1-{5-O-[(3S,5S,7S)-Adamantan-1-Ylcarbonyl]-β-D-Arabinofuranosyl}-4-Amino-2(1H)-Pyrimidinone

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Properties Simple | Detailed

Formula C20H27N3O6
IUPAC Name [(2r,3s,4s,5r)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl adamantane-1-carboxylate
Molecular Mass 405.445 g·mol−1
Heat of Formation -1042.7 ± 16.7 kJ·mol−1
Dipole Moment 4.52 ± 1.08 D
Volume 463.11 Å 3
Surface Area 383.31 Å 2
HOMO Energy -9.26 ± 0.55 eV
LUMO Energy -0.10 ± eV
Point Group Symmetry C1
Synonyms
  • 1-(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)-5-o-1-d-arabinofuranosyl 1-adamantancarboxylat
  • 1-adamantanecarboxylic acid [(2r,3s,4s,5r)-5-(4-amino-2-oxo-1-pyrimidinyl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl ester
  • 1-adamantanecarboxylic acid, 5'-ester with 1-beta-d-arabinofuranosylcytosine
  • 1-beta-d-arabinoofuranosylcytosine 5'-adamantanecarboxylate
  • 1-beta-d-arabinoofuranosylcytosine 5'-adamantoate
  • 2(1h)-pyrimidinone, 4-amino-1-(5-o-(tricyclo(3.3.1.1.(3,7))dec-1-ylcarbonyl)-beta -d-arabinofuranosyl)- (9ci)
  • 5'-adamantoyl cytarabine
  • [(2r,3s,4s,5r)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl adamantane-1-carboxylate
  • [(2r,3s,4s,5r)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl adamantane-1-carboxylate
  • [(2r,3s,4s,5r)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl adamantane-1-carboxylate
  • adam ca
  • adamantane-1-carboxylic acid [(2r,3s,4s,5r)-5-(4-amino-2-keto-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl ester
  • adamantoyl cytarabine
  • adamantoylcytarabine
  • adamotyl ara-c
  • adoca
  • aracytidine 5'-adamantoate
  • cytosine, 1-beta-d-arabinofuranosyl-, 5'-(1-adamantanecarboxylate) (8ci)
  • u 26516
CAS Number(s)
  • 23113-01-1
  • 23113-11-3
  • 34624-43-6
InChIKey NMANUXYHRYVLDW-HUKAOKRKSA-N
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