WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 412313
Description: Carbathymidine is a biochemical
MedKoo Cat#: 412313
Chemical Formula: C11H16N2O4
Exact Mass: 240.111
Molecular Weight: 240.26
Elemental Analysis: C, 54.99; H, 6.71; N, 11.66; O, 26.64
This product is not in stock, which may be available by custom synthesis.
For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge).
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Synonym: Carbathymidine; Carbocyclic thymidine
IUPAC/Chemical Name: 2,4(1H,3H)-Pyrimidinedione, 1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-5-methyl-, (1R-(1alpha,3beta,4alpha))-
InChi Key: ZOZRLTAJWLEGLG-XHNCKOQMSA-N
InChi Code: InChI=1S/C11H16N2O4/c1-6-4-13(11(17)12-10(6)16)8-2-7(5-14)9(15)3-8/h4,7-9,14-15H,2-3,5H2,1H3,(H,12,16,17)/t7-,8-,9+/m0/s1
SMILES Code: O=C1NC(C(C)=CN1[C@@H]2C[C@@H](O)[C@H](CO)C2)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 240.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Schelling P, Claus MT, Johner R, Marquez VE, Schulz GE, Scapozza L. Biochemical and structural characterization of (South)-methanocarbathymidine that specifically inhibits growth of herpes simplex virus type 1 thymidine kinase-transduced osteosarcoma cells. J Biol Chem. 2004 Jul 30;279(31):32832-8. doi: 10.1074/jbc.M313343200. Epub 2004 May 25. PMID: 15163659.
2: Béres J, Sági G, Tömösközi I, Gruber L, Baitz-Gács E, Otvös L, De Clercq E. Stereospecific synthesis and antiviral properties of different enantiomerically pure carbocyclic 2'-deoxyribonucleoside analogues derived from common chiral pools: (+)-(1R,5S)- and (-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one. J Med Chem. 1990 May;33(5):1353-60. doi: 10.1021/jm00167a011. PMID: 2158560.
3: Kato A, Yasuda Y, Kitamura Y, Kandeel M, Kitade Y. Carbocyclic thymidine derivatives efficiently inhibit Plasmodium falciparum thymidylate kinase (PfTMK). Parasitol Int. 2012 Sep;61(3):501-3. doi: 10.1016/j.parint.2012.03.001. Epub 2012 Mar 9. PMID: 22425904.
4: Aviñó A, Mazzini S, Ferreira R, Gargallo R, Marquez VE, Eritja R. The effect on quadruplex stability of North-nucleoside derivatives in the loops of the thrombin-binding aptamer. Bioorg Med Chem. 2012 Jul 15;20(14):4186-93. doi: 10.1016/j.bmc.2012.06.005. Epub 2012 Jun 9. PMID: 22727781; PMCID: PMC3534854.
5: Boyer PL, Vu BC, Ambrose Z, Julias JG, Warnecke S, Liao C, Meier C, Marquez VE, Hughes SH. The nucleoside analogue D-carba T blocks HIV-1 reverse transcription. J Med Chem. 2009 Sep 10;52(17):5356-64. doi: 10.1021/jm801176e. PMID: 19678643; PMCID: PMC2756836.