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1-Naphthohydroxamic acid

CAT: 0804-HY-130538-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-130538-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
1-Naphthohydroxamic acid (Compound 2) is a potent and selective HDAC8 inhibitor with an IC50 of 14 μM. 1-Naphthohydroxamic acid is more selectively for HDAC8 than class I HDAC1 and class II HDAC6 (IC50 >100 μM) . 1-Naphthohydroxamic acid does not increase global histone H4 acetylation and also does not reduce total intracellular HDAC activity[1][2].1-Naphthohydroxamic acid can induce tubulin acetylation[3].
CAS Number
6953-61-3
UNSPSC
12352005
Hazard Statement
H302, H312, H332
Target
HDAC
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Epigenetics
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/1-naphthohydroxamic-acid.html
Purity
99.59
Solubility
DMSO : 125 mg/mL (ultrasonic)
Smiles
O=C(C1=C2C=CC=CC2=CC=C1)NO
Molecular Formula
C11H9NO2
Molecular Weight
187.19
Precautions
H302, H312, H332
References & Citations
[1]Krennhrubec K, et al. Design and evaluation of 'Linkerless' hydroxamic acids as selective HDAC8 inhibitors. Bioorg Med Chem Lett. 2007 May 15;17 (10) :2874-8.|[2]Oehme I, et al. Histone deacetylase 8 in neuroblastoma tumorigenesis. Clin Cancer Res. 2009 Jan 1;15 (1) :91-9.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
HDAC1; HDAC6; HDAC8

Chemical Information

1-Naphthohydroxamic Acid
CAS Number6953-61-3
PubChem CID23382
IUPAC NameN-hydroxynaphthalene-1-carboxamide
Molecular FormulaC11H9NO2
Molecular Weight187.19
XLogP2.4
Topological Polar Surface Area49.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Heavy Atom Count14
Formal Charge0
Complexity217
SMILES
C1=CC=C2C(=C1)C=CC=C2C(=O)NO
InChI
InChI=1S/C11H9NO2/c13-11(12-14)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,14H,(H,12,13)
InChIKey
JRZGPWOEHDOVMC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1-Naphthohydroxamic Acid
CAS: 6953-61-3
CID: 23382
Formula: C11H9NO2
MW: 187.19
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight187.19
XLogP32.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass187.063328530
Monoisotopic Mass187.063328530
Topological Polar Surface Area49.3 Ų
Heavy Atom Count14
Formal Charge0
Complexity217
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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