Palmitoyl rhizoxin

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MedKoo CAT#: 461308

CAS#: 135819-69-1

Description: Palmitoyl rhizoxin is a highly lipophilic antitumor agent.


Price and Availability

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Pricing updated 2020-07-11. Prices are subject to change without notice.

Palmitoyl rhizoxin is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 461308
Name: Palmitoyl rhizoxin
CAS#: 135819-69-1
Chemical Formula: C51H77NO10
Exact Mass: 863.5547
Molecular Weight: 864.17
Elemental Analysis: C, 70.88; H, 8.98; N, 1.62; O, 18.51


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


Technical Data

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


References

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.