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帕比司他

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histone deacetylase 1 Inhibitor histone deacetylase 2 Inhibitor histone deacetylase 3 Inhibitor histone deacetylase 4 Inhibitor histone deacetylase 6 Inhibitor histone deacetylase 7 Inhibitor histone deacetylase 8 Inhibitor histone deacetylase 9 Inhibitor Plasmodium falciparum histone deacetylase 1
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基本描述

规格或纯度 ≥98%
英文名称 Panobinostat (LBH589)
别名 帕比司他
英文别名 LBH 589;N-Hydroxy-3-[4-[[[2-(2-methyl-1H-indol-3-yl)-ethyl]-amino]methyl]phenyl]-2E-2-propenamide;(2E)-N-Hydroxy-3-[4-[[[2-(2-methyl-1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2-propenamide;NVP-LBH589
生化机理 Panobinostat (LBH589) is a HDAC (histone deactylase) inhibitor of research interest for multiple diseases such as multiple myeloma. The deacetylation of histones is associated with transcriptional silencing. Panobinostat was reported to inhibit several human multiple myeloma cell lines with and IC50 ≥ 20nM. Panobinostat was also reported to induce expression of DNA damage response genes and induce apoptosis in Ph- acute lymphoblastic leukemia cells.
应用 An HDAC inhibitor reported to inhibit human multiple myeloma cell lines.
储存温度 -20°C储存
运输条件 超低温冰袋运输
产品介绍

Panobinostat (LBH589)是一种新型的，广谱的HDAC抑制剂，IC50为5 nM。Phase 3。An HDAC inhibitor reported to inhibit human multiple myeloma cell lines.

Panobinostat (LBH589) is a novel broad-spectrum HDAC inhibitor with IC50 of 5 nM. Phase 3.
An HDAC inhibitor reported to inhibit human multiple myeloma cell lines.

名称和标识符

IUPAC Name (E)-N-hydroxy-3-[4-[[2-(2-methyl-1H-indol-3-yl)ethylamino]methyl]phenyl]prop-2-enamide
INCHI InChI=1S/C21H23N3O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(25)24-26/h2-11,22-23,26H,12-14H2,1H3,(H,24,25)/b11-10+
InChi Key FPOHNWQLNRZRFC-ZHACJKMWSA-N
Canonical SMILES CC1=C(C2=CC=CC=C2N1)CCNCC3=CC=C(C=C3)C=CC(=O)NO
分子式

C21H23N3O2
PubChem CID 6918837
分子量 349.44

化学和物理性质

溶解性 Soluble in DMSO (70 mg/ml), methanol, water (<1.2 mg/ml), DMF (~50 mg/ml), and ethanol (~3.3 mg/ml).

安全信息

象形图
ghs06

Toxic

ghs08

Health Hazard

ghs05

Corrosive

ghs07

Harmful
信号词 Danger
危险声明 H315: Causes skin irritation
H301: Toxic if swallowed
H331: Toxic if inhaled
H373: Causes damage to organs through prolonged or repeated exposure
H318: Causes serious eye damage
H360: May damage fertility or the unborn child
H301+H331: Toxic if swallowed or if inhaled
预防措施声明 P261,P280,P302+P352,P321,P405,P501,P264,P260,P271,P270,P304+P340,P403+P233,P362+P364,P330,P203,P264+P265,P301+P316,P305+P354+P338,P318,P317,P332+P317,P316,P319

靶标

Target ID 2616
名称 histone deacetylase 2
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 488 6q21 HDAC2 histone deacetylase 2
Mouse 2 488 10 B1 Hdac2 histone deacetylase 2
Rat 2 147 20q12 Hdac2 histone deacetylase 2
Entrez Gene 3066 (Hs) , 15182 (Mm) , 84577 (Rn)
UniProtKB P70288 (Mm) , Q92769 (Hs)
Ensembl Gene ENSG00000196591 (Hs) , ENSMUSG00000019777 (Mm) , ENSRNOG00000000604 (Rn)
RefSeq Nucleotide NM_001527 (Hs) , NM_008229 (Mm) , NM_053447 (Rn)
RefSeq Protein NP_001518 (Hs) , NP_032255 (Mm) , NP_445899 (Rn)
OMIM 605164 (Hs)
Protein GI 293336691 (Hs) , 87162464 (Mm) , 208022663 (Rn)
DrugBank Target Q92769 (Hs)
CATH/Gene3D 3.40.800.20 (N/A)
ChEMBL Target CHEMBL1937 (Hs)
Target ID 2617
名称 histone deacetylase 3
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 428 5q31.3 HDAC3 histone deacetylase 3
Mouse 2 424 18 B3 Hdac3 histone deacetylase 3
Rat 2 428 18p11 Hdac3 histone deacetylase 3
Entrez Gene 8841 (Hs) , 15183 (Mm) , 84578 (Rn)
UniProtKB O15379 (Hs) , O88895 (Mm) , Q6P6W3 (Rn)
Ensembl Gene ENSG00000171720 (Hs) , ENSMUSG00000024454 (Mm) , ENSRNOG00000019618 (Rn)
RefSeq Nucleotide NM_003883 (Hs) , NM_010411 (Mm) , NM_053448 (Rn)
RefSeq Protein NP_003874 (Hs) , NP_034541 (Mm) , NP_445900 (Rn)
OMIM 605166 (Hs)
Protein GI 13128862 (Hs) , 89257352 (Mm) , 16758192 (Rn)
DrugBank Target O15379 (Hs)
CATH/Gene3D 3.40.800.20 (N/A)
ChEMBL Target CHEMBL5142 (Mm) , CHEMBL1829 (Hs)
Target ID 2618
名称 histone deacetylase 6
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 1215 Xp11.23 HDAC6 histone deacetylase 6
Mouse 2 1149 X 3.58 cM Hdac6 histone deacetylase 6
Rat 2 147 Xq13 Hdac6 histone deacetylase 6
Entrez Gene 10013 (Hs) , 15185 (Mm) , 84581 (Rn)
UniProtKB Q9UBN7 (Hs) , Q9Z2V5 (Mm)
Ensembl Gene ENSG00000094631 (Hs) , ENSMUSG00000031161 (Mm) , ENSRNOG00000048738 (Rn)
RefSeq Nucleotide NM_006044 (Hs) , NM_010413 (Mm)
RefSeq Protein NP_006035 (Hs) , NP_034543 (Mm)
OMIM 300272 (Hs)
Orphanet 248481 (Hs)
Protein GI 13128864 (Hs) , 194353997 (Mm)
DrugBank Target Q9UBN7 (Hs)
CATH/Gene3D 3.30.40.10 (N/A) , 3.40.800.20 (N/A)
ChEMBL Target CHEMBL2878 (Mm) , CHEMBL1865 (Hs)
Target ID 2619
名称 histone deacetylase 8
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 377 Xq13.1 HDAC8 histone deacetylase 8
Mouse 2 377 X D Hdac8 histone deacetylase 8
Rat 2 377 Xq22 Hdac8 histone deacetylase 8
Entrez Gene 55869 (Hs) , 70315 (Mm) , 363481 (Rn)
UniProtKB B1WC68 (Rn) , Q8VH37 (Mm) , Q9BY41 (Hs)
Ensembl Gene ENSG00000147099 (Hs) , ENSMUSG00000067567 (Mm) , ENSRNOG00000003122 (Rn)
RefSeq Nucleotide NM_001126373 (Rn) , NM_018486 (Hs) , NM_027382 (Mm)
RefSeq Protein NP_001119845 (Rn) , NP_060956 (Hs) , NP_081658 (Mm)
OMIM 300269 (Hs)
Orphanet 290272 (Hs)
Protein GI 8923769 (Hs) , 58037203 (Mm) , 270288778 (Rn)
CATH/Gene3D 3.40.800.20 (N/A)
ChEMBL Target CHEMBL3192 (Hs) , CHEMBL2347 (Mm)
Target ID 2620
名称 histone deacetylase 9
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 1011 7p21.1 HDAC9 histone deacetylase 9
Mouse 2 588 12 A3 Hdac9 histone deacetylase 9
Rat 2 1068 6q16 Hdac9 histone deacetylase 9
Entrez Gene 9734 (Hs) , 79221 (Mm) , 687001 (Rn)
UniProtKB Q99N13 (Mm) , Q9UKV0 (Hs)
Ensembl Gene ENSG00000048052 (Hs) , ENSMUSG00000004698 (Mm) , ENSRNOG00000004158 (Rn)
RefSeq Nucleotide NM_001200045 (Rn) , NM_001271386 (Mm) , NM_058176 (Hs)
RefSeq Protein NP_001186974 (Rn) , NP_001258315 (Mm) , NP_478056 (Hs)
OMIM 606543 (Hs)
Orphanet 122391 (Hs)
Protein GI 17158039 (Hs) , 405978897 (Mm) , 317689947 (Rn)
DrugBank Target Q9UKV0 (Hs)
CATH/Gene3D 3.40.800.20 (N/A)
ChEMBL Target CHEMBL4145 (Hs)
Target ID 2658
名称 histone deacetylase 1
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 482 1p35.2-p35.1 HDAC1 histone deacetylase 1
Mouse 2 482 4 63.26 cM Hdac1 histone deacetylase 1
Rat 2 482 5q36 Hdac1 histone deacetylase 1
RefSeq Protein NP_004955 (Hs) , NP_032254 (Mm) , NP_001020580 (Rn)
RefSeq Nucleotide NM_004964 (Hs) , NM_008228 (Mm) , NM_001025409 (Rn)
Entrez Gene 3065 (Hs) , 297893 (Rn) , 433759 (Mm)
UniProtKB O09106 (Mm) , Q13547 (Hs)
Ensembl Gene ENSG00000116478 (Hs) , ENSMUSG00000028800 (Mm) , ENSRNOG00000009568 (Rn)
OMIM 601241 (Hs)
Protein GI 13128860 (Hs) , 6680193 (Mm) , 70794768 (Rn)
DrugBank Target Q13547 (Hs)
CATH/Gene3D 3.40.800.20 (N/A)
ChEMBL Target CHEMBL4001 (Mm) , CHEMBL325 (Hs)
Target ID 2659
名称 histone deacetylase 4
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 1084 2q37.3 HDAC4 histone deacetylase 4
Mouse 2 1076 1 D Hdac4 histone deacetylase 4
Rat 2 1077 9q36 Hdac4 histone deacetylase 4
RefSeq Protein NP_006028 (Hs) , NP_997108 (Mm) , NP_445901 (Rn)
RefSeq Nucleotide NM_006037 (Hs) , NM_207225 (Mm) , NM_053449 (Rn)
Entrez Gene 9759 (Hs) , 208727 (Mm) , 363287 (Rn)
UniProtKB P56524 (Hs) , Q6NZM9 (Mm)
Ensembl Gene ENSG00000068024 (Hs) , ENSRNOG00000020372 (Rn) , ENSMUSG00000026313 (Mm)
OMIM 605314 (Hs)
Protein GI 153085395 (Hs) , 46402201 (Mm) , 402744248 (Rn)
CATH/Gene3D 3.40.800.20 (N/A)
ChEMBL Target CHEMBL3524 (Hs)
Target ID 2661
名称 histone deacetylase 7
缩写名 SHP2
家族 3.5.1.- Histone deacetylases (HDACs)
别名 EP2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 952 12q13.11 HDAC7 histone deacetylase 7
Mouse 2 938 15 F1 Hdac7 histone deacetylase 7
Rat 2 238 7q36 Hdac7 histone deacetylase 7
RefSeq Protein NP_056216 (Hs) , NP_001191204 (Mm)
RefSeq Nucleotide NM_015401 (Hs) , NM_001204275 (Mm)
Entrez Gene 51564 (Hs) , 56233 (Mm) , 84582 (Rn)
UniProtKB Q8C2B3 (Mm) , Q8WUI4 (Hs) , Q99P96 (Rn)
Ensembl Gene ENSG00000061273 (Hs) , ENSMUSG00000022475 (Mm) , ENSRNOG00000055597 (Rn)
OMIM 606542 (Hs)
Protein GI 169234807 (Hs) , 324073114 (Mm) , 30913010 (Rn)
CATH/Gene3D 3.40.800.20 (N/A)
ChEMBL Target CHEMBL2716 (Hs)
Target ID 3072
名称 Plasmodium falciparum histone deacetylase 1
缩写名 PfHDAC1
家族 Chromatin modifying enzymes (Plasmodium spp.)
别名 Kir1.2
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Plasmodium falciparum 3D7 2 449 18p11 HDAC1 histone deacetylase 1
UniProtKB Q7K6A1 (Pf3D7)
PlasmoDB PF3D7_0925700 (Pf3D7)
ChEMBL Target CHEMBL1293190 (Pf3D7)

关联配体

Ligand ID 7489
名称 panobinostat
别名 LBH-589
类别 Synthetic organic
学名 (E)-N-hydroxy-3-[4-[[2-(2-methyl-1H-indol-3-yl)ethylamino]methyl]phenyl]prop-2-enamide
生物活性评价 In Plasmodium, panobinostat demonstrates in vitro activity against both the sexual and asexual blood stages of the parasite lifecycle.
评价 Panobinostat is a non-selective histone deacetylase (HDAC) inhibitor . The compound also has antimalarial activity.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
配体家族 Antimalarial ligands

参考文献

1. Mack GS.  (2010)  To selectivity and beyond..  Nat Biotechnol,  28  (12):  (1259-66).  [PMID:21139608]
2. Engel JA, Jones AJ, Avery VM, Sumanadasa SD, Ng SS, Fairlie DP, Skinner-Adams T, Andrews KT.  (2015)  Profiling the anti-protozoal activity of anti-cancer HDAC inhibitors against Plasmodium and Trypanosoma parasites..  Int J Parasitol Drugs Drug Resist,  5  (3):  (117-26).  [PMID:26199860]
3. Khan N, Jeffers M, Kumar S, Hackett C, Boldog F, Khramtsov N, Qian X, Mills E, Berghs SC, Carey N et al..  (2008)  Determination of the class and isoform selectivity of small-molecule histone deacetylase inhibitors..  Biochem J,  409  (2):  (581-9).  [PMID:17868033]

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