Home > Compound List > Compound details
142784-25-6 molecular structure
click picture or here to close

2-amino-9-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-({1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-yl}amino)-6,9-dihydro-1H-purin-6-one

ChemBase ID: 165973
Molecular Formular: C23H23N9O4
Molecular Mass: 489.48662
Monoisotopic Mass: 489.18730026
SMILES and InChIs

SMILES:
[nH]1c(nc2c(c1=O)nc(n2[C@H]1C[C@H]([C@H](O1)CO)O)Nc1nc2ncc(cc2n1C)c1ccccc1)N
Canonical SMILES:
OC[C@H]1O[C@H](C[C@H]1O)n1c(nc2c1nc(N)[nH]c2=O)Nc1nc2c(n1C)cc(cn2)c1ccccc1
InChI:
InChI=1S/C23H23N9O4/c1-31-13-7-12(11-5-3-2-4-6-11)9-25-18(13)27-22(31)30-23-26-17-19(28-21(24)29-20(17)35)32(23)16-8-14(34)15(10-33)36-16/h2-7,9,14-16,33-34H,8,10H2,1H3,(H3,24,28,29,35)(H,25,26,27,30)/t14-,15-,16-/m1/s1
InChIKey:
UHVGJHQDVDVQHH-BZUAXINKSA-N

Cite this record

CBID:165973 http://www.chembase.cn/molecule-165973.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-amino-9-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-({1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-yl}amino)-6,9-dihydro-1H-purin-6-one
IUPAC Traditional name
2-amino-9-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-({1-methyl-6-phenylimidazo[4,5-b]pyridin-2-yl}amino)-1H-purin-6-one
Synonyms
2'-Deoxy-8-[(1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-yl)amino]guanosine
dG-C8-PhIP
N-(Deoxyguanosin-8-yl)-2-amino-1-methyl-6-phenylimidazo[4,5-β]pyridine
CAS Number
142784-25-6
PubChem SID
162260106
PubChem CID
29977094

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC D239630 external link Add to cart
PubChem 29977094 external link
Data Source Data ID Price
TRC
D239630 external link Add to cart Please log in.
Data Source Data ID
PubChem 29977094 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.157412  H Acceptors 10 
H Donor LogD (pH = 5.5) 1.2636085 
LogD (pH = 7.4) 1.2666184  Log P 1.2673374 
Molar Refractivity 128.9025 cm3 Polarizability 49.603176 Å3
Polar Surface Area 177.73 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMF expand Show data source
DMSO expand Show data source
Apperance
Brownish Yellow Solid expand Show data source
Melting Point
>270°C (dec.) expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - D239630 external link
The DNA adduct formed from N-Hydroxy-PHIP. Mutagenic nucleotide incorporation and hindered translocation by a food carcinogen C8-dG adduct in Sulfolobus solfataricus P2 DNA polymerase IV (Dpo4).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Frandsen, H., et al.: Carcinogenesis, 13, 4, 629 (1992)
  • • Lin, D., et al.: Chem. Res. Toxicol., 5, 691 (1992)
  • • Mizukami, S., et al.: Biochemistry, 45, 2772 (1992)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle