[ CAS No. 56-65-5 ] {[proInfo.proName]}

Name: 56-65-5|((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate|95%
Brand: Ambeed
SKU: A160197
Price: 6.0 USD
Availability: InStock
Rating: 95 (25 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 56-65-5 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 56-65-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 56-65-5 ]

SDS Specification

Alternatived Products of [ 56-65-5 ]

Product Details of [ 56-65-5 ]

CAS No. :	56-65-5	MDL No. :	MFCD00065467
Formula :	C₁₀H₁₆N₅O₁₃P₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZKHQWZAMYRWXGA-KQYNXXCUSA-N
M.W :	507.18	Pubchem ID :	5957
Synonyms :	Adenosine triphosphate;Adenosine 5'-triphosphate;Triphosphoric acid adenosine ester;Triphosphaden;Atipi;Ara-ATP

Calculated chemistry of [ 56-65-5 ]

Physicochemical Properties

Num. heavy atoms :	31
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.5
Num. rotatable bonds :	8
Num. H-bond acceptors :	16.0
Num. H-bond donors :	7.0
Molar Refractivity :	95.4
TPSA :	308.56 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-13.45 cm/s

Lipophilicity

Log Po/w (iLOGP) :	-0.87
Log Po/w (XLOGP3) :	-5.71
Log Po/w (WLOGP) :	-1.95
Log Po/w (MLOGP) :	-5.6
Log Po/w (SILICOS-IT) :	-5.68
Consensus Log Po/w :	-3.96

Druglikeness

Lipinski :	3.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	4.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	0.93
Solubility :	4280.0 mg/ml ; 8.43 mol/l
Class :	Highly soluble
Log S (Ali) :	-0.11
Solubility :	398.0 mg/ml ; 0.784 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	3.05
Solubility :	564000.0 mg/ml ; 1110.0 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.88

Safety of [ 56-65-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 56-65-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 56-65-5 ]
Downstream synthetic route of [ 56-65-5 ]

[ 56-65-5 ] Synthesis Path-Upstream 1~1

1
[ 1094-61-7 ]
[ 56-65-5 ]
[ 53-84-9 ]

Reference： [1] Phytochemistry, 2002, vol. 61, # 6, p. 637 - 644
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 4, p. 1087 - 1090[3] Angew. Chem., 2018, vol. 130, # 4, p. 1099 - 1102,4

[ 56-65-5 ] Synthesis Path-Downstream 1~88

1
[ 67030-27-7 ]
[ 25798-61-2 ]
[ 56-65-5 ]

Reference： [1]Journal of the American Chemical Society,1988,vol. 110,p. 7170 - 7177
[2]Journal of the American Chemical Society,1997,vol. 119,p. 4149 - 4159

2
[ 534-47-4 ]
[ 56-65-5 ]
Phosphoric acid (2R,3S,4R,5R,6S)-5-amino-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-4-hydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yl ester (2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester [ No CAS ]

Reference： [1]Agricultural and Biological Chemistry,1980,vol. 44,p. 279 - 286

3
[ 3947-65-7 ]
[ 56-65-5 ]
Phosphoric acid (2R,3S,4R,5R,6R)-5-amino-2-aminomethyl-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-4-hydroxy-tetrahydro-pyran-3-yl ester (2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester [ No CAS ]

Reference： [1]Agricultural and Biological Chemistry,1980,vol. 44,p. 279 - 286

4
[ 4087-38-1 ]
[ 56-65-5 ]

Reference： [1]Journal of Magnetic Resonance (1969),1990,vol. 87,p. 230 - 241

5
[ 60-92-4 ]
[ 56-65-5 ]

Reference： [1]Journal of Chemical Thermodynamics,2003,vol. 35,p. 1809 - 1830

6
[ 138-08-9 ]
[ 61-19-8 ]
[ 127-17-3 ]
[ 56-65-5 ]

Reference： [1]Journal of Chemical Thermodynamics,2003,vol. 35,p. 1809 - 1830

7
[ 138-08-9 ]
[ 58-64-0 ]
[ 127-17-3 ]
[ 56-65-5 ]

Reference： [1]Journal of Chemical Thermodynamics,2003,vol. 35,p. 1809 - 1830

8
[ 358-72-5 ]
[ 56-65-5 ]
[ 57596-78-8 ]

Reference： [1]Phytochemistry,2004,vol. 65,p. 2439 - 2446

9
[ 127-17-3 ]
[ 56-65-5 ]
[ 138-08-9 ]
[ 61-19-8 ]

Reference： [1]Journal of Chemical Thermodynamics,2003,vol. 35,p. 1809 - 1830

10
[ 127-17-3 ]
[ 56-65-5 ]
[ 138-08-9 ]
[ 58-64-0 ]

Reference： [1]Journal of Chemical Thermodynamics,2003,vol. 35,p. 1809 - 1830

11
[ 56-65-5 ]
[ 60-92-4 ]

Yield	Reaction Conditions	Operation in experiment
	With isolated guanylyl cyclase domain of protein rhodopsin-guanylate cyclase double mutant with adenylyl cyclase activity; manganese(ll) chloride; In aq. buffer; for 0.00833333h;pH 7.6;Enzymatic reaction;Catalytic behavior; Kinetics;	General procedure: Guanylyl cyclase activity was measured using reversed-phase (RP)-HPLC to follow formation of cGMP and disappearance of GTP. 100-l reactions were prepared in 50 mM Tris buffer, pH7.6, containing 50 mM NaCl and 0.5 mM EDTA. Reactions contained GTP and metal ion (MgCl2 or MnCl2) at the concentrations indicated in the figures and were initiated by addition of enzyme. 20-l aliquots were quenched at specified time points (30 s to 5 h) by combining with an equal volume of 1 N HCl. Precipitated protein was removed with 0.22-m Spin-X centrifugal filters (Corning Costar) by centrifugation at 5000 rpm for 5 min in a table top centrifuge. The samples were then neutralized with 20 l of 1 M potassium phosphate, pH 8, and applied to a 250*2.1-mm ACE5 C18-AR reversed-phase 5mum column connected to an Agilent 1260 Infinity HPLC system with a G136D 1260 multiwave length detector. Nucleotides were separated by isocratic elution with a 100 mM potassium phosphate buffer, pH 6.2, at a flow rate of 0.4 ml/min and monitored by absorbance at 254 nm. Peaks were integrated with OpenLab CDS ChemStation software and compared with peaks from standards for GTP and cGMP of known concentration. Assays for adenylyl cyclase activity were performed identically except that the reaction contained <strong>[56-65-5]ATP</strong> instead of GTP, and the HPLC column running buffer was 100 mM potassium phosphate, pH 6.2, containing 10% (v/v) methanol. The concentration of stock solutions was determined spectrophotometrically using extinction coefficients of 13,700 M-1 cm-1 at 252 nm for GTP, 12,320 M-1 cm-1 at 260 nm for cGMP, 15,400 M-1 cm-1 at 259 nm for <strong>[56-65-5]ATP</strong>, and 15,000 M-1 cm-1 at 260 nm for cAMP. The dependence of activity on enzyme concentration was evaluated through a non-linear least-squares fit (MATLAB) of the rate data to Equation 1 for a reaction in which the only active species is a dimer of the enzyme in a monomer/dimer equilibrium (Eq. 1) where upsilon= reaction rate (muM/s); kcat = turnover number (s-1); E = total enzyme concentration (muM); and KD is the equilibrium dissociation constant for dimerization of the enzyme, defined as KD=[monomer]2 / [dimer] with units of muM. KD and kcat are parameters determined through the fitting process. These reactions contained 10 mM GTP and 20 mM metal ion (Mn2+ or Mg2+), which was saturating for all enzyme concentrations tested.

Reference： [1]Journal of Chemical Thermodynamics,2003,vol. 35,p. 1809 - 1830
[2]Biochemistry,2010,vol. 49,p. 5494 - 5503
[3]Journal of Biological Chemistry,2017,vol. 292,p. 21578 - 21589

12
[ 93-97-0 ]
[ 56-65-5 ]
2',3'-dibenzoyladenosine 5'-triphosphate [ No CAS ]

Reference： [1]Analytical Chemistry,2004,vol. 76,p. 2869 - 2877

13
[ 28446-21-1 ]
[ 56-65-5 ]
ADP-GlcNAc [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
3.3%	With yeast inorganic pyrophosphatase; N-acetylglucosamine-1-phosphate pyrophosphorylase from C. jejuni NCTC 11168; tris hydrochloride; magnesium chloride; at 37℃; for 2h;pH 7.5;	General procedure: To investigate the substrate specificity towards NTPs, GlcNAc-1-P was used as the sugar-1-P substrate. Twelve NTPs were added into the reaction system, respectively. Typically, enzymatic reactions were carried out under standard conditions and were initiated with the addition of purified CjGlmU (6 mug) to a solution system containing 20 mM Tris-HCl (pH 7.5), 5 mM MgCl2, 5 mM GlcNAc-1-P, 5 mM NTP, 1 U/mL yeast inorganic pyrophosphatase in a final volume of 100 muL. The reactions were performed at 37 C for 2 h and quenched by boiling at 100C for 15 minutes followed by centrifugation at 13,000 rpm for 30 minutes. CE was used to detect the formation of products. ESI-MS or LCMS-IT-TOF was used to further identify the final product.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 4303 - 4307
[2]Organic Letters,2007,vol. 9,p. 857 - 860
[3]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 6429 - 6432

14
[ 491-97-4 ]
[ 56-65-5 ]
Ap₅T [ No CAS ]

Reference： [1]Russian Journal of Bioorganic Chemistry,2005,vol. 31,p. 48 - 57

15
[ 875615-48-8 ]
[ 56-65-5 ]
C₃₄H₄₇N₉O₁₆P₂ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46

16
[ 875615-49-9 ]
[ 56-65-5 ]
C₃₇H₅₅N₉O₁₇P₂S [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46

17
C₂₅H₃₇BF₂N₅O₈P [ No CAS ]
[ 56-65-5 ]
C₃₅H₄₉BF₂N₁₀O₁₄P₂ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46

18
[ 2226-71-3 ]
[ 56-65-5 ]
[ 3633-59-8 ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46
[2]Organic Process Research and Development,2016,vol. 20,p. 954 - 959

19
[ 56-65-5 ]
[ 59-56-3 ]
[ 2140-58-1 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 857 - 860

20
5'-dTAATACGACTCACTATAGGGAGA*3'-dATTATGCTGAGTGATATCCCTCT(3,5-dimethylphenyl nucleoside)GTCA [ No CAS ]
[ 56-65-5 ]
5'-dTAATACGACTCACTATAGGGAGAA*3'-dATTATGCTGAGTGATATCCCTCT(3,5-dimethylphenyl nucleoside)GTCA [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2000,vol. 122,p. 3274 - 3287

21
5'-dTAATACGACTCACTATAGGGAGA*3'-dATTATGCTGAGTGATATCCCTCT(2,4,5-trimethylphenyl nucleoside)GTCA [ No CAS ]
[ 56-65-5 ]
5'-dTAATACGACTCACTATAGGGAGAA*3'-dATTATGCTGAGTGATATCCCTCT(2,4,5-trimethylphenyl nucleoside)GTCA [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2000,vol. 122,p. 3274 - 3287

22
5'-dTAATACGACTCACTATAGGGAGA*3'-dATTATGCTGAGTGATATCCCTCT(1,4-dimethylnaphthyl nucleoside)GTCA [ No CAS ]
[ 56-65-5 ]
5'-dTAATACGACTCACTATAGGGAGAA*3'-dATTATGCTGAGTGATATCCCTCT(1,4-dimethylnaphth-2-yl nucleoside)GTCA [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2000,vol. 122,p. 3274 - 3287

23
5'-dTAATACGACTCACTATAGGGAGA*3'-dATTATGCTGAGTGATATCCCTCT(2-methylnaphth-3-yl nucleoside)GTCA [ No CAS ]
[ 56-65-5 ]
5'-dTAATACGACTCACTATAGGGAGAA*3'-dATTATGCTGAGTGATATCCCTCT(2-methylnaphth-3-yl nucleoside)GTCA [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2000,vol. 122,p. 3274 - 3287

24
5'-dTAATACGACTCACTATAGGGAGA*3'-dATTATGCTGAGTGATATCCCTCT(isocarbostyril nucleoside)GTCA [ No CAS ]
[ 56-65-5 ]
5'-dTAATACGACTCACTATAGGGAGAA*3'-dATTATGCTGAGTGATATCCCTCT(isocarbostyril nucleoside)GTCA [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2000,vol. 122,p. 3274 - 3287

25
5'-dTAATACGACTCACTATAGGGAGA*3'-dATTATGCTGAGTGATATCCCTCT(7-azaindole nucleoside)GTCA [ No CAS ]
[ 56-65-5 ]
5'-dTAATACGACTCACTATAGGGAGAA*3'-dATTATGCTGAGTGATATCCCTCT(7-azaindole nucleoside)GTCA [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2000,vol. 122,p. 3274 - 3287

26
[ 4468-22-8 ]
[ 56-65-5 ]
C₂₀H₂₈N₁₀O₁₉P₃⁽³²⁾P [ No CAS ]
C₂₀H₂₈N₁₀O₁₉P₂⁽³²⁾P₂ [ No CAS ]

Reference： [1]Russian Journal of Bioorganic Chemistry,2005,vol. 31,p. 563 - 566

27
[ 156766-20-0 ]
[ 56-65-5 ]
C₂₂H₂₂N₅O₉P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

28
[ 156766-19-7 ]
[ 56-65-5 ]
C₂₂H₂₂N₅O₁₀P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

29
[ 944728-73-8 ]
[ 56-65-5 ]
C₂₂H₂₂N₅O₁₀P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

30
C₁₂H₉NO₅ [ No CAS ]
[ 56-65-5 ]
C₂₂H₂₁N₆O₁₁P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

31
[ 137434-21-0 ]
[ 56-65-5 ]
C₂₃H₂₄N₅O₁₀P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

32
C₁₃H₁₂O₅ [ No CAS ]
[ 56-65-5 ]
C₂₃H₂₄N₅O₁₁P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

33
[ 56-65-5 ]
[ 2283-08-1 ]
C₂₁H₂₀N₅O₉P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

34
[ 86-55-5 ]
[ 56-65-5 ]
C₂₁H₂₀N₅O₈P [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 7728 - 7729

36
[ 85-17-6 ]
[ 56-65-5 ]
AMP-streptidine [ No CAS ]

Reference： [1]Chemical Communications,2007,p. 2829 - 2831
[2]Chemical Communications,2007,p. 2829 - 2831

37
[ 65-47-4 ]
[ 63-39-8 ]
[ 56-65-5 ]
[ 86-01-1 ]
RNA, single stranded, 5'-pCUCUGGUAACUAGAGAUCCCUCAGACCACUCUAGACGGUGUAAAAAUCUCUAGCAGUGGCGCCCGAACAGGGACUUUAAAGUGAAAGUAACAGGGA-3' [ No CAS ]

Reference： [1]Russian Journal of Bioorganic Chemistry,2007,vol. 33,p. 233 - 242

38
[ 56-65-5 ]
C₂₁H₃₅N₇O₁₆P₃S [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46

39
[ 56-65-5 ]
C₃₄H₄₇N₉O₁₉P₃ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46

40
[ 56-65-5 ]
C₃₇H₅₅N₉O₂₀P₃S [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46

41
[ 56-65-5 ]
C₃₅H₄₉BF₂N₁₀O₁₇P₃ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 44 - 46

42
[ 857447-44-0 ]
[ 56-65-5 ]

Reference： [1]Organic Letters,2005,vol. 7,p. 2217 - 2220

43
C₁₄H₁₆N₅O₁₄P₃S^(4-) [ No CAS ]
[ 56-65-5 ]

Reference： [1]Organic Letters,2005,vol. 7,p. 2217 - 2220

44
[ 29886-19-9 ]
[ 56-65-5 ]

Reference： [1]Organic Letters,2005,vol. 7,p. 2217 - 2220

45
[ 56-65-5 ]
C₂₈H₃₅N₁₁O₂₀P₄ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 2813 - 2816

46
[ 56-65-5 ]
C₂₆H₂₉N₁₃O₂₅P₄ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 2813 - 2816

47
[ 56-65-5 ]
[ 851986-94-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2000,vol. 8,p. 2451 - 2460

48
[ 56-65-5 ]
[ 5959-90-0 ]