9-(3-Deoxy-3-methylpentofuranosyl)-9h-purin-6-amine
Basic information
- CAS
26383-05-1- Standard SMILES
CC1C(CO)OC(n2cnc3c(N)ncnc32)C1O- InChIKey
IUICAGSHIJKNDR-UHFFFAOYSA-N- Molecular formula
- C11H15N5O3
- Average molar mass
- 265.27 g/mol
- Monoisotopic mass
- 265.11748936
Names & identifiers
- Preferred name
- 9-(3-Deoxy-3-methylpentofuranosyl)-9h-purin-6-amine
- IUPAC
- 2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-4-methyloxolan-3-ol
- English name
- 3'-Deoxy-3'--C-methyladenosine
- Molecular formula
- C11H15N5O3
- Molecular weight
- 265.27
Names & synonyms
3'-Deoxy-3'--C-methyladenosineNSC1279709-(3-deoxy-3-methylpentofuranosyl)-9h-purin-6-amineDTXSID40949227(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)-4-methyloxolan-3-olIUICAGSHIJKNDR-UHFFFAOYSA-NNSC-1279709-[3'-Deoxy-3'-methyl-.beta.-d-xylofuranosyl]adenineADENOSINE,3'-DEOXY-3'-METHYL-3’-Deoxy-3’-a-C-methyladenosine3’-Deoxy-3’-α-C-methyladenosine3'-Deoxy-3'-alpha-C-methyladenosine
Show more names
3’-Deoxy-3’-alpha-C-methyladenosine(2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol
Database identifiers
- CAS
26383-05-1- PubChem CID
- 278403
- DTXSID
DTXSID40949227
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 119 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 2
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 333
Physicochemical properties
- Melting point
- 243 °C · 243 °C(Solv: methanol (67-56-1); water (7732-18-5))
- Boiling point
- 606.4 · 606.4±65.0 °C(Predicted)
- Density
- 1.81 · 1.81±0.1 g/cm3(Predicted)
- pka
- 13.67 · 13.67±0.70(Predicted)
Chemistry & industry
Applications
Uses3’-Deoxy-3’-α-C-methyladenosine is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…