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Cyclic ara-AMP

HCID 6603718
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Basic information

CAS
32465-18-2
Standard SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@@H]1O
InChIKey
IVOMOUWHDPKRLL-GAWUUDPSSA-N
Molecular formula
C10H12N5O6P
Average molar mass
329.21 g/mol
Monoisotopic mass
329.05252012

Names & identifiers

Preferred name
Cyclic ara-AMP
IUPAC
(4aR,6R,7S,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
English name
cyclic 9 beta-D-arabinosyladenine 3',5'-monophosphate
Molecular formula
C10H12N5O6P
Molecular weight
329.21

Names & synonyms

Cyclic ara-AMP32465-18-2Cyclic 9 beta-D-arabinosyladenine 3',5'-monophosphate9beta-D-Arabinofuranosyladenine cyclic 3',5'-phosphate9H-Purin-6-amine, 9-(3,5-O-phosphinico-beta-D-arabinofuranosyl)-Adenosine Impurity 71Lopac-A-9501CHEMBL1365681SCHEMBL23829670Adenosine Cyclophosphate Impurity 1NCGC00015107-01(4aR,6R,7S,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
Show more names
ara-cAMP9H-Purin-6-amine, 9-(3,5-O-phosphinico-β-D-arabinofuranosyl)- (9CI)
(4aR,6R,7S,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide

Database identifiers

CAS
32465-18-2
PubChem CID
6603718
ChEMBL
CHEMBL1365681

Properties

Computed structural propertiesFilling in

XLogP
-2.6
Topological polar surface area
155 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
10
Rotatable bonds
1
Heavy atoms
22
Formal charge
0
Complexity
498

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