Synonym
Vinthionine; L-Vinthionine; S-Ethenyl-L-homocysteine;
IUPAC/Chemical Name
S-vinyl-L-homocysteine
InChi Key
ZDASADFVRGVYFK-YFKPBYRVSA-N
InChi Code
InChI=1S/C6H11NO2S/c1-2-10-4-3-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1
SMILES Code
N[C@@H](CCSC=C)C(O)=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
161.21
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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4: Sohn YW, Lee GH, Liem A, Miller JA. Activation of H-ras oncogenes in male B6C3F1 mouse liver tumors induced by vinthionine or 2-chloroethyl-methyl sulfide. Carcinogenesis. 1996 Jun;17(6):1361-4. PubMed PMID: 8681456.
5: Kim HJ, Balcezak TJ, Nathin SJ, McMullen HF, Hansen DE. The use of a spectrophotometric assay to study the interaction of S-adenosylmethionine synthetase with methionine analogues. Anal Biochem. 1992 Nov 15;207(1):68-72. PubMed PMID: 1489102.
6: Koechel DA, Krejci ME, Ridgewell RE. The acute effects of S-(1,2-dichlorovinyl)-L-cysteine and related chemicals on renal function and ultrastructure in the pentobarbital-anesthetized dog: structure-activity relationships, biotransformation, and unique site-specific nephrotoxicity. Fundam Appl Toxicol. 1991 Jul;17(1):17-33. PubMed PMID: 1916074.
7: Leopold WR, Miller JA, Miller EC. Comparison of some carcinogenic, mutagenic, and biochemical properties of S-vinylhomocysteine and ethionine. Cancer Res. 1982 Nov;42(11):4364-74. PubMed PMID: 6290034.
