Synonym
Kurasoin B; Kurasoin-B;
IUPAC/Chemical Name
(R)-3-hydroxy-4-(1H-indol-3-yl)-1-phenylbutan-2-one
InChi Key
OLNJBNLERUYZTA-GOSISDBHSA-N
InChi Code
InChI=1S/C18H17NO2/c20-17(10-13-6-2-1-3-7-13)18(21)11-14-12-19-16-9-5-4-8-15(14)16/h1-9,12,18-19,21H,10-11H2/t18-/m1/s1
SMILES Code
O=C([C@H](O)CC1=CNC2=C1C=CC=C2)CC3=CC=CC=C3
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
>2 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
279.34
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: Lin Z, Marett L, Hughen RW, Flores M, Forteza I, Ammon MA, Concepcion GP, Espino S, Olivera BM, Rosenberg G, Haygood MG, Light AR, Schmidt EW. Neuroactive diol and acyloin metabolites from cone snail-associated bacteria. Bioorg Med Chem Lett. 2013 Sep 1;23(17):4867-9. doi: 10.1016/j.bmcl.2013.06.088. Epub 2013 Jul 8. PubMed PMID: 23880542; PubMed Central PMCID: PMC3779075.
2: Andrus MB, Hicken EJ, Stephens JC, Bedke DK. Total synthesis of the hydroxyketone kurasoin A using asymmetric phase-transfer alkylation. J Org Chem. 2006 Oct 27;71(22):8651-4. PubMed PMID: 17064051.
3: Sunazuka T, Hirose T, Tian ZM, Uchida R, Shiomi K, Harigaya Y, Omura S. Syntheses and absolute structures of novel protein farnesyltransferase inhibitors, kurasoins A and B. J Antibiot (Tokyo). 1997 May;50(5):453-5. PubMed PMID: 9207919.
4: Uchida R, Shiomi K, Inokoshi J, Masuma R, Kawakubo T, Tanaka H, Iwai Y, Omura S. Kurasoins A and B, new protein farnesyltransferase inhibitors produced by Paecilomyces sp. FO-3684. I. Producing strain, fermentation, isolation, and biological activities. J Antibiot (Tokyo). 1996 Sep;49(9):932-4. PubMed PMID: 8931728.
5: Uchida R, Shiomi K, Sunazuka T, Inokoshi J, Nishizawa A, Hirose T, Tanaka H, Iwai Y, Omura S. Kurasoins A and B, new protein farnesyltransferase inhibitors produced by Paecilomyces sp. FO-3684. II. Structure elucidation and total synthesis. J Antibiot (Tokyo). 1996 Sep;49(9):886-9. PubMed PMID: 8931722.
