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-RYVZHVEOSA-N- Molecular formula
- C11H17N5O9P2
- Average molar mass
- 425.23 g/mol
- Monoisotopic mass
- 425.05015113
Names & identifiers
- Preferred name
- [[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]methylphosphonic acid
- IUPAC
- [[(2S,3R,4S,5S)-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
CHEMBL598619NSC614641SCHEMBL15532186DTXSID80958717BDBM50378656F822229-{5-O-[Hydroxy(phosphonomethyl)phosphoryl]-beta-L-ribofuranosyl}-9H-purin-6-amine9-{5-O-[Hydroxy(phosphonomethyl)phosphoryl]pentofuranosyl}-9H-purin-6-amine9H-Purin-6-amine, 9-[5-O-[hydroxy(phosphonomethyl)phosphinyl]-.beta.-L-ribofuranosyl]-[[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]methylphosphonic acidAMPPCPAMP-CP
Show more names
ADP[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
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
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
- UNSPSC Code
- 41106305 · 41106305
- NACRES
- 51 · NA.51
- Symbol(GHS)
- 7 · GHS07
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
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+86-029-81138252 +86-173 9270 1263 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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