Cas no 7292-42-4 (adenosine 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate])

Adenosine 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate] is a phosphorylated adenosine derivative characterized by its unique triphosphate-like structure with a modified terminal phosphate group. This compound is of significant interest in biochemical and pharmacological research due to its potential role as a stable analog of adenosine triphosphate (ATP). Its structural features, including the hydroxymethylphosphonate moiety, may confer enhanced resistance to enzymatic degradation, making it valuable for studying ATP-dependent processes. The compound’s ability to mimic high-energy phosphate bonds while exhibiting altered reactivity could provide insights into enzyme mechanisms or serve as a tool for modulating nucleotide-dependent pathways. Its synthetic complexity underscores its utility in specialized applications.
adenosine 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate] structure
7292-42-4 structure
Product Name:adenosine 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate]
CAS No:7292-42-4
MF:C11H18N5O12P3
MW:505.208204746246
CID:977639
PubChem ID:91557
Update Time:2025-10-15

adenosine 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate] Chemical and Physical Properties

Names and Identifiers

    • adenosine 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate]
    • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-[[hydroxy(phosphonooxy)phosphoryl]methyl]phosphinic acid
    • Α,Β-METHYLENEADENOSINE 5'-TRIPHOSPHATE TRISODIUM SALT
    • 5'-(Hydrogen((hydroxy(phosphonooxy)phosphinyl)methyl)phosphonate)adenosine
    • Adenosine 5'-[[[hydroxy(phosphonooxy)phosphinyl]meth
    • Adenosine 5'-[[hydroxy(phosphonooxy)phosphinyl]methyl] phosphonate
    • Adenosine-5'-methylenediphosphono-P2-phosphate
    • Einecs 230-723-9
    • Adenosine 5'-O-[.alpha., .beta.-methylene]-triphosphate
    • ({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)methyl](hydroxy)phosphoryl}oxy)phosphonic acid
    • DB02596
    • 7292-42-4
    • alpha,beta-meATP
    • Adenosine 5'-(a,b-methylenetriphosphate)
    • adenosine 5'-[alpha,beta-methylene]triphosphate
    • ATP, .ALPHA.,.BETA.-METHYLENE-
    • A26612
    • 5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]methyl}phosphoryl]adenosine
    • 9H-purin-6-amine, 9-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]methyl]phosphinyl]-beta-D-ribofuranosyl]-
    • alphabeta-meATP
    • Adenosine 5'-(hydrogen ((hydroxy(phosphonooxy)phosphinyl)methyl)phosphonate)
    • a,b-Methylene 5'-ATP
    • Adenosine, 5'-methylenediphosphonate, anhydride with H3PO4 (7CI)
    • (((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryloxy)(hydroxy)phosphoryl)methylphosphonic acid
    • ADENOSINE 5'-(.ALPHA.,.BETA.-METHYLENETRIPHOSPHONATE)
    • (a,b-Methylene)adenosine 5'-triphosphate
    • 1s26
    • GTPL4093
    • Adenosine, 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate] (9CI)
    • BDBM50118221
    • 1ru1
    • NCGC00163316-01
    • ADENOSINE 5'-(.ALPHA.,.BETA.-METHYLENETRIPHOSPHATE)
    • a,b-Methyleneadenosine 5'-triphosphate
    • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-[[hydroxy(phosphonooxy)phosphoryl]methyl]phosphinic acid
    • (.ALPHA.,.BETA.-METHYLENE)ADENOSINE TRIPHOSPHATE
    • .ALPHA.,.BETA.-METHYLENE 5'-ATP
    • 9H-Purin-6-amine, 9-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]methyl]phosphinyl]-.beta.-D-ribofuranosyl]-
    • AMP-CPP
    • 1tmm
    • NYX13NT29D
    • 5'-O-(hydroxy{[hydroxy(phosphonooxy)phosphoryl]methyl}phosphoryl)adenosine
    • ADENOSINE, 5'-METHYLENEDIPHOSPHONATE, ANHYDRIDE WITH H3PO4
    • ADENOSINE, 5'-(TRIHYDROGEN METHYLENEDIPHOSPHONATE), MONOANHYDRIDE WITH PHOSPHORIC ACID
    • SCHEMBL2345274
    • Adenosine 5'-methylenediphosphono-P2-phosphate
    • Alpha,Beta Methylene ATP
    • ADENOSINE, 5'-(HYDROGEN ((HYDROXY(PHOSPHONOOXY)PHOSPHINYL)METHYL)PHOSPHONATE)
    • DTXSID20223219
    • alpha,beta-Methyleneadenosine 5'-triphosphate
    • CHEBI:35056
    • Adenosine, 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate]
    • .ALPHA.,.BETA.-METHYLENE-ATP
    • diphosphomethylphosphonic acid adenosyl ester
    • CHEMBL132722
    • (alpha,beta-methylene)adenosine 5'-triphosphate
    • ALPHA,BETA-METHYLENEADENOSINE-5'-TRIPHOSPHATE
    • CAWZRIXWFRFUQB-IOSLPCCCSA-N
    • UNII-NYX13NT29D
    • ATP, a,b-methylene-
    • Q27074393
    • Adenosine 5'-(a,b-methylenetriphosphonate)
    • (a,b-Methylene)adenosine triphosphate
    • NS00037429
    • a,b-Methylene-ATP
    • Adenosine 5'-[hydrogen[[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate]
    • Adenosine, 5'-(trihydrogen methylenediphosphonate), monoanhydride with phosphoric acid (8CI)
    • 1ru2
    • alpha,beta-Methylene ATP
    • [3H]alphabeta-meATP
    • alphabeta-methylene-adenosine 5'-triphosphate
    • GTPL5405
    • (.alpha.,.beta.-methylene)adenosine 5'-triphosphate
    • DA-79155
    • [(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-[[oxidanyl(phosphonooxy)phosphoryl]methyl]phosphinic acid
    • DOU
    • alpha,beta-Methylene-ATP
    • Inchi： 1S/C11H18N5O12P3/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25)/t5-,7-,8-,11-/m1/s1
    • InChI Key： CAWZRIXWFRFUQB-IOSLPCCCSA-N
    • SMILES： P(CP(=O)(O)OP(=O)(O)O)(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3C(N)=NC=NC2=3)O1)O)O

Computed Properties

  • Exact Mass: 505.01600
  • Monoisotopic Mass: 505.01648202g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 7
  • Hydrogen Bond Acceptor Count: 16
  • Heavy Atom Count: 31
  • Rotatable Bond Count: 8
  • Complexity: 800
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -5.9
  • Topological Polar Surface Area: 270?2

Experimental Properties

  • PSA: 299.33000
  • LogP: -0.93690

adenosine 5'-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate] Pricemore >>

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