4-methylenedioxy-8-methoxy-10-nitro-1-phenanthrenecarboxylicacid 4-d)-1,3-dioxole-5-carboxylicacid,8-methoxy-6-nitro-phenanthro( 8-METHOXY-6-NITROPHENANTHROL(3,4-D)-1,3-DIOXIDE-5-CARBOXYLIC ACID 8-Methoxy-3,4-methylenedioxy-10-nitrophenanthrene-1-carboxylic acid 8-Methoxy-6-nitro-phenanthro[3,4-d]-1,3-dioxole-5-carboxylic Acid 8-Methoxy-6-nitrophenanthol (3,4-d) 1,3-dioxole-5-carboxylic acid 8-methoxy-3,4-methylenedioxy-10-nitrophenanthrene-1-carboxylic acid 8-methoxy-6-nitrophenanthol(3,4-d)1,3-dioxole-5-carboxylicacid 8-methoxy-6-nitrophenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid 8-甲氧基-3,4-亚甲二氧基-10-硝基菲-1-甲酸 ARISTOLOCHIC ACID ARISTOLOCHIC ACID A ARISTOLOCHIC ACID FREE ACID ARISTOLOCHIC ACID I Aristoloc
PubChem Substance ID2236
EC Number206-238-3
MDL Number-
Beilstein Registry Number0345159
Chemical Name Translation8-甲氧基-3,4-亚甲二氧基-10-硝基菲-1-甲酸
Wiswesser Line NotationT C5 B666 DO FO EHJ IVQ KNW NO1
InChIInChI=1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)
LabNetwork Molecule IDLN01104802
Canonical SMILES-
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分类

  • {SNA} AN-AZ, Bioactive Small Molecule Alphabetical Index, Biochemicals and Reagents, Carcinogens, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Lipids in Cell Signaling, P to Q, Phospholipase A2, Phospholipase Inhibitors, Phospholipid Metabolism, 生物活性小分子, 癌症研究, 细胞信号转导和神经科学, 细胞生物学, 酶、抑制剂和底物
  • {SNA} AN-AZ,
  • {SNA} AN-AZ, Bioactive Small Molecule Alphabetical Index, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Lipids in Cell Signaling, P to Q, Phospholipase A2, Phospholipase Inhibitors, Phospholipid Metabolism,

产品应用

  • 马兜铃酸I是一种强效的磷脂酶A2抑制剂。马兜铃酸I诱导大鼠肾脏肿瘤的形成和人肾近端肾小管上皮细胞凋亡。

相关文献及参考

  • Kupchan, D., et al.: J. Med. Pharm. Chem., 5, 657 (1962),
  • Merck: 14,786
  • Wei, J., et al., A new reversed-phase/strong anion-exchange mixed-mode stationary phase based on polar-copolymerized approach and its application in the enrichment of aristolochic acids J. Chromatogr. A. 1246 , 129-36, (2012)
  • Coutts, et al.: J. Pharm. Pharmacol., 11, 607 (1959),
  • Mix, D.B., et al.: J. Nat. Prod., 45, 657 (1982),

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 6.1 T
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H351 Suspected of causing cancer 怀疑致癌
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
RTECSCF3325000
Precautionary statements
  • 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。
  • 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。
  • P301+P310
  • P301+P316
  • P302+P350
  • P304+P340
  • P305+P351+P338
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
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；
  • S35 This material and its container must be disposed of in a safe way 该物料及其容器必须以安全方式处置；
  • 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；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
  • S7 Keep container tightly closed 保存在严格密闭容器中；
Risk Statements
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入，皮肤接触及吞食都有毒
  • R25 Toxic if swallowed 吞咽有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R45 May cause cancer 可能致癌
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
UN Number 1544
Packing GroupII
Storage condition 2-8°C 4 4°C 储存温度2-8°C
Hazard Class6.1(b) 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 105 mg/kg/3W-C
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
   Gastrointestinal - tumors
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   61,504,1988

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 55900 ug/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - ataxia
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   59,32

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 40 mg/kg
TOXIC EFFECTS :
   Vascular - BP elevation not characterized in autonomic section
   Lungs, Thorax, or Respiration - respiratory depression
   Lungs, Thorax, or Respiration - respiratory stimulation
REFERENCE :
   FATOAO Farmakologiya i Toksikologiya (Moscow).  For English translation,

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 3 mg/kg/2D-I
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - changes in tubules (including acute renal failure,
   acute tubular necrosis)
REFERENCE :
   CNCRA6 Cancer Chemotherapy Reports.  (Bethesda, MD)  V.1-52, 1959-68.  For
   publisher information, see CTRRDO.  Volume(issue)/page/year: 42,35,1964

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 38400 ug/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - ataxia
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   59,328,1987

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 50 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 206,447,1988

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 200 ug/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 50 ug/plate
REFERENCE :
   CALEDQ Cancer Letters (Shannon, Ireland).  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1975- Volume(issue)/page/year:
   55,7,1990

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 50 umol/L
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   56,158,1985

TYPE OF TEST            : DNA adduct
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 40 mg/kg/2W (Intermittent)
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 15,1187,1994

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 5 mg/L
REFERENCE :
   HUGEDQ Human Genetics.  (Springer-Verlag New York, Inc., Service Center, 44
   Hartz Way, Secaucus, NJ 07094)  V.31-    1976-  Volume(issue)/page/year:
   64

其他信息

  • MOL 文件:313-67-7.mol
  • Acros Organics:马兜铃酸 Aristolochic acid, mixture of I and II, 96%(313-67-7)
  • 类别:有毒物质
  • 毒性分级:高毒
  • Sigma Aldrich:313-67-7(sigmaaldrich)
  • color:yellow
  • MSDS 信息:8-Methoxy-3,4-methylenedioxy-10-nitrophenanthrene-1-carboxylic acid(313-67-7).msds
  • 可燃性危险特性:可燃; 燃烧产生有毒氮氧化物烟雾
  • 储运特性:库房通风低温干燥; 与食品原料分开存放
  • 马兜铃酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2010/06/21 226095000 马兜铃酸 Aristolochic acid 96%, mixture of I and II 500 MG 3557元 2010/06/21 226091000 马兜铃酸 Aristolochic acid 96%, mixture of I and II 100 MG 1042元
  • 灭火剂:水, 二氧化碳, 泡沫, 沙土
  • 急性毒性:口服-大鼠 LD50: 184 毫克/公斤; 口服-小鼠 LD50: 55.9 毫克/公斤

系列性分类

  1. Life Science 生命科学
  2. Cancer Research
  3. Carcinogens - Cancer Research
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. P to Q - Enzyme Inhibitors by Enzyme
  7. Phospholipase A2 - P to Q
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Lipids in Cell Signaling - Cell Signaling and Neuroscience
  5. Phospholipid Metabolism - Lipids in Cell Signaling
  6. Phospholipase Inhibitors - Phospholipid Metabolism

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