Vinleucinol

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MedKoo CAT#: 585377

CAS#: 81571-28-0

Description: Vinleucinol is a semisynthetic Vinca alkaloid with anticancer properties.


Price and Availability

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Pricing updated 2020-02-28. Prices are subject to change without notice.

Vinleucinol 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#: 585377
Name: Vinleucinol
CAS#: 81571-28-0
Chemical Formula: C51H69N5O9
Exact Mass: 895.5095
Molecular Weight: 896.139
Elemental Analysis: C, 68.36; H, 7.76; N, 7.82; O, 16.07


Synonym: Vinleucinol; VILE

IUPAC/Chemical Name: methyl (13S,15R,17S)-13-[(1R,9R,10S,11R,12R,19R)-10-[[(2S,3S)-1-ethoxy-3-methyl-1-oxopentan-2-yl]carbamoyl]-12-ethyl-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-17-ethyl-17-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-13-carboxylate

InChi Key: QSTPFUDHVVIGCL-MIESHYDTSA-N

InChi Code: InChI=1S/C51H69N5O9/c1-9-30(5)39(41(57)65-12-4)53-45(59)51(62)43-49(20-23-56-21-15-19-48(11-3,42(49)56)44(51)58)34-24-35(38(63-7)25-37(34)54(43)6)50(46(60)64-8)27-31-26-47(61,10-2)29-55(28-31)22-18-33-32-16-13-14-17-36(32)52-40(33)50/h13-17,19,24-25,30-31,39,42-44,52,58,61-62H,9-12,18,20-23,26-29H2,1-8H3,(H,53,59)/t30-,31-,39-,42-,43+,44+,47-,48+,49+,50-,51-/m0/s1

SMILES Code: O=C([C@@]1(C2=C(OC)C=C3N(C)[C@@]4([H])[C@@](O)(C(N[C@@H]([C@@H](C)CC)C(OCC)=O)=O)[C@H](O)[C@]5(CC)C=CCN6CC[C@@]([C@]56[H])4C3=C2)C7=C(C8=CC=CC=C8N7)CCN(C9)C[C@](O)(CC)C[C@@]9([H])C1)OC


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:
2934.99.9001


References

1: van Tellingen O, Sonneveldt AL, Beijnen JH, Nooijen WJ, Kettenes-van den Bosch JJ, Versluis C, Bult A. Plasma pharmacokinetics, tissue disposition, excretion and metabolism of vinleucinol in mice as determined by high-performance liquid chromatography. Cancer Chemother Pharmacol. 1994;33(5):425-34. PubMed PMID: 8306418.

2: Boven E, Hendriks HR, Erkelens CA, Pinedo HM. The anti-tumour effects of the prodrugs N-l-leucyl-doxorubicin and vinblastine-isoleucinate in human ovarian cancer xenografts. Br J Cancer. 1992 Dec;66(6):1044-7. PubMed PMID: 1457343; PubMed Central PMCID: PMC1978011.

3: Hendriks HR, Langdon S, Berger DP, Breistøl K, Fiebig HH, Fodstad O, Schwartsmann G. Comparative antitumour activity of vinblastine-isoleucinate and related vinca alkaloids in human tumour xenografts. Eur J Cancer. 1992;28A(4-5):767-73. PubMed PMID: 1524896.

4: van Tellingen O, Beijnen JH, Nooijen WJ, Bult A. Plasma pharmacokinetics of vinblastine and the investigational Vinca alkaloid N-(deacetyl-O-4-vinblastoyl-23)-L-ethyl isoleucinate in mice as determined by high-performance liquid chromatography. Cancer Res. 1993 May 1;53(9):2061-5. PubMed PMID: 8481908.