Apicidin Apicidin

CAS 183506-66-3 MFCD03452661

化学结构图

183506-66-3
SMILES: CCC(=O)CCCCC[C@@H]1NC(=O)[C@H]2CCCCN2C(=O)[C@H]([C@H](C)CC)NC(=O)[C@H](Cc2cc3ccccc3n2OC)NC1=O

化学属性

Mol. FormulaC34H49N5O6
Mol. Weight624
Appearance Solid powder
SolubilitySoluble in DMSO, not in water

别名和识别编码

Chemical NameApicidin
CAS Number183506-66-3
Synonym Apicidin Cyclo(8-oxo-L-2-aminodecanoyl-1-methoxy-L-tryptophyl-L-isoleucyl- Cyclo[(2S)-2-amino-8-oxodecanoyl-1-methoxy-L-tryptophyl-L-isoleucyl-(2R)-2-piperidinecarbonyl] Cyclo[(2S)-2-amino-8-oxodecanoyl-1-methoxy-L-tryptophyl-L-isoleucyl-(2R)-2-piperidinexcarbonyl
MDL NumberMFCD03452661
PubChem Substance ID329771019
Chemical Name TranslationApicidin
FormulaC34H49N5O6
IUPAC Name(3S,6S,9S,15aR)-9-((R)-sec-butyl)-6-((1-methoxy-1H-indol-2-yl)methyl)-3-(6-oxooctyl)decahydro-1H-pyrido[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10(12H)-tetraone
InChIKeyROUDRKBLRFRFCY-VWIQTCEGSA-N
InChIInChI=1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-15-25(40)6-2)31(41)36-27(32(42)37-30)21-24-20-23-14-10-11-17-28(23)39(24)45-4/h10-11,14,17,20,22,26-27,29-30H,5-9,12-13,15-16,18-19,21H2,1-4H3,(H,35,43)(H,36,41)(H,37,42)/t22-,26+,27+,29-,30+/m1/s1
Canonical SMILESO=C(N[C@@H](CCCCCC(CC)=O)C(N[C@@H](CC(N1OC)=CC2=C1C=CC=C2)C(N[C@H]3[C@H](C)CC)=O)=O)[C@](CCCC4)([H])N4C3=O
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分类

  • {SA} AN-AZ, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antitumor Agents, Bioactive Small Molecules, Bioactive Small Molecules for Epigenetic Research, Biochemicals and Reagents, Cancer Research, Cell Biology, Cell Signaling and Neuroscience, Cyclic Tetrapeptide and Natural Product Inhibitors, D to K, DNA-RNA Transcription Regulators, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, Epigenetics, Gene Regulation and Expression, Histone Deacetylase Inhibitors, Histone deacetylase, Molecular Biology
  • Chiral Reagents
  • Heterocycles
  • Pharmaceuticals
  • {SNA} AN-AZ, Antibiotics A to Z,

产品应用

  • Apicidin is a a potent histone deacetylases (HDAC) inhibitor with potential anticancer activity.

相关文献及参考

  • Larsen, T., et al.: J. Microbiol. Methods, 24, 135 (1995),
  • Bode, H., et al.: ChemBioChem., 3, 619 (2002),
  • Nielsen, K., et al.: J. Agric. Food Chem., 53, 8190 (2005),
  • Kwon, S.H., et al. J. Biol. Chem. 18 , 2073, (2002)
  • Colletti, S.L., et al. Bioorg. Med. Chem. 11 , 107, (2001)
  • Kim, J.S., et al. Biochem. Biophys. Res. Commun. 281 , 866, (2001)
  • Han, J.W., et al. Cancer Res. 60 , 6068, (2000)

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 6.1 T+
Hazard statements
  • H330 Fatal if inhaled 吸入致命
  • H310 Fatal in contact with skin 皮肤接触致命
  • H300 Fatal if swallowed 吞食致命
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
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。
  • P302+P350
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
Signal word Danger
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • 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；
  • S36/37/39 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）；
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
UN Number 2811
Packing GroupII
Storage condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

系列性分类

  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics A-F - Antibiotics A to Z
  1. Life Science 生命科学
  2. Molecular Biology 分子生物学
  3. Epigenetics - Molecular Biology
  4. Bioactive Small Molecules for Epigenetic Research - Epigenetics
  5. Histone Deacetylase Inhibitors - Bioactive Small Molecules for Epigenetic Research
  6. Cyclic Tetrapeptide and Natural Product Inhibitors - Histone Deacetylase Inhibitors
  1. Medical Research Areas
  2. Epigenetics
  3. HDAC
  1. Medical Research Areas
  2. Neuronal Signaling
  3. HDAC

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