Cat. No.: HY-149497

HDAC6-IN-19

HDAC6-IN-19 (Compound 14g) is a HDAC6 inhibitor (IC₅₀: 2.68 nM). HDAC6-IN-19 also inhibits HDAC1, HDAC2 and HDAC3 with IC₅₀s of 61.6 nM, 98.7 nM and 103 nM. HDAC6-IN-19 potently inhibits multiple cancer cell proliferation, including leukemia, colon cancer, melanoma, and breast cancer cell lines.

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화학식: C₂₆H₂₃ClN₄O₃
분자량:474.94

보관:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (269 KB)

HDAC6-IN-19 Chemical Structure

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- 제품 설명
- IC₅₀ & Target
- Cellular Effect
Chemical Information
순도&문서
References
Calculators
Help & FAQs
Classifications
Bioz

Biological Activity

제품 설명

IC₅₀ & Target

2.68 nM, 61.6 nM, 98.7 nM and 103 nM (HDAC6, HDAC1, HDAC2 and HDAC3)^[1]

All HDAC Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
786-0	GI₅₀	3.71 μM Compound: 14g	Antiproliferative activity against human 786-0 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human 786-0 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
A498	GI₅₀	2.06 μM Compound: 14g	Antiproliferative activity against human A498 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human A498 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
A549	GI₅₀	3.97 μM Compound: 14g	Antiproliferative activity against human A549 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human A549 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
ACHN	GI₅₀	3.05 μM Compound: 14g	Antiproliferative activity against human ACHN cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human ACHN cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
BT-549	GI₅₀	4.93 μM Compound: 14g	Antiproliferative activity against human BT-549 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human BT-549 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
CAKI-1	GI₅₀	2.33 μM Compound: 14g	Antiproliferative activity against human CAKI-1 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human CAKI-1 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
CCRF-CEM	GI₅₀	0.617 μM Compound: 14g	Antiproliferative activity against human CCRF-CEM cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human CCRF-CEM cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
COLO 205	GI₅₀	0.719 μM Compound: 14g	Antiproliferative activity against human COLO 205 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human COLO 205 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
DU-145	GI₅₀	1.08 μM Compound: 14g	Antiproliferative activity against human DU-145 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human DU-145 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
EKVX	GI₅₀	2.65 μM Compound: 14g	Antiproliferative activity against human EKVX cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human EKVX cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
HCC 2998	GI₅₀	0.605 μM Compound: 14g	Antiproliferative activity against human HCC 2998 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human HCC 2998 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
HCT-116	GI₅₀	0.609 μM Compound: 14g	Antiproliferative activity against human HCT-116 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human HCT-116 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
HCT-15	GI₅₀	4.26 μM Compound: 14g	Antiproliferative activity against human HCT-15 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human HCT-15 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
HL-60(TB)	GI₅₀	0.706 μM Compound: 14g	Antiproliferative activity against human HL-60(TB) cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human HL-60(TB) cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
HOP-62	GI₅₀	1.27 μM Compound: 14g	Antiproliferative activity against human HOP-62 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human HOP-62 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
HOP-92	GI₅₀	0.93 μM Compound: 14g	Antiproliferative activity against human HOP-92 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human HOP-92 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
Hs-578T	GI₅₀	1.01 μM Compound: 14g	Antiproliferative activity against human Hs-578T cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human Hs-578T cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
HT-29	GI₅₀	0.838 μM Compound: 14g	Antiproliferative activity against human HT-29 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human HT-29 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
IGROV-1	GI₅₀	1.2 μM Compound: 14g	Antiproliferative activity against human IGROV-1 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human IGROV-1 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
K562	GI₅₀	0.72 μM Compound: 14g	Antiproliferative activity against human K562 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human K562 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
KM12	GI₅₀	2.36 μM Compound: 14g	Antiproliferative activity against human KM12 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human KM12 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
LOX IMVI	GI₅₀	1.09 μM Compound: 14g	Antiproliferative activity against human LOX IMVI cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human LOX IMVI cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
M14	GI₅₀	2.2 μM Compound: 14g	Antiproliferative activity against human M14 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human M14 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
Malme-3M	GI₅₀	0.41 μM Compound: 14g	Antiproliferative activity against human Malme-3M cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human Malme-3M cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
MCF7	GI₅₀	0.874 μM Compound: 14g	Antiproliferative activity against human MCF7 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human MCF7 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
MDA-MB-231	GI₅₀	0.887 μM Compound: 14g	Antiproliferative activity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
MDA-MB-435	GI₅₀	0.959 μM Compound: 14g	Antiproliferative activity against human MDA-MB-435 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human MDA-MB-435 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
MDA-MB-468	GI₅₀	0.38 μM Compound: 14g	Antiproliferative activity against human MDA-MB-468 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human MDA-MB-468 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
MOLT-4	GI₅₀	0.563 μM Compound: 14g	Antiproliferative activity against human MOLT-4 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human MOLT-4 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
NCI/ADR-RES	GI₅₀	3.35 μM Compound: 14g	Antiproliferative activity against human NCI-ADR-RES cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human NCI-ADR-RES cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
NCI-H226	GI₅₀	2.27 μM Compound: 14g	Antiproliferative activity against human NCI-H226 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human NCI-H226 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
NCI-H23	GI₅₀	1.33 μM Compound: 14g	Antiproliferative activity against human NCI-H23 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human NCI-H23 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
NCI-H322M	GI₅₀	1.62 μM Compound: 14g	Antiproliferative activity against human NCI-H322M cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human NCI-H322M cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
NCI-H460	GI₅₀	1.02 μM Compound: 14g	Antiproliferative activity against human NCI-H460 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human NCI-H460 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
NCI-H522	GI₅₀	0.584 μM Compound: 14g	Antiproliferative activity against human NCI-H522 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human NCI-H522 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
OVCAR-3	GI₅₀	1.23 μM Compound: 14g	Antiproliferative activity against human OVCAR-3 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human OVCAR-3 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
OVCAR-4	GI₅₀	3.73 μM Compound: 14g	Antiproliferative activity against human OVCAR-4 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human OVCAR-4 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
OVCAR-5	GI₅₀	0.456 μM Compound: 14g	Antiproliferative activity against human OVCAR-5 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human OVCAR-5 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
OVCAR-8	GI₅₀	0.942 μM Compound: 14g	Antiproliferative activity against human OVCAR-8 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human OVCAR-8 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
PC-3	GI₅₀	1.76 μM Compound: 14g	Antiproliferative activity against human PC-3 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human PC-3 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
RPMI-8226	GI₅₀	0.564 μM Compound: 14g	Antiproliferative activity against human RPMI-8226 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human RPMI-8226 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
RPMI-8226	IC₅₀	0.62 μM Compound: 14g	Antiproliferative activity against human RPMI-8226 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human RPMI-8226 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
RXF 393	GI₅₀	0.455 μM Compound: 14g	Antiproliferative activity against human RXF 393 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human RXF 393 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SF-268	GI₅₀	2.92 μM Compound: 14g	Antiproliferative activity against human SF-268 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SF-268 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SF-295	GI₅₀	1.81 μM Compound: 14g	Antiproliferative activity against human SF-295 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SF-295 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SF-539	GI₅₀	1.14 μM Compound: 14g	Antiproliferative activity against human SF-539 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SF-539 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SK-MEL-2	GI₅₀	2.77 μM Compound: 14g	Antiproliferative activity against human SK-MEL-2 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SK-MEL-2 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SK-MEL-28	GI₅₀	0.878 μM Compound: 14g	Antiproliferative activity against human SK-MEL-28 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SK-MEL-28 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SK-MEL-5	GI₅₀	0.721 μM Compound: 14g	Antiproliferative activity against human SK-MEL-5 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SK-MEL-5 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SK-OV-3	GI₅₀	2.01 μM Compound: 14g	Antiproliferative activity against human SK-OV-3 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SK-OV-3 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SN12C	GI₅₀	2.41 μM Compound: 14g	Antiproliferative activity against human SN12C cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SN12C cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SNB-19	GI₅₀	2.26 μM Compound: 14g	Antiproliferative activity against human SNB-19 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SNB-19 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SNB-75	GI₅₀	2.26 μM Compound: 14g	Antiproliferative activity against human SNB-75 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SNB-75 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SR	GI₅₀	1.15 μM Compound: 14g	Antiproliferative activity against human SR cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SR cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
SW-620	GI₅₀	0.687 μM Compound: 14g	Antiproliferative activity against human SW620 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human SW620 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
T47D	GI₅₀	0.6 μM Compound: 14g	Antiproliferative activity against human T47D cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human T47D cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
TK-10	GI₅₀	1.51 μM Compound: 14g	Antiproliferative activity against human TK-10 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human TK-10 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
U-251	GI₅₀	1.21 μM Compound: 14g	Antiproliferative activity against human U-251 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human U-251 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
UACC-257	GI₅₀	1.23 μM Compound: 14g	Antiproliferative activity against human UACC-257 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human UACC-257 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
UACC-62	GI₅₀	0.538 μM Compound: 14g	Antiproliferative activity against human UACC-62 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human UACC-62 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]
UO-31	GI₅₀	2.64 μM Compound: 14g	Antiproliferative activity against human UO-31 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay Antiproliferative activity against human UO-31 cells assessed as cell growth inhibition incubated for 72 hrs by alamar blue dye based assay	[PMID: 37660484]

Chemical Information

분자량 474.94
화학식 C₂₆H₂₃ClN₄O₃
SMILES

O=C([C@H]1CC2=C([C@H](C3=CC=C(Cl)C=C3)N1)NC4=C2C=CC=C4)NCC5=CC=C(C(NO)=O)C=C5
선적

Room temperature in continental US; may vary elsewhere.
보관

Please store the product under the recommended conditions in the Certificate of Analysis.

순도&문서

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (269 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Chen X, et al. Tetrahydro-β-carboline derivatives as potent histone deacetylase 6 inhibitors with broad-spectrum antiproliferative activity. Eur J Med Chem. 2023 Nov 15;260:115776. [Content Brief]

Calculators

몰농도 계산기

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

농도 희석 계산기

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Keywords

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HDAC6-IN-19

All HDAC Isoforms

Biological Activity

Chemical Information

순도&문서

References

Calculators

Help & FAQs

HDAC6-IN-19 Related Classifications

HY-149497 Related Classifications