Sordarin | CAS#11076-17-8 | antifungal

MedKoo Cat#: 585169 | Name: Sordarin

Description:

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

Sordarin is an antifungal mold metabolite of Sordaria araneosa, and sordarins A and B are stereoisomers.

Chemical Structure

Sordarin

CAS#11076-17-8

Theoretical Analysis

MedKoo Cat#: 585169

Name: Sordarin

CAS#: 11076-17-8

Chemical Formula: C27H40O8

Exact Mass: 492.2723

Molecular Weight: 492.61

Elemental Analysis: C, 65.83; H, 8.18; O, 25.98

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 #

No Data

Synonym

Sordarin; SL-2266; SL2266; SL 2266

IUPAC/Chemical Name

(1R,2S,4R,5R,8R,9S,11R)-2-[[(2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

InChi Key

OGGVRVMISBQNMQ-YPBSLCSMSA-N

InChi Code

InChI=1S/C27H40O8/c1-13(2)19-8-16-9-25(11-28)18-7-6-14(3)17(18)10-26(16,27(19,25)24(31)32)12-34-23-21(30)20(29)22(33-5)15(4)35-23/h8,11,13-18,20-23,29-30H,6-7,9-10,12H2,1-5H3,(H,31,32)/t14-,15-,16+,17-,18-,20+,21+,22-,23-,25+,26+,27+/m1/s1

SMILES Code

O=C([C@]12[C@]3(CO[C@@H]4O[C@H](C)[C@@H](OC)[C@@H](O)[C@@H]4O)C[C@]5([H])[C@H](C)CC[C@@]5([H])[C@@]1(C=O)C[C@]3([H])C=C2C(C)C)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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 492.61 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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Role of the ribosomal stalk components in the resistance of Aspergillus fumigatus to the sordarin antifungals. Mol Microbiol. 2002 Jan;43(1):227-37. PubMed PMID: 11849550. 12: Odds FC, Brown AJ, Gow NA. Antifungal agents: mechanisms of action. Trends Microbiol. 2003 Jun;11(6):272-9. Review. PubMed PMID: 12823944. 13: Villahermosa D, Knapp K, Fleck O. A mutated dph3 gene causes sensitivity of Schizosaccharomyces pombe cells to cytotoxic agents. Curr Genet. 2017 Dec;63(6):1081-1091. doi: 10.1007/s00294-017-0711-x. Epub 2017 May 29. PubMed PMID: 28555368; PubMed Central PMCID: PMC5668335. 14: Justice MC, Ku T, Hsu MJ, Carniol K, Schmatz D, Nielsen J. Mutations in ribosomal protein L10e confer resistance to the fungal-specific eukaryotic elongation factor 2 inhibitor sordarin. J Biol Chem. 1999 Feb 19;274(8):4869-75. PubMed PMID: 9988728. 15: Domínguez JM, Gómez-Lorenzo MG, Martín JJ. Sordarin inhibits fungal protein synthesis by blocking translocation differently to fusidic acid. 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