WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H461308
CAS#: 135819-69-1
Description: Palmitoyl rhizoxin is a highly lipophilic antitumor agent.
Hodoodo Cat#: H461308
Name: Palmitoyl rhizoxin
CAS#: 135819-69-1
Chemical Formula: C51H77NO10
Exact Mass: 863.55
Molecular Weight: 864.170
Elemental Analysis: C, 70.88; H, 8.98; N, 1.62; O, 18.51
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Synonym: Palmitoyl rhizoxin; RS-1541; RS 1541; RS1541;
IUPAC/Chemical Name: (1S,3R,5S,8R,10S,11R,13S,16R,17S,E)-8-((2S,3S,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyloxazol-4-yl)nona-4,6,8-trien-2-yl)-11,16-dimethyl-6,19-dioxo-4,7,12,18-tetraoxatetracyclo[15.3.1.03,5.011,13]henicos-14-en-10-yl palmitate
InChi Key: ZFYKZAKRJRNXGF-QDIPDBMKSA-N
InChi Code: InChI=1S/C51H77NO10/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-25-46(53)61-45-32-42(37(5)48(56-8)36(4)24-22-23-34(2)28-40-33-57-38(6)52-40)60-50(55)49-43(59-49)30-39-29-41(58-47(54)31-39)35(3)26-27-44-51(45,7)62-44/h22-24,26-28,33,35,37,39,41-45,48-49H,9-21,25,29-32H2,1-8H3/b23-22+,27-26+,34-28+,36-24+/t35-,37+,39+,41+,42-,43-,44+,45+,48-,49+,51+/m1/s1
SMILES Code: CCCCCCCCCCCCCCCC(O[C@H]([C@@]1(C)O[C@@]1([H])/C=C/[C@@H](C)[C@@]2([H])O3)C[C@H]([C@@H]([C@H](OC)/C(C)=C/C=C/C(C)=C/C4=COC(C)=N4)C)OC([C@@]5([H])O[C@]5([H])C[C@@](C2)([H])CC3=O)=O)=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: 2934.99.03.00
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 864.17 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Kurihara A, Shibayama Y, Mizota A, Yasuno A, Ikeda M, Hisaoka M. Pharmacokinetics of highly lipophilic antitumor agent palmitoyl rhizoxin incorporated in lipid emulsions in rats. Biol Pharm Bull. 1996 Feb;19(2):252-8. PubMed PMID: 8850317.
2: Tokui T, Kuroiwa C, Tokui Y, Sasagawa K, Kawai K, Kobayashi T, Ikeda T, Komai T. Contribution of serum lipoproteins as carriers of antitumour agent RS-1541 (palmitoyl rhizoxin) in mice. Biopharm Drug Dispos. 1994 Mar;15(2):93-107. PubMed PMID: 8011970.
3: Kurihara A, Shibayama Y, Kasuya A, Ikeda M, Hisaoka M. Species variation in pharmacokinetics and opsonization of palmitoyl rhizoxin (RS-1541) incorporated in lipid emulsions. J Drug Target. 1998;5(6):491-505. PubMed PMID: 9783680.
4: Kurihara A, Shibayama Y, Mizota A, Yasuno A, Ikeda M, Sasagawa K, Kobayashi T, Hisaoka M. Enhanced tumor delivery and antitumor activity of palmitoyl rhizoxin using stable lipid emulsions in mice. Pharm Res. 1996 Feb;13(2):305-10. PubMed PMID: 8932454.
5: Tokui T, Maeda N, Kuroiwa C, Sasagawa K, Inoue T, Kawai K, Ikeda T, Komai T. Tumor selective effect of RS-1541 (palmitoyl-rhizoxin) in M5076 sarcoma and host tissues in vivo. Pharm Res. 1995 Mar;12(3):370-5. PubMed PMID: 7617523.
6: Takatori T, Koizumi T, Tokui T, Mitsuhashi Y, Shiraishi A, Tsuruo T. Intracellular activation and cytotoxic action of RS-1541 against cultured human tumor cells. Cancer Chemother Pharmacol. 1995;35(4):283-90. PubMed PMID: 7828270.
7: Tokui T, Takatori T, Shinozaki N, Ishigami M, Shiraishi A, Ikeda T, Tsuruo T. Delivery and cytotoxicity of RS-1541 in St-4 human gastric cancer cells in vitro by the low-density-lipoprotein pathway. Cancer Chemother Pharmacol. 1995;36(1):1-6. PubMed PMID: 7720169.
8: Kurihara A, Shibayama Y, Mizota A, Yasuno A, Ikeda M, Sasagawa K, Kobayashi T, Hisaoka M. Lipid emulsions of palmitoylrhizoxin: effects of composition on lipolysis and biodistribution. Biopharm Drug Dispos. 1996 May;17(4):331-42. PubMed PMID: 8743404.
9: Kurihara A, Shibayama Y, Yasuno A, Ikeda M, Hisaoka M. Lipid emulsions of palmitoylrhizoxin: effects of particle size on blood dispositions of emulsion lipid and incorporated compound in rats. Biopharm Drug Dispos. 1996 May;17(4):343-53. PubMed PMID: 8743405.