Basic information
- CAS
130-49-4- Standard SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1OP(=O)(O)O- InChIKey
QDFHPFSBQFLLSW-KQYNXXCUSA-N- Molecular formula
- C10H14N5O7P
- Average molar mass
- 347.22 g/mol
- Monoisotopic mass
- 347.0630848
Overview
Adenosine 2'-phosphate is a purine ribonucleoside 2'-monophosphate. It has a role as a Saccharomyces cerevisiae metabolite. It is a conjugate acid of an adenosine 2'-phosphate(2-).
Names & identifiers
- Preferred name
- Adenosine 2'-Phosphate
- IUPAC
- [(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate
- English name
- ADENOSINE 2' -& 3'-MONOPHOSPHATE FREE
- Molecular formula
- C10H14N5O7P
- Molecular weight
- 347.22
Names & synonyms
2'-Adenylic acid130-49-4Adenosine-2'-monophosphateAdenosine 2'-phosphateAdenosine 2'-monophosphateAMP 2'-phosphateW907528R6OCHEBI:28223[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphateDTXSID10292419((2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl) dihydrogen phosphate2' Adenylic Acid
Show more names
2’-ampAdo-2'-P-MONOPHOSPHATE FREEVidarabine Impurity 6Adenylic Acid Hydrate2'(3')-AMP·Na2 mixtureadenosine2’-phosphoricacid
RefChem:915144DTXCID50243561204-990-7Adenosine 2'-phosphate hemihydrate2'-AMP(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl dihydrogen phosphateAdenosine 2'-monophosphoric acid81012-86-4
Database identifiers
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 186 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 4
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 481
Physicochemical properties
- Melting point
- 183 °C · 183 °C
- Boiling point
- 815.5 · 815.5±75.0 °C(Predicted)
- Density
- 2.32 · 2.3200 (rough estimate)
- refractive index
- 1.905 · 1.9050 (estimate)
- storage temp.
- -20 °C · -20°C
- solubility
- 3 mg/ml · <3mg/ml in PBS(pH7.2)
- form
- Solid
- pka
- 1 · pK1: 3.81(+1);pK2: 6.17(0) (25°C)
- color
- White
- biological source
- yeast
- Water Solubility
- 0.5 g/L · 0.5g/L(15 ºC)
- Merck
- 157 · 157
- InChI
- InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6+,7,10-/m1/s1
- InChIKey
- QDFHPFSBQFLLSW-PKJMTWSGSA-N
- SMILES
- N1=C(N)C2N=CN([C@]3([H])O[C@]([H])(CO)[C@]([H])(O)C3([H])OP(O)(=O)O)C=2N=C1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- AU7480300
- Toxicity
- mouse,LD,intraperitoneal,> 1gm/kg (1000mg/kg),Annals of the New York Academy of Sciences. Vol. 60, Pg. 251, 1954.
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesAdenosine 2′-monophosphate (2′-AMP) is a metabolite produced from hydrolysis of 2′,3′-cAMP. 2′-AMP inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. 2′-AMP is used in the synthesis of a new photoaffinity lable for the coenzyme site of porcine NADP-specific isocitrate dehydrogenase. 2′,3′-cAMP and 2′-AMP represent a new unexplored pathway for adenosine-based cell regulation.
Suppliers46 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…