7-Aminoactinomycin D 7-氨基放线菌素D(7-AAD)

CAS 7240-37-1 MFCD00077295

化学结构图

7240-37-1
SMILES: Cc1c2oc3c(C)c(N)cc(C(=O)NC4C(=O)NC(C(C)C)C(=O)N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)c3nc-2c(C(=O)NC2C(=O)NC(C(C)C)C(=O)N3CCCC3C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC2C)c(N)c1=O

化学属性

Mol. FormulaC62H87N13O16
Mol. Weight1270
Melting Point260-262
SolubilitySoluble in DMSO (20 mg/ml), ethanol, chloroform (1 mg/ml), and dichloromethane (20 mg/ml).
Stability对光和湿度敏感
Density1.44
Boiling Point1400

别名和识别编码

Chemical Name7-Aminoactinomycin D
MDL NumberMFCD00077295
CAS Number7240-37-1
Synonym 7-AAD 7-AAD; 7-AminoActinomycin D 7-氨基放线菌素 D 7-Aminoactinomycin D
PubChem Substance ID65180
Beilstein Registry Number5915844
Chemical Name Translation7-氨基放线菌素D(7-AAD)
InChIKeyYXHLJMWYDTXDHS-UHFFFAOYSA-N
LabNetwork Molecule IDLN02125725
InChIInChI=1S/C62H87N13O16/c1-26(2)42-59(85)74-21-17-19-36(74)57(83)70(13)24-38(76)72(15)48(28(5)6)61(87)89-32(11)44(55(81)66-42)68-53(79)34-23-35(63)30(9)51-46(34)65-47-40(41(64)50(78)31(10)52(47)91-51)54(80)69-45-33(12)90-62(88)49(29(7)8)73(16)39(77)25-71(14)58(84)37-20-18-22-75(37)60(86)43(27(3)4)67-56(45)82/h23,26-29,32-33,36-37,42-45,48-49H,17-22,24-25,63-64H2,1-16H3,(H,66,81)(H,67,82)(H,68,79)(H,69,80)
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分类

  • {SNA} A - K, A-AM, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Apoptosis Detection, Apoptosis and Cell Cycle, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, Chemical Structure Class, Interferes with DNA Synthesis, Mechanism of Action, Peptides, Reagents, Spectrum of Activity
  • {SNA} A - K, A-AM, Antibacterial, Antibiotics A to Z, Antibiotics A-F,
  • {SNA} A - K, A-AM,

产品应用

  • A fluorescent DNA dye for apoptosis and flow cytomtery studies.

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H330 Fatal if inhaled 吸入致命
  • H310 Fatal in contact with skin 皮肤接触致命
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H300 Fatal if swallowed 吞食致命
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment 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
RTECSAU1579000
Precautionary statements
  • 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。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P301+P310
  • P302+P350
  • P305+P351+P338
Signal word Danger
Hazard Codes 6.1 T+
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;
  • S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后,立即用大量…(由生产厂家指定)冲洗;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • 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);
Risk Statements
  • R26/27/28 Very toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有剧毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
UN Number 3462
Storage condition 储存温度 2-8°C 储存温度 -20°C
Packing GroupII
TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 1230 nmol/L
REFERENCE :
   JMCMAR Journal of Medicinal Chemistry.  (American Chemical Soc.,
   Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC
   20037)  V.6-    1963-  Volume(issue)/page/year: 24,1052,1981

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 5 umol/L
REFERENCE :
   CCROBU Cancer Chemotherapy Reports, Part 1.  (Washington, DC)  V.52(6)-59,
   1968-75.  For publisher information, see CTRRDO.  Volume(issue)/page/year:
   58,53,1974

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Mammal - species unspecified Lymphocyte
DOSE/DURATION           : 3 umol/L
REFERENCE :
   JMCMAR Journal of Medicinal Chemistry.  (American Chemical Soc.,
   Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC
   20037)  V.6-    1963-  Volume(issue)/page/year: 26,448,1983

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 82 nmol/L
REFERENCE :
   JMCMAR Journal of Medicinal Chemistry.  (American Chemical Soc.,
   Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC
   20037)  V.6-    1963-  Volume(issue)/page/year: 24,1052,1981

其他信息

  • 7-Aminoactinomycin D ,an analog of the antibiotic actinomycin D ,is a fluorescent DNA dye which is useful for quantifying apoptosis. 7-AAD has also been used in studies on cellular necrosis, chromosome analysis and in cell cycle studies. As a fluorescent DNA dye, 7-AAD is able to intercalate DNA via binding to the GC regions. When used in flow cytometery, 7-AAD can be used to discriminate between live cells as well as early and late apoptosis. Additionally, 7-AAD can also be combined with other staining procedures for analysis of intracellular and cell surface antigens enabling multiparametric analysis. When utilizing 7-AAD with flow cytometery, early and late apoptosis can be studied by varying the concentration of 7-AAD. During apoptosis, the cellular plasma membrane is altered progressively, which allows the cell membrane to become permeable to 7-AAD. 7-AAD staining can also be adapted to include staining with other dyes for intracellular and cell surface antigens. 7-Aminoactinomycin D is an inhibitor of DNA Polymerase and RNA Polymerase

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