Synonym
Acetylaszonalenin; LL-S-490beta; LL-S 490B; LL S 490B; LLS 490B; LL-S490beta;
IUPAC/Chemical Name
(5aS,13aR,14aS)-5-acetyl-14a-(2-methylbut-3-en-2-yl)-5a,13a,14,14a-tetrahydrobenzo[5',6'][1,4]diazepino[1',2':1,5]pyrrolo[2,3-b]indole-7,13(5H,12H)-dione
InChi Key
TXNJQKDZOVFCAQ-XRODADMRSA-N
InChi Code
InChI=1S/C25H25N3O3/c1-5-24(3,4)25-14-20-21(30)26-18-12-8-6-10-16(18)22(31)28(20)23(25)27(15(2)29)19-13-9-7-11-17(19)25/h5-13,20,23H,1,14H2,2-4H3,(H,26,30)/t20-,23-,25+/m1/s1
SMILES Code
O=C1N2[C@@](C[C@@]3(C(C)(C)C=C)[C@]2([H])N(C(C)=O)C4=C3C=CC=C4)([H])C(NC5=CC=CC=C15)=O
Purity
>95% (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
415.49
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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6: Wollinsky B, Li SM. Detection and purification of non-ribosomal peptide synthetase products in Neosartorya fischeri. Methods Mol Biol. 2012;944:111-9. doi: 10.1007/978-1-62703-122-6_7. PMID: 23065611.
7: Pockrandt D, Li SM. Geranylation of cyclic dipeptides by the dimethylallyl transferase AnaPT resulting in a shift of prenylation position on the indole ring. Chembiochem. 2013 Oct 11;14(15):2023-8. doi: 10.1002/cbic.201300372. Epub 2013 Sep 6. PMID: 24014429.
8: Yin WB, Cheng J, Li SM. Stereospecific synthesis of aszonalenins by using two recombinant prenyltransferases. Org Biomol Chem. 2009 May 21;7(10):2202-7. doi: 10.1039/b902413a. Epub 2009 Apr 3. PMID: 19421461.
9: Cardona HRA, Froes TQ, Souza BC, Leite FHA, Brandão HN, Buaruang J, Kijjoa A, Alves CQ. Thermal shift assays of marine-derived fungal metabolites from Aspergillus fischeri MMERU 23 against Leishmania major pteridine reductase 1 and molecular dynamics studies. J Biomol Struct Dyn. 2022;40(22):11968-11976. doi: 10.1080/07391102.2021.1966510. Epub 2021 Aug 20. PMID: 34415221.
10: Zin WW, Buttachon S, Buaruang J, Gales L, Pereira JA, Pinto MM, Silva AM, Kijjoa A. A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898. Mar Drugs. 2015 Jun 15;13(6):3776-90. doi: 10.3390/md13063776. PMID: 26082989; PMCID: PMC4483656.
11: Wu HY, Mortensen UH, Chang FR, Tsai H. Whole genome sequence characterization of Aspergillus terreus ATCC 20541 and genome comparison of the fungi A. terreus. Sci Rep. 2023 Jan 5;13(1):194. doi: 10.1038/s41598-022-27311-7. PMID: 36604572; PMCID: PMC9814666.
12: Yin WB, Xie XL, Matuschek M, Li SM. Reconstruction of pyrrolo[2,3-b]indoles carrying an alpha-configured reverse C3-dimethylallyl moiety by using recombinant enzymes. Org Biomol Chem. 2010 Mar 7;8(5):1133-41. doi: 10.1039/b922440h. Epub 2010 Jan 7. PMID: 20165805.
