Vinleurosine | CAS#23360-92-1 | alkaloid

MedKoo Cat#: 598693 | Name: Vinleurosine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Vinleurosine is an alkaloid originally found in species of Catharanthus that, like other similar alkaloids, may exhibit anticancer chemotherapeutic activity.

Chemical Structure

Vinleurosine

CAS#23360-92-1 (free base)

Theoretical Analysis

MedKoo Cat#: 598693

Name: Vinleurosine

CAS#: 23360-92-1 (free base)

Chemical Formula: C46H56N4O9

Exact Mass: 808.4047

Molecular Weight: 808.97

Elemental Analysis: C, 68.30; H, 6.98; N, 6.93; O, 17.80

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

23360-92-1 (free base) 54081-68-4 (sulfate)

Synonym

Vinleurosine; NSC 528004; NSC-528004; NSC528004; Amotin; Leurosine;

IUPAC/Chemical Name

methyl (1aS,3R,11S,13S,13aR)-11-((3aR,3a1R,4R,5S,5aR,10bR)-4-acetoxy-3a-ethyl-5-hydroxy-8-methoxy-5-(methoxycarbonyl)-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazol-9-yl)-1a-ethyl-1a,4,5,10,11,12,13,13a-octahydro-2H-3,13-methanooxireno[2',3':9,10][1]azacycloundecino[5,4-b]indole-11-carboxylate

InChi Key

LPGWZGMPDKDHEP-NVDFJPPOSA-N

InChi Code

1S/C46H56N4O9/c1-8-42-16-12-18-50-20-17-44(37(42)50)30-21-31(34(55-5)22-33(30)48(4)38(44)46(54,41(53)57-7)39(42)58-26(3)51)45(40(52)56-6)23-27-24-49(25-43(9-2)36(27)59-43)19-15-29-28-13-10-11-14-32(28)47-35(29)45/h10-14,16,21-22,27,36-39,47,54H,8-9,15,17-20,23-25H2,1-7H3/t27-,36+,37-,38+,39+,42+,43-,44+,45-,46-/m0/s1

SMILES Code

CC[C@]12C[N@@]3CCc4c([C@](c5c(OC)cc(N(C)[C@@H]6[C@]78CCN9[C@H]8[C@@]([C@@H](OC(C)=O)[C@]6(O)C(OC)=O)(CC)C=CC9)c7c5)(C(OC)=O)C[C@H]([C@H]1O2)C3)[nH]c%10c4cccc%10

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 808.97 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

1: Chen Q, Zhang W, Zhang Y, Chen J, Chen Z. Identification and quantification of active alkaloids in Catharanthus roseus by liquid chromatography-ion trap mass spectrometry. Food Chem. 2013 Aug 15;139(1-4):845-52. doi: 10.1016/j.foodchem.2013.01.088. Epub 2013 Feb 9. PubMed PMID: 23561180. 2: Creasey WA. Biochemical effects of the Vinca alkaloids. IV. Studies with vinleurosine. Biochem Pharmacol. 1969 Jan;18(1):227-32. PubMed PMID: 5780988. 3: Gailani SD, Armstrong JG, Carbone PP, Tan C, Holland JF. Clinical trial of vinleurosine sulfate (NSC-90636): a new drug derived from Vinca rosea Linn. Cancer Chemother Rep. 1966 Jan-Feb;50(1):95-103. PubMed PMID: 5908742. 4: Zhang L, Gai QH, Zu YG, Yang L, Ma YL, Liu Y. Simultaneous quantitative determination of five alkaloids in Catharanthus roseus by HPLC-ESI-MS/MS. Chin J Nat Med. 2014 Oct;12(10):786-93. doi: 10.1016/S1875-5364(14)60120-5. Epub 2014 Oct 31. PubMed PMID: 25443373. 5: Fyfe MJ, Loftfield S, Goldman ID. A reduction in energy-dependent amino acid transport by microtubular inhibitors in Ehrlich ascites tumor cells. J Cell Physiol. 1975 Oct;86(2 Pt 1):201-11. PubMed PMID: 1194361.