Basic information
- CAS
3768-14-7- Standard SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O- InChIKey
OLCWZBFDIYXLAA-IOSLPCCCSA-N- Molecular formula
- C11H17N5O9P2
- Average molar mass
- 425.23 g/mol
- Monoisotopic mass
- 425.05015113
Overview
Adenosine 5'-methylenediphosphate is a nucleoside diphosphate analogue.
Names & identifiers
- Preferred name
- Alpha,beta-methylene adenosine 5'-diphosphate
- IUPAC
- [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]methylphosphonic acid
- English name
- alpha,beta-Methyleneadenosine 5'-diphosphate
- Molecular formula
- C11H17N5O9P2
- Molecular weight
- 425.23
Names & synonyms
MethADP3768-14-7Adenosine 5'-methylenediphosphateAdenosine, 5'-(trihydrogen methylenebis(phosphonate))EINECS 223-194-0NSC 614641ALPHA,BETA-METHYLENE-ADPALPHA,BETA-METHYLENEADENOSINE 5'-DIPHOSPHATE0T2A5439OEALPHA,BETA-METHYLENEADENOSINE-5'-DIPHOSPHATEalpha,beta-methylene adenosine 5'-diphosphateCHEBI:40730
Show more names
AMPPCPAMP-CPADP[α,β-CH2]Adenosine 5'-(αα,β-Methylene ADPADP[ALPHA,BETA-CH2]β-methylene)diphosphateadenosine5’-methylenediphosphateα,β-Methylene adenosine diphosphateAdenosine 5′-(α,β-methylene)diphosphate
5'-O-[hydroxy(phosphonomethyl)phosphoryl]adenosine.ALPHA.,.BETA.-METHYLENE-ADPNSC-6146415'-ADENYLYL METHYLENEPHOSPHONATE.ALPHA.,.BETA.-METHYLENE-5'-ADPAdenosine 5'-(alpha,beta-methylene)diphosphatealpha,beta-methylene ADPADENOSINE .ALPHA.,.BETA.-METHYLENEDIPHOSPHATE
Properties
Computed structural properties
- XLogP
- -4.8
- Topological polar surface area
- 223 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 13
- Rotatable bonds
- 6
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 637
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 895.6 · 895.6±75.0 °C(Predicted)
- Density
- 2.35 · 2.35±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in DMSO
- form
- Solid
- pka
- 1.62 · 1.62±0.10(Predicted)
- color
- White to off-white
- biological source
- synthetic (organic)
- Water Solubility
- 50 mg/mL, · water: 50mg/mL, clear, colorless
- BRN
- 633678 · 633678
- InChIKey
- OLCWZBFDIYXLAA-IOSLPCCCSA-N
- SMILES
- Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)CP(O)(O)=O)[C@@H](O)[C@H]3O
- FDA UNII
- 0 T2A5439OE · 0T2A5439OE
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
- F
- 3-10-21
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Applications
UsesAdenosine 5′-(α,β-methylene)diphosphate has been used as a component of culture media, to study its effects as an inhibitor of cluster of differentiation 73 (CD73) and adenosinergic signaling regulation via CD73 or ecto-5′-nucleotidase.
Upstream & downstream products
Upstream raw materials
Suppliers22 total
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [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]
上海喀露蓝科技有限公司18149758185 18149758185 · [email protected]
陕西缔都医药化工有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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