RNA repeating unit
Athanor · official
C10H15N5O10P2 · 427.2 g/mol
IUPAC name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate
Also called RNA, mRNA, rRNA, tRNA, miRNA, siRNA
Names and identifiers
- IUPAC name
- [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate
- Synonyms
- RNA, mRNA, rRNA
+ 47 more
tRNA, miRNA, siRNA, ribonucleotide, messenger RNA, transfer RNA, ribosomal RNA, microRNA, Adenosine 3',5'-diphosphate, 3'-Phosphoadenosine 5'-phosphate, 3',5'-ADP, Adenosine 3'-phosphate-5'-phosphate, C65F80D52U, 3'-Adenylic acid, 5'-(dihydrogen phosphate), DTXSID50909413, {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid, (((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl)methoxy)phosphonic acid, RefChem:552973, DTXCID801511517, adenosine 3',5'-bisphosphate, adenosine-3'-5'-diphosphate, phosphoadenosine phosphate, adenosine 3',5'-bismonophosphate, 3'-Phosphoadenylate, 3'-Phosphoryl-AMP, adenosine 3',5'-bis(dihydrogen phosphate), [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate, [5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methoxyphosphonic acid, 1vkj, ((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methyl dihydrogen phosphate, A3P, adenosine-3'-5'-bisphosphate, Adenosine 3,5-bis, 1hi4, 1o0f, 3,5-Diphosphoadenosine, 3',5'-diphosphoadenosine, Adenosine 3,5-bisphosphate, orb64176, A3P5P, SCHEMBL42104, UNII-C65F80D52U, 3-Phosphoadenosine 5-phosphate, CHEMBL574817, GTPL1718, orb1734179, orb3027559
- Molecular formula
- C10H15N5O10P2
- Empirical formula
- C10H15N5O10P2
- Molecular weight
- 427.2 g/mol
- Exact mass
- 427.02942
- CAS number
- 1053-73-2
- PubChem CID
- 159296
- Canonical SMILES
- C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)OP(=O)(O)O)O)N
- Isomeric SMILES
- C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)OP(=O)(O)O)O)N
- InChI
- InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1
- InChIKey
- WHTCPDAXWFLDIH-KQYNXXCUSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 27
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.5
- H-bond donors
- 6
- H-bond acceptors
- 10 computed here · PubChem 14
- Rotatable bonds
- 6
- TPSA (Ų)
- 232.6 computed here · PubChem 233
- Formal charge
- 0
- XLogP3
- -4.6 PubChem
- Complexity
- 631 PubChem
- Stereocenters
- 4 definedCIP: C11: R · C13: R · C20: S · C26: R
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C28.12%
- H3.54%
- N16.39%
- O37.45%
- P14.50%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -1.75 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -1.24 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 4.08 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 427.2
- log P ≤ 5 (Crippen): -1.75
- H-bond donors ≤ 5: 6
- H-bond acceptors ≤ 10: 10
Breaks 1 of the four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: Biorbyt, ChemoSapiens, RR Scientific.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Varian · 500 MHz · Water)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- MS-MSHuman Metabolome Database (HMDB) (LC-ESI-QTOF · positive) · Human Metabolome Database (HMDB) (LC-ESI-QTOF · positive) · Human Metabolome Database (HMDB) (LC-ESI-QTOF · positive) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative)
- LC-MSMassBank Europe (Q-Exactive Orbitrap, Thermo Scientfic; Ultimate 3000 HPLC, Thermo Scientfic · LC-ESI-QFT · NEGATIVE) · MassBank Europe (Q-Exactive Orbitrap, Thermo Scientfic; Ultimate 3000 HPLC, Thermo Scientfic · LC-ESI-QFT · POSITIVE) · MassBank Europe (Agilent 6530 Q-TOF LC/MS · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (Agilent 6530 Q-TOF LC/MS · LC-ESI-QTOF · NEGATIVE) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative) · MassBank of North America (MoNA) (Agilent qTOF 6545 · LC-ESI-QTOF · negative)
- Other MSMassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [2]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.