Basic information
- CAS
14675-48-0- Standard SMILES
Cc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O- InChIKey
FIGBCBGMUIGJBD-PNHWDRBUSA-N- Molecular formula
- C11H14N4O4
- Average molar mass
- 266.25 g/mol
- Monoisotopic mass
- 266.10150494
Overview
cpd not in Chemline 6/30/83
Names & identifiers
- Preferred name
- 6-Methylpurine riboside
- IUPAC
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylpurin-9-yl)oxolane-3,4-diol
- English name
- 6-methylpurine riboside
- Molecular formula
- C11H14N4O4
- Molecular weight
- 266.25
Names & synonyms
14675-48-06-Methylpurine riboside6-Methyl-9-beta-D-ribofuranosylpurine9H-Purine, 6-methyl-9-beta-D-ribofuranosyl-RefChem:105054633-922-2(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-methyl-9H-purin-9-yl)tetrahydrofuran-3,4-diol(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylpurin-9-yl)oxolane-3,4-diol6-Methylpurine-beta-D-ribonucleoside(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylpurin-9-yl)tetrahydrofuran-3,4-diol(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methyl-9H-purin-9-yl)oxolane-3,4-diol6-Methyl-9beta-D-ribofuranosylpurine
Show more names
6-METHYLPURINE6-D-MPRNsc1016196-Methylpurine-β-D-riboside6-Methylpurine ribonucleoside6-Methylpurine-beta-D-riboside6-Methyl-9-(1-β-D-ribofuranosyl)purine6-Methyl-9.beta.-D-ribofuranosylpurine6-Methylpurine-9-beta-D-ribofuranoside
MFCD00056009NSC 101619orb1908957SCHEMBL1682931CHEMBL1269736TNU0008FIGBCBGMUIGJBD-PNHWDRBUSA-NAKOS016006085
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 114 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 2
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 334
Physicochemical properties
- Melting point
- 209 · 209-210 °C
- Boiling point
- 590.4 · 590.4±60.0 °C(Predicted)
- Density
- 1.81 · 1.81±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- pka
- 13.13 · 13.13±0.70(Predicted)
- form
- Solid
- color
- White to off-white
- InChI
- InChI=1/C11H14N4O4/c1-5-7-10(13-3-12-5)15(4-14-7)11-9(18)8(17)6(2-16)19-11/h3-4,6,8-9,11,16-18H,2H2,1H3/t6-,8-,9-,11-/s3
- InChIKey
- FIGBCBGMUIGJBD-SOMIAQKHNA-N
- SMILES
- N1(C=NC2C(C)=NC=NC1=2)[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 |&1:10,11,13,15,r|
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H312-H332
- Precautionary statements
- 261 · P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362-P403+P233-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- risk_code
- 23/24/25
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- T
- safety_code
- 36/37/39-45
- Hazard statements
- H302-H312-H332
- Precautionary statements
- P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362-P403+P233-P501
Chemistry & industry
Applications
Description6-Methylpurine-β-D-riboside (β-D-MPR; 6-methylpurine riboside), an antibiotic isolated from culture broths of the basidiomycetes fungi Collybia dryophilia and Collybia maculata, has antifungal, antiviral and antitumor activity. β-D-MPR is an excellent substrate of mammalian adenosine deaminase (ADA), and its mechanism of activation in tumor cells presumably relates to its interaction with this enzyme [1].
Uses6-Methylpurine riboside 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].
Upstream & downstream products
Downstream products
Suppliers24 total
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
宁波亿诺化学品有限公司86-574-27787657 · [email protected]
攀纳燊（河南）医药科学技术有限公司0371-65325800 13700860222 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
Related reactions
1 records
Compound notes
Loading…