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MedKoo Cat#: 463197 | Name: Tetracenomycin X

Description:

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

Tetracenomycin X is a potent inhibitor of protein synthesis, inhibiting translation by binding within the ribosomal exit tunnel.

Chemical Structure

Tetracenomycin X
CAS#121245-07-6

Theoretical Analysis

MedKoo Cat#: 463197

Name: Tetracenomycin X

CAS#: 121245-07-6

Chemical Formula: C24H22O11

Exact Mass: 486.1162

Molecular Weight: 486.43

Elemental Analysis: C, 59.26; H, 4.56; O, 36.18

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 #
121245-07-6
Synonym
Tetracenomycin X; TetracenomycinX; Tetracenomycin-X;
IUPAC/Chemical Name
methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate
InChi Key
QSPIPUXWSNFXCK-AGILITTLSA-N
InChi Code
InChI=1S/C24H22O11/c1-9-15-10(7-12(32-2)16(9)22(30)34-4)6-11-17(18(15)26)21(29)24(35-5)14(25)8-13(33-3)20(28)23(24,31)19(11)27/h6-8,20,26,28,31H,1-5H3/t20-,23-,24-/m1/s1
SMILES Code
COC(C1=C(C)C2=C(O)C(C([C@@](C(C=C(OC)[C@H]3O)=O)(OC)[C@@]3(O)C4=O)=O)=C4C=C2C=C1OC)=O
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 486.43 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.

Recalculate based on batch purity %
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: Osterman IA, Wieland M, Maviza TP, Lashkevich KA, Lukianov DA, Komarova ES, Zakalyukina YV, Buschauer R, Shiriaev DI, Leyn SA, Zlamal JE, Biryukov MV, Skvortsov DA, Tashlitsky VN, Polshakov VI, Cheng J, Polikanov YS, Bogdanov AA, Osterman AL, Dmitriev SE, Beckmann R, Dontsova OA, Wilson DN, Sergiev PV. Tetracenomycin X inhibits translation by binding within the ribosomal exit tunnel. Nat Chem Biol. 2020 Oct;16(10):1071-1077. doi: 10.1038/s41589-020-0578-x. Epub 2020 Jun 29. PMID: 32601485. 2: Cecilia MK, Abrha AH, Hlengilizwe N, Hintsa AT, Umer M, Nixwell MF, Ali SW, Afzal MI, Martorell M, Salehi B, Setzer WN, Sattar MU, Imran M, Sharifi-Rad J. Untargeted profiling of field cultivated bush tea (Athrixia phylicoides DC.) based on metabolite analysis. Cell Mol Biol (Noisy-le-grand). 2020 Jun 25;66(4):104-109. PMID: 32583775. 3: Qiao X, Gan M, Wang C, Liu B, Shang Y, Li Y, Chen S. Tetracenomycin X Exerts Antitumour Activity in Lung Cancer Cells through the Downregulation of Cyclin D1. Mar Drugs. 2019 Jan 18;17(1):63. doi: 10.3390/md17010063. PMID: 30669360; PMCID: PMC6357012. 4: Liu B, Tan Y, Gan ML, Zhou HX, Wang YG, Ping YH, Li B, Yang ZY, Xiao CL. [Identification of tetracenomycin X from a marine-derived Saccharothrix sp. guided by genes sequence analysis]. Yao Xue Xue Bao. 2014 Feb;49(2):230-6. Chinese. PMID: 24761614. 5: Anderson MG, Khoo CL, Rickards RW. Oxidation processes in the biosynthesis of the tetracenomycin and elloramycin antibiotics. J Antibiot (Tokyo). 1989 Apr;42(4):640-3. doi: 10.7164/antibiotics.42.640. PMID: 2722677.