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147-94-4 molecular structure
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4-amino-1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

ChemBase ID: 165325
Molecular Formular: C9H13N3O5
Molecular Mass: 243.21662
Monoisotopic Mass: 243.08552053
SMILES and InChIs

SMILES:
C1(O)[C@@H](CO)O[C@H]([C@H]1O)n1ccc(nc1=O)N
Canonical SMILES:
OC[C@H]1O[C@H]([C@H](C1O)O)n1ccc(nc1=O)N
InChI:
InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6?,7-,8-/m1/s1
InChIKey:
UHDGCWIWMRVCDJ-RNMRRNDGSA-N

Cite this record

CBID:165325 http://www.chembase.cn/molecule-165325.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-amino-1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
IUPAC Traditional name
4-amino-1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Synonyms
4-amino-1-β-D-arabinofuranosyl-2(1H)pyrimidinone, Cytosine-β-D-arabinofuranoside
Cytarabine
CAS Number
147-94-4
PubChem SID
162259458
PubChem CID
12358851

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC C998100 external link Add to cart
PubChem 12358851 external link
Data Source Data ID Price
TRC
C998100 external link Add to cart Please log in.
Data Source Data ID
PubChem 12358851 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.553241  H Acceptors
H Donor LogD (pH = 5.5) -2.7975185 
LogD (pH = 7.4) -2.7975204  Log P -2.7975173 
Molar Refractivity 54.5448 cm3 Polarizability 21.48729 Å3
Polar Surface Area 128.61 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Ethanol expand Show data source
Water expand Show data source
Apperance
White Solid expand Show data source
Melting Point
212-213°C 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 - C998100 external link
Used as an antineoplastic and antiviral. A selective inhibitro of DNA synthesis. Does not inhibit RNA synthesis.Cytarabine, or cytosine arabinoside, is a chemotherapy agent used mainly in the treatment of cancers of white blood cells such as acute myelo

REFERENCES

REFERENCES

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  • • Donehower, R.C., et al.: Cancer Treat. Rep., 70, 1059 (1986)
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PATENTS

PATENTS

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INTERNET

INTERNET

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