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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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$247.00

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

$247.00

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Quality Segment

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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This Item
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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

Fe(dibm)3

Sigma-Aldrich

ALD00386

Fe(dibm)3

Bromoethane-2,2,2-d3 99 atom % D

Sigma-Aldrich

486035

Bromoethane-2,2,2-d3

L-Proline-2,5,5-d3 98 atom % D, 97%

Sigma-Aldrich

791261

L-Proline-2,5,5-d3

description

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

description

-

description

99 atom % D

description

98 atom % D, 97%

form

oil

form

solid

form

-

form

solid

assay

≥98% (TLC)

assay

-

assay

99% (CP)

assay

97%

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

-

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

-

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

solubility

ethanol: 20 mg/mL, DMSO: 20 mg/mL

solubility

-

solubility

-

solubility

-

Storage Class

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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