Synonym
Vintriptol; Vintriptolum.
IUPAC/Chemical Name
Vincaleukoblastine, O(sup 4)-deacetyl-3-de(methoxycarbonyl)-3-(((2-ethoxy-1-(1H-indol-3-ylmethyl)-2-oxoethyl)amino)carbonyl)-, (23(S))-
InChi Key
CC[C@@]1(C[C@H]2C[C@@](c3c(c4ccccc4[nH]3)CCN(C2)C1)(c5cc6c(cc5OC)N([C@@H]7[C@]68CCN9[C@H]8[C@@](C=CC9)([C@H]([C@@]7(C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)OCC)O)O)CC)C)C(=O)OC)O
InChi Code
CC[C@@]1(C[C@H]2C[C@@](c3c(c4ccccc4[nH]3)CCN(C2)C1)(c5cc6c(cc5OC)N([C@@H]7[C@]68CCN9[C@H]8[C@@](C=CC9)([C@H]([C@@]7(C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)OCC)O)O)CC)C)C(=O)OC)O
SMILES Code
CC[C@@]1(C[C@H]2C[C@@](c3c(c4ccccc4[nH]3)CCN(C2)C1)(c5cc6c(cc5OC)N([C@@H]7[C@]68CCN9[C@H]8[C@@](C=CC9)([C@H]([C@@]7(C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)OCC)O)O)CC)C)C(=O)OC)O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
969.19
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 |
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3: 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.
4: van Tellingen O, Beijnen JH, Baurain R, ten Bokkel Huinink WW, van der Woude HR, Nooyen WJ. Biodetermination of N-(deacetyl-O-4-vinblastoyl-23)-L-tryptophan, a metabolite of vintriptol, by high-performance liquid chromatography with fluorescence detection. J Chromatogr. 1992 Feb 14;574(2):293-8. PubMed PMID: 1618962.
5: 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.
6: Oosterkamp HM, Vlasveld LT, Wanders J, Beijnen JH, van Tellingen O, Dubbelman AC, Simonetti GP, Franklin HR, Vermorken JB, Ten Bokkel Huinink WW. Phase I study of vintriptol, a tryptophan ester of vinblastine. Eur J Cancer. 1991;27(10):1222-6. PubMed PMID: 1835590.
7: van Tellingen O, van der Woude HR, Beijnen JH, Rao KS, ten Bokkel Huinink WW, Nooyen WJ. High-performance liquid chromatographic bio-analysis and preliminary pharmacokinetics of the experimental antitumour drug vintriptol. J Chromatogr. 1990 Aug 3;529(2):329-38. PubMed PMID: 2229252.
8: Ceulemans F, Humblet Y, Bosly A, Symann M, Trouet A. A phase I study of vinblastine tryptophan ester. Cancer Chemother Pharmacol. 1986;18(1):44-6. PubMed PMID: 3757158.