[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

HCID 32741CAS 24936-38-7
Substructure searchFind similar structures

Basic information

Standard SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1
InChIKey
VGQHQOKIMNKUEF-ZLOOHWKQSA-N
Molecular formula
C19H27N7O16P2
Average molar mass
671.4 g/mol
Monoisotopic mass
671.09895104

Names & identifiers

Preferred name
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
IUPAC
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
English name
POLYADENYLIC-POLYURIDYLIC ACID SODIUM
Molecular formula
(C10H14N5O7P)x.(C9H13N2O9P)x
Molecular weight
671.403

Names & synonyms

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphateUNII-8N345NXR2KSCHEMBL15532261VGQHQOKIMNKUEF-ZLOOHWKQSA-N5'-Uridylic acid--5'-adenylic acid (1/1)25249-19-8polya-upoly(a.u)poly-ru:raPoly U-Na2polya.polyupoly(ra).poly(ru)
Show more names
poly(a).poly(u)complexPoly Ci2.U sodium saltpolyadenylate-polyuridylatepolyadenylic.polyuridylicacid

Database identifiers

CAS
24936-38-7
PubChem CID
32741
DTXSID
DTXSID50179654

Properties

Computed structural properties

Topological polar surface area
352 Ų
Hydrogen bond donors
10
Hydrogen bond acceptors
20
Rotatable bonds
8
Heavy atoms
44

Physicochemical properties

storage temp.
20 °C · −20°C
Melting point
52.6 °C · 52.6 °C
form
powder
InChIKey
VGQHQOKIMNKUEF-ZLOOHWKQSA-N
SMILES
[P](=O)(OC[C@H]3O[C@H]([C@@H]([C@@H]3O)O)[n]4c5ncnc(c5nc4)N)(O)O.[P](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N2C=CC(=O)NC2=O)(O)O
FDA UNII
8 N345NXR2K · 8N345NXR2K

Safety & regulation

Safety data

F
3-10-21
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
rtecs
AU7482700
Toxicity
mouse,LD,oral,> 500mg/kg (500mg/kg),Antibiotiki. Vol. 21, Pg. 642, 1976.
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications · 1 item

Usespolyadenylic-polyuridylic acid sodium is a double stranded homodimer studied for potential therapeutic activity, especially when coupled with radiotherapy. PolyA/U is used in comparative physiochemical studies with other duplex and single-stranded polymers such as poly-A and poly-U.

Suppliers15 total

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