Synonym
Talaroconvolutin A; Talaroconvolutin-A; TalaA; Tala A; Tala-A;
IUPAC/Chemical Name
5-((Z)-4-hydroxybenzylidene)-3-((1R,2S,4aS,6S,8aR)-3,4a,6-trimethyl-2-((E)-4-methylhex-2-en-2-yl)-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl)-1,5-dihydro-2H-pyrrol-2-one
InChi Key
QCTUYJGFLVZOTL-NKPJVERHSA-N
InChi Code
InChI=1S/C32H41NO3/c1-7-19(2)14-21(4)28-22(5)18-32(6)17-20(3)8-13-27(32)29(28)30(35)26-16-24(33-31(26)36)15-23-9-11-25(34)12-10-23/h9-12,14-16,18-20,27-29,34H,7-8,13,17H2,1-6H3,(H,33,36)/b21-14+,24-15-/t19?,20-,27+,28-,29+,32+/m0/s1
SMILES Code
O=C(C(C([C@H]1[C@@H](/C(C)=C/C(C)CC)C(C)=C[C@@]2(C)C[C@@H](C)CC[C@]12[H])=O)=C/3)NC3=C/C4=CC=C(O)C=C4
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
2934.99.9001
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO |
0.0 |
100.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
487.68
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: Xia Y, Liu S, Li C, Ai Z, Shen W, Ren W, Yang X. Discovery of a novel ferroptosis inducer-talaroconvolutin A-killing colorectal cancer cells in vitro and in vivo. Cell Death Dis. 2020 Nov 17;11(11):988. doi: 10.1038/s41419-020-03194-2. PMID: 33203867; PMCID: PMC7673992.
2: Wang P, Cui Y, Cai C, Chen H, Dai Y, Chen P, Kong F, Yuan J, Song X, Mei W, Dai H. Two New Succinimide Derivatives Cladosporitins A and B from the Mangrove- derived Fungus Cladosporium sp. HNWSW-1. Mar Drugs. 2018 Dec 20;17(1):4. doi: 10.3390/md17010004. PMID: 30577517; PMCID: PMC6356855.
3: Padmathilake KGE, Bandara HMSKH, Qader MM, Kumar NS, Jayasinghe L, Masubuti H, Fujimoto Y. Talarofuranone, a New Talaroconvolutin Analog from the Endophytic Fungus Talaromyces purpurogenus from Pouteria campechiana Seeds. Nat Prod Commun. 2017 Apr;12(4):489-490. PMID: 30520578.
4: Snider BB, Neubert BJ. A novel biomimetic route to the 3-acyl-5-hydroxy-3-pyrrolin-2-one and 3-acyl-3,4-epoxy-5-hydroxypyrrolidin-2-one ring systems. J Org Chem. 2004 Dec 10;69(25):8952-5. doi: 10.1021/jo048605r. PMID: 15575782.
5: Lee GA, Chang CY. Novel ene trimerization of 1-phenylcyclopropene. J Org Chem. 2004 Dec 10;69(25):8949-51. doi: 10.1021/jo048889f. PMID: 15575781.
