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MedKoo Cat#: 593035 | Name: Aurachin B

Description:

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

Aurachin B is a new quinoline antibiotic.

Chemical Structure

Aurachin B
Aurachin B
CAS#108354-12-7

Theoretical Analysis

MedKoo Cat#: 593035

Name: Aurachin B

CAS#: 108354-12-7

Chemical Formula: C25H33NO2

Exact Mass: 379.2511

Molecular Weight: 379.54

Elemental Analysis: Chemical Formula: Exact Mass: Molecular Weight: Elemental Analysis: C, 79.11; H, 8.76; N, 3.69; O, 8.43

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
Aurachin B
IUPAC/Chemical Name
3-Quinolinol, 2-methyl-4-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, 1-oxide
InChi Key
ZNSLRZHNFFXDSE-YEFHWUCQSA-N
InChi Code
InChI=1S/C25H33NO2/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-23-22-14-6-7-15-24(22)26(28)21(5)25(23)27/h6-7,10,12,14-16,27H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+
SMILES Code
OC1=C(C)[N+]([O-])=C2C=CC=CC2=C1C/C=C(C)/CC/C=C(C)/CC/C=C(C)\C
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 379.54 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: Takahashi K, Kuwahara S, Enomoto M. Synthesis of aurachins B and H. Biosci Biotechnol Biochem. 2017 Aug;81(8):1466-1469. doi: 10.1080/09168451.2017.1325711. Epub 2017 May 16. PubMed PMID: 28508733. 2: Hattori H, Yokoshima S, Fukuyama T. Total Syntheses of Aurachins A and B. Angew Chem Int Ed Engl. 2017 Jun 6;56(24):6980-6983. doi: 10.1002/anie.201702204. Epub 2017 May 4. PubMed PMID: 28471077. 3: Katsuyama Y, Li XW, Müller R, Nay B. Chemically unprecedented biocatalytic (AuaG) retro-[2,3]-Wittig rearrangement: a new insight into aurachin B biosynthesis. Chembiochem. 2014 Nov 3;15(16):2349-52. doi: 10.1002/cbic.201402373. Epub 2014 Sep 10. PubMed PMID: 25209961. 4: Katsuyama Y, Harmrolfs K, Pistorius D, Li Y, Müller R. A semipinacol rearrangement directed by an enzymatic system featuring dual-function FAD-dependent monooxygenase. Angew Chem Int Ed Engl. 2012 Sep 10;51(37):9437-40. doi: 10.1002/anie.201204138. Epub 2012 Aug 21. PubMed PMID: 22907798. 5: Pistorius D, Li Y, Sandmann A, Müller R. Completing the puzzle of aurachin biosynthesis in Stigmatella aurantiaca Sg a15. Mol Biosyst. 2011 Dec;7(12):3308-15. doi: 10.1039/c1mb05328k. Epub 2011 Oct 6. PubMed PMID: 21979787. 6: Kunze B, Höfle G, Reichenbach H. The aurachins, new quinoline antibiotics from myxobacteria: production, physico-chemical and biological properties. J Antibiot (Tokyo). 1987 Mar;40(3):258-65. PubMed PMID: 3106289.