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397100

HNMPA-(AM)3

A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases.

Synonym(s):

HNMPA-(AM)3, Hydroxy-2-naphthalenylmethylphosphonic Acid Trisacetoxymethyl Ester, Pro-drug II

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Size/SKUAvailabilityPrice
5 mg
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$238.00

About This Item

Empirical Formula (Hill Notation):
C20H23O10P
CAS Number:
120944-03-8
Molecular Weight:
454.36
MDL number:
MFCD00236443
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (TLC)
Form:
oil
Storage condition:
OK to freeze

$238.00

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Quality Segment

100

assay

≥98% (TLC)

form

oil

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

colorless

solubility

DMSO: 20 mg/mL, ethanol: 20 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[P](=O)(OCOC(=O)C)(OCOC(=O)C)C(OCOC(=O)C)c1cc2c(cc1)cccc2

InChI

1S/C20H23O10P/c1-14(21)25-11-28-20(19-9-8-17-6-4-5-7-18(17)10-19)31(24,29-12-26-15(2)22)30-13-27-16(3)23/h4-10,20H,11-13H2,1-3H3

InChI key

UQODAZKXEREJLZ-UHFFFAOYSA-N

General description

A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases. Inhibits insulin receptor tyrosine kinase (IC50 = 100 µM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC50 = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC50 = 200 µM).
A cell-permeable analog of HNMPA. Inhibits insulin receptor tyrosine kinase (IC50 = 100 mM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC50 = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC50 = 200 µM). It has no effect on PKA (at concentrations up to 1 mM) or PKC (at concentrations up to 420 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
tyrosine kinase
Product does not compete with ATP.
Reversible: no
Target IC50: 100 µM and 10 µM against insulin receptor tyrosine kinase and insulin-stimulated glucose oxidation in isolated rat adipocytes, respectively

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Baltensperger, K., et al. 1992. Proc. Natl. Acad. Sci. USA89, 7885.
Saperstein, R., et al. 1989. Biochemistry28, 5694.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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341310428201251650
HNMPA-(AM)3 A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases.

Sigma-Aldrich

397100

HNMPA-(AM)3

FABP4 Inhibitor The FABP4 Inhibitor, also referenced under CAS 300657-03-8, controls the biological activity of FABP4.

Sigma-Aldrich

341310

FABP4 Inhibitor

LDN-211904 LDN-211904 modulates the biological activity of EphB3 receptor tyrosine kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Sigma-Aldrich

428201

LDN-211904

Damnacanthal A cell-permeable, potent, reversible, and selective inhibitor of p56lck tyrosine kinase.

Sigma-Aldrich

251650

Damnacanthal

description

A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases.

description

The FABP4 Inhibitor, also referenced under CAS 300657-03-8, controls the biological activity of FABP4.

description

LDN-211904 modulates the biological activity of EphB3 receptor tyrosine kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

description

A cell-permeable, potent, reversible, and selective inhibitor of p56lck tyrosine kinase.

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥99% (HPLC)

assay

≥95% (HPLC)

form

oil

form

solid

form

solid

form

solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage condition

OK to freeze

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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