Ardma
Basic information
- CAS
58-60-6- Standard SMILES
CN(C)c1ncnc2c1ncn2C1OC(CO)C(N)C1O- InChIKey
RYSMHWILUNYBFW-UHFFFAOYSA-N- Molecular formula
- C12H18N6O3
- Average molar mass
- 294.31 g/mol
- Monoisotopic mass
- 294.14403846
Names & identifiers
- Preferred name
- Ardma
- IUPAC
- 4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)oxolan-3-ol
- English name
- Puromycin aminonucleoside
- Molecular formula
- C12H18N6O3
- Molecular weight
- 294.31
Names & synonyms
ARDMAAminonucleoside puromycinNSC3056NSC 3056Puromycin, aminonucleosidePuromycin aminonucleoside?TimTec1_004068CHEMBL4098422SCHEMBL31243099RYSMHWILUNYBFW-UHFFFAOYSA-NHMS1545I20HMS5087D03
Show more names
Aids000507Aids-000507aminonucleoside3′-Amino-3′-deoxy-N63’-Amino-3’-deoxy-N6aminonucleosidepuromycinPuroMycin aMinonucleosidstylomycinaminonucleoside
4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)oxolan-3-olAKOS024282527ST0569373'-amino-3'-deoxy-n,n-dimethyl-adenosineNS000200996-Dimethylamino-9-[3 -amino-3 -deoxyribosyl]-purineBRD-A01606679-001-01-8
Database identifiers
- CAS
58-60-6- PubChem CID
- 1599
- ChEMBL
CHEMBL4098422
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 123 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 373
Physicochemical properties
- Melting point
- 235 ℃ · 235℃ (Decomposition)
- Boiling point
- 436.08 °C · 436.08°C (rough estimate)
- Density
- 1.2131 · 1.2131 (rough estimate)
- refractive index
- 1.7 · 1.7000 (estimate)
- Flash point
- Not applicable
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- solubility
- 2 O: · H2O: 50 mg/mL, clear, slightly yellow
- pka
- 13.26 · 13.26±0.70(Predicted)
- form
- powder
- color
- White
- Water Solubility
- 50 mg/ml · Soluble in water at 50mg/ml. May require heating
- BRN
- 93902 · 93902
- Stability
- 1 year · Stable for 1 year as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 2 months.
- InChI
- 1S/C12H18N6O3/c1-17(2)10-8-11(15-4-14-10)18(5-16-8)12-9(20)7(13)6(3-19)21-12/h4-7,9,12,19-20H,3,13H2,1-2H3/t6-,7+,9+,12-/m1/s1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10-21
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AU7337000
- hs_code
- 29419090
- risk_code
- 48/22
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xi,Xn
- Storage Class
- 11 - Combustible Solids
- target organs
- Kidney
- Hazard statements
- H373
- Hazard Classifications
- STOT RE 2
- Precautionary statements
- P260-P314-P501a
Chemistry & industry
Applications
DescriptionPuromycin aminonucleoside (58-60-6) is the nucleoside moiety of puromycin (Cat.# 10-2100) which does not inhibit protein synthesis or induce apoptosis.1It acts as a glomerular epithelial cell toxin2 and as such is a useful tool for producing animal models of nephropathy3,4, or puromycin aminonucleoside nephrosis (1-2.5 mg/100g rat body weight)5. Active in vivo.
UsesPuromycin aminonucleoside is a semi-synthetic derivative of puromycin which lacks the methoxyphenylalanyl moiety. Puromycin aminonucleoside is the key intermediate in the synthesis of semi-synthetic analogues of puromycin. It does not inhibit protein synthesis or induce apoptosis, but exhibits antitumour properties. Puromycin aminonucleoside-induced nephrosis is a well-described model of human idiopathic nephrotic syndrome, suppressing integrin expression in cultured glomerular epithelial cells.
UsesPuromycin Aminonucleoside is an aminonucleoside portion of the antibiotic puromycin.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Puromycin derivative that lacks the methoxyphenylalanyl group on the amine of the sugar ring.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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