Folitixorin
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Hodoodo CAT#: H200250

CAS#: 3432-99-3

Description: Folitixorin is a reduced form of folate and cofactor for thymidylate synthetase, the enzyme that catalyzes the methylation of deoxyuridine monophosphate (dUMP) to deoxythymidine monophosphate (dTMP). It forms a ternary complex with thymidylate synthetase and fluorodeoxyuridylate (FdUMP), the active metabolite of 5-fluorouracil, that inhibits thymidylate synthetase activity and DNA synthesis. Folitixorin has synergistic or additive cytotoxic effects against LS 174 or HT-29 human colon cancer cells, respectively, when used in combination with 5-fluorouracil. In vivo, folitixorin (0.6 mg/animal) increases survival and reduces tumor growth in an HT-29 mouse xenograft model when administered in combination with 5-fluorouracil.

Chemical Structure

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Folitixorin
CAS# 3432-99-3
Instruction

Theoretical Analysis

Hodoodo Cat#: H200250
Name: Folitixorin
CAS#: 3432-99-3
Chemical Formula: C20H23N7O6
Exact Mass: 457.17
Molecular Weight: 457.440
Elemental Analysis: C, 52.51; H, 5.07; N, 21.43; O, 20.99

Price and Availability

Size Price Availability Quantity
5mg USD 1450 2 Weeks
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Synonym: Folitixorin; ANX 510; ANX510; ANX-510; 5,10-Methylenetetrahydrofolic Acid; 5,10 Methylenetetrahydrofolic Acid; 5,10-methyl THF; 5,10 methyl THF;

IUPAC/Chemical Name: (2S)-2-(4-(3-amino-1-oxo-5,6,6a,7-tetrahydroimidazo[1,5-f]pteridin-8(1H,4H,9H)-yl)benzamido)pentanedioic acid.

InChi Key: QYNUQALWYRSVHF-ABLWVSNPSA-N

InChi Code: InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12?,13-/m0/s1

SMILES Code: O=C(O)[C@@H](NC(C1=CC=C(N2CN3C4=C(NC(N)=NC4=O)NCC3C2)C=C1)=O)CCC(O)=O

Appearance: Solid powder

Purity: >75% (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, not in water

Shelf Life: >5 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

More Info:        

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 457.44 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1. Costantini, Carrie L.; Reid, Tony R.; Bouvet, Michael. Resection of hepatic metastasis after 5-fluorouracil and CoFactor for colon cancer. Hepato-Gastroenterology (2009), 56(91-92), 645-649. CODEN: HEGAD4 ISSN:0172-6390. CAN 152:183523 AN 2009:892897

2. Schlemmer, Marcus; Kuehl, Michael; Schalhorn, Andreas; Rauch, Josefine; Jauch, Karl-W.; Hentrich, Marcus. Tissue Levels of Reduced Folates in Patients with Colorectal Carcinoma After Infusion of Folinic Acid at Various Dose Levels. Clinical Cancer Research (2008), 14(23), 7930-7934. CODEN: CCREF4 ISSN:1078-0432. CAN 150:555085 AN 2008:1433512

3. Etienne-Grimaldi, Marie-Christine; Francoual, Mireille; Formento, Jean-Louis; Milano, Gerard. Methylenetetrahydrofolate reductase (MTHFR) variants and fluorouracil-based treatments in colorectal cancer. Pharmacogenomics (2007), 8(11), 1561-1566. CODEN: PARMFL ISSN:1462-2416. CAN 148:298717 AN 2008:73337

4. Sakamoto, Etsuko; Tsukioka, Sayaka; Oie, Shinji; Kobunai, Takashi; Tsujimoto, Hiroaki; Sakamoto, Kazuki; Okayama, Yoshihiro; Sugimoto, Yoshikazu; Oka, Toshinori; Fukushima, Masakazu; Oka, Tatsuzo. Folylpolyglutamate synthase and  -glutamyl hydrolase regulate leucovorin-enhanced 5-fluorouracil anticancer activity. Biochemical and Biophysical Research Communications (2008), 365(4), 801-807. CODEN: BBRCA9 ISSN:0006-291X. CAN 148:112627 AN 2007:1447179

5. Guillem, V. M.; Collado, M.; Terol, M. J.; Calasanz, M. J.; Esteve, J.; Gonzalez, M.; Sanzo, C.; Nomdedeu, J.; Bolufer, P.; Lluch, A.; Tormo, M. Role of MTHFR (677, 1298) haplotype in the risk of developing secondary leukemia after treatment of breast cancer and hematological malignancies. Leukemia (2007), 21(7), 1413-1422. CODEN: LEUKED ISSN:0887-6924. CAN 148:182768 AN 2007:661505

6. Lu, Wenyun; Kwon, Yun Kyung; Rabinowitz, Joshua D. Isotope Ratio-Based Profiling of Microbial Folates. Journal of the American Society for Mass Spectrometry (2007), 18(5), 898-909. CODEN: JAMSEF ISSN:1044-0305. CAN 147:26286 AN 2007:481559

7. Brody, Jonathan R.; Gallmeier, Eike; Yoshimura, Kiyoshi; Hucl, Tomas; Kulesza, Peter; Canto, Marcia I.; Hruban, Ralph H.; Schulick, Richard D.; Kern, Scott E. A proposed clinical test for monitoring fluoropyrimidine therapy: detection and stability of thymidylate synthase ternary complexes. Cancer Biology & Therapy (2006), 5(8), 923-927. CODEN: CBTAAO ISSN:1538-4047. CAN 146:197623 AN 2006:1343787

8. Saif, Muhammad Wasif; Merritt, James; Robbins, Joan; Stewart, Jeffrey; Schupp, Joachim. Phase III multicenter randomized clinical trial to evaluate the safety and efficacy of CoFactor/5-fluorouracil/bevacizumab versus leucovorin/5-fluorouracil/bevacizumab as initial treatment for metastatic colorectal carcinoma. Clinical Colorectal Cancer (2006), 6(3), 229-234. CODEN: CCCLCF ISSN:1533-0028. CAN 146:176394 AN 2006:1166445

9. Chattopadhyay, Shrikanta; Zhao, Rongbao; Krupenko, Sergey A.; Krupenko, Natalia; Goldman, I. David. The inverse relationship between reduced folate carrier function and Pemetrexed activity in a human colon cancer cell line. Molecular Cancer Therapeutics (2006), 5(2), 438-449. CODEN: MCTOCF ISSN:1535-7163. CAN 144:403910 AN 2006:183633

10. Tan, Xiao-Jian; Carlson, Heather A. Docking Studies and Ligand Recognition in Folylpolyglutamate Synthetase. Journal of Medicinal Chemistry (2005), 48(24), 7764-7772. CODEN: JMCMAR ISSN:0022-2623. CAN 144:65904 AN 2005:1163384