MedKoo Cat#: 130256 | Name: Oxacyclododecindione

Description:

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

Oxacyclododecindione is an inhibitor of the expression of SEAP induced by IL-4. Oxacyclododecindione prevents the binding of activated STAT6 transcription factors with DNA, which in turn, blocks the IL-4 signaling pathway. Oxacyclododecindione shows promise in treating inflammatory diseases.

Chemical Structure

Oxacyclododecindione
Oxacyclododecindione
CAS#N/A

Theoretical Analysis

MedKoo Cat#: 130256

Name: Oxacyclododecindione

CAS#: N/A

Chemical Formula: C18H21ClO6

Exact Mass: 368.1027

Molecular Weight: 368.81

Elemental Analysis: C, 58.62; H, 5.74; Cl, 9.61; O, 26.03

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
Oxacyclododecindione
IUPAC/Chemical Name
(E)-14-chloro-5,11,13-trihydroxy-4,5,9-trimethyl-4,5,6,7-tetrahydro-2H-benzo[d][1]oxacyclododecine-2,10(1H)-dione
InChi Key
CKSXTSLBLCBNFG-WEVVVXLNSA-N
InChi Code
InChI=1S/C18H21ClO6/c1-9-5-4-6-18(3,24)10(2)25-14(22)7-11-15(17(9)23)12(20)8-13(21)16(11)19/h5,8,10,20-21,24H,4,6-7H2,1-3H3/b9-5+
SMILES Code
O=C(CC1=C(Cl)C(O)=CC(O)=C12)OC(C)C(C)(O)CC/C=C(C)/C2=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 368.81 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. Erkel G, Belahmer H, Serwe A, Anke T, Kunz H, Kolshorn H, Liermann J, Opatz T. Oxacyclododecindione, a novel inhibitor of IL-4 signaling from Exserohilum rostratum. J Antibiot (Tokyo). 2008 May;61(5):285-90. doi: 10.1038/ja.2008.40. PMID: 18653993. 2. Tauber J, Rohr M, Walter T, Erkel G, Opatz T. Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type. Org Biomol Chem. 2015 Jul 28;13(28):7813-21. doi: 10.1039/c5ob01044f. Epub 2015 Jun 24. Erratum in: Org Biomol Chem. 2015 Sep 7;13(33):8945-6. PMID: 26106910. 3. Henke J, Erkel G, Brochhausen C, Kleinert H, Schwarting A, Menke J, Pautz A. The fungal lactone oxacyclododecindione is a potential new therapeutic substance in the treatment of lupus-associated kidney disease. Kidney Int. 2014 Oct;86(4):780-9. doi: 10.1038/ki.2014.109. Epub 2014 Apr 9. PMID: 24717299.