Home Other Building Blocks 5'-O-(Elaidoyl) 1-β-D-arabinofuranosylcytosine

5'-O-(Elaidoyl) 1-β-D-arabinofuranosylcytosine

CAS No.:
188181-42-2
Catalog Number:
AG00ANSE
Molecular Formula:
C27H45N3O6
Molecular Weight:
507.6627
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%
1 week
United States
$210
- +
10mg
98%
1 week
United States
$321
- +
50mg
98%
1 week
United States
$821
- +
100mg
98%
1 week
United States
$1376
- +
Product Description
Catalog Number:
AG00ANSE
Chemical Name:
5'-O-(Elaidoyl) 1-β-D-arabinofuranosylcytosine
CAS Number:
188181-42-2
Molecular Formula:
C27H45N3O6
Molecular Weight:
507.6627
MDL Number:
MFCD19443751
IUPAC Name:
[(2R,3S,4S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl (E)-octadec-9-enoate
InChI:
InChI=1S/C27H45N3O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(31)35-20-21-24(32)25(33)26(36-21)30-19-18-22(28)29-27(30)34/h9-10,18-19,21,24-26,32-33H,2-8,11-17,20H2,1H3,(H2,28,29,34)/b10-9+/t21-,24-,25+,26-/m1/s1
InChI Key:
FLFGNMFWNBOBGE-FNNZEKJRSA-N
SMILES:
CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1ccc(nc1=O)N
UNII:
TA7WJG93AR
Properties
Complexity:
754  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
1  
Exact Mass:
507.331g/mol
Formal Charge:
0
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
507.672g/mol
Monoisotopic Mass:
507.331g/mol
Rotatable Bond Count:
19  
Topological Polar Surface Area:
135A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.7  
Literature
Title Journal
Metabolism and accumulation of the lipophilic deoxynucleoside analogs elacytarabine and CP-4126. Investigational new drugs 20121001
Elacytarabine has single-agent activity in patients with advanced acute myeloid leukaemia. British journal of haematology 20120901
Phase I and pharmacokinetic study of elacytarabine, a novel 5'-elaidic acid derivative of cytarabine, in adults with refractory hematological malignancies. Leukemia 20120701
Elacytarabine, a novel 5'-elaidic acid derivative of cytarabine, and idarubicin combination is active in refractory acute myeloid leukemia. Leukemia research 20120401
Elacytarabine--lipid vector technology overcoming drug resistance in acute myeloid leukemia. Expert opinion on investigational drugs 20111201
A phase I-II study of elacytarabine (CP-4055) in the treatment of patients with ovarian cancer resistant or refractory to platinum therapy. Cancer chemotherapy and pharmacology 20111101
Novel and emerging drugs for acute myeloid leukemia: pharmacology and therapeutic activity. Current medicinal chemistry 20110101
The activity of the lipophilic nucleoside derivatives elacytarabine and CP-4126 in a panel of tumor cell lines resistant to nucleoside analogues. Nucleosides, nucleotides & nucleic acids 20100601
Induction of resistance to the lipophilic cytarabine prodrug elacytarabine (CP-4055) in CEM leukemic cells. Nucleosides, nucleotides & nucleic acids 20100601
Cell cycle effects of fatty acid derivatives of cytarabine, CP-4055, and of gemcitabine, CP-4126, as basis for the interaction with oxaliplatin and docetaxel. International journal of oncology 20100101
Intravenous administration of CP-4055 (ELACYT) in patients with solid tumours. A Phase I study. Acta oncologica (Stockholm, Sweden) 20090101
CP-4055 and CP-4126 are active in ara-C and gemcitabine-resistant lymphoma cell lines. British journal of haematology 20090101
Anti proliferative activity of ELACY (CP-4055) in combination with cloretazine (VNP40101M), idarubicin, gemcitabine, irinotecan and topotecan in human leukemia and lymphoma cells. Leukemia & lymphoma 20080401
Antiproliferative activity and mechanism of action of fatty acid derivatives of arabinofuranosylcytosine in leukemia and solid tumor cell lines. Biochemical pharmacology 20040201
Properties