HNMPA-(AM)3 - ≥98% , CAS No.120944-03-8

CAS: 120944-03-8 Cat. No.: H275917 Molecular Weight: 454.36

GRADE & PURITY ≥98%

Synonyms

KBio2_003027 | Bio1_000738 | NCGC00163452-02 | CBiol_001963 | HNMPA-(AM)3 | KBio2_005595 | J-004417 | [bis(acetyloxymethoxy)phosphoryl-naphthalen-2-ylmethoxy]methyl acetate | 3-[(acetyloxy)methoxy]-4-(naphthalen-2-yl)-3-oxido-8-oxo-2,5,7-trioxa-3lambda(5)

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Shipped at 4°C. Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

KBio2_003027 | Bio1_000738 | NCGC00163452-02 | CBiol_001963 | HNMPA-(AM)3 | KBio2_005595 | J-004417 | [bis(acetyloxymethoxy)phosphoryl-naphthalen-2-ylmethoxy]methyl acetate | 3-[(acetyloxy)methoxy]-4-(naphthalen-2-yl)-3-oxido-8-oxo-2, 5, 7-trioxa-3lambda(5)

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Insulin receptor tyrosine kinase inhibitor (IC 50 = 100 μM). Inhibits serine and tyrosine autophosphorylation by the human insulin receptor. Cell-permeable analog of HNMPA (cell impermeable analog available).

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Note

Unstable; make up solutions fresh and use immediately. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(=O)OCOC(C1=CC2=CC=CC=C2C=C1)P(=O)(OCOC(=O)C)OCOC(=O)C
• IUPAC Name: [bis(acetyloxymethoxy)phosphoryl-naphthalen-2-ylmethoxy]methyl acetate
• InChIKey: UQODAZKXEREJLZ-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC(=O)OCOC(C1=CC2=CC=CC=C2C=C1)P(=O)(OCOC(=O)C)OCOC(=O)C
• Molecular Weight: 454.36
• Reaxy-Rn: 11322049
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11322049&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Tricarboxylic acids and derivatives Dialkyl alkylphosphonates Phosphonic acid esters Carboxylic acid esters Acetals Organopnictogen compounds Organophosphorus compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Naphthalene - Tricarboxylic acid or derivatives - Dialkyl alkylphosphonate - Phosphonic acid diester - Phosphonic acid ester - Organophosphonic acid derivative - Carboxylic acid ester - Acetal - Carboxylic acid derivative - Organic oxygen compound - Organooxygen compound - Organophosphorus compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• External Descriptors: acetate ester - organic phosphonate - naphthalenes

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GLA Tclin Alpha-galactosidase A (5444 Activities)

Discover Target: GLA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol to 25 mM and in DMSO to 25mM
• Molecular Weight: 454.400 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 14
• Exact Mass: 454.103 Da
• Monoisotopic Mass: 454.103 Da
• Topological Polar Surface Area: 124.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 642.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Biying Zhang, Taoxun Zhou, Runxin Zhu, Peixi Qin, Juncheng Li, Chunqun Wang, Hui Liu, Min Hu.  (2025)  Aptazyme-mediated gene regulation in Strongyloides stercoralis for functional studies of insulin receptor isoform specificity.  PLoS Pathogens,  21  (12): (e1013774).  [PMID:41406115] [10.1371/journal.ppat.1013774]