MedKoo Cat#: 413343 | Name: Cremimycin

Description:

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

Cremimycin is a novel 19-membered macrocyclic lactam antibiotic that was isolated from the culture broth of an actinomycete strain.

Chemical Structure

 Cremimycin
Cremimycin
CAS#182285-29-6

Theoretical Analysis

MedKoo Cat#: 413343

Name: Cremimycin

CAS#: 182285-29-6

Chemical Formula: C35H53NO9

Exact Mass: 631.3720

Molecular Weight: 631.81

Elemental Analysis: C, 66.54; H, 8.46; N, 2.22; O, 22.79

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
Cremimycin
IUPAC/Chemical Name
Cyclopent(i)azacyclononadecene-7,11,17(8H,12H,19H)-trione, 9,10,13,14,15,16,20,20a-octahydro-19-((2,6-dideoxy-3-O-methylhexopyranosyl)oxy)-15,18-dihydroxy-9-hexyl-2-methyl-
InChi Key
RUOAKWFUWPYANU-ZXGAWBIVSA-N
InChi Code
InChI=1S/C35H53NO9/c1-5-6-7-8-13-25-19-26(37)14-11-15-27(38)20-28(39)33-24(17-22(2)12-9-10-16-31(40)36-25)18-30(35(33)42)45-32-21-29(43-4)34(41)23(3)44-32/h9-10,12,16-17,23-25,27,29-30,32,34,38,41-42H,5-8,11,13-15,18-21H2,1-4H3,(H,36,40)/b12-9+,16-10+,22-17+
SMILES Code
O=C(/C=C/C=C/C(C)=C/C1C(C(CC(O)CCC2)=O)=C(O)C(OC3CC(C(C(C)O3)O)OC)C1)NC(CCCCCC)CC2=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
>2 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
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 631.81 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: Kawasaki D, Miyanaga A, Chisuga T, Kudo F, Eguchi T. Functional and Structural Analyses of the Split-Dehydratase Domain in the Biosynthesis of Macrolactam Polyketide Cremimycin. Biochemistry. 2019 Dec 3;58(48):4799-4803. doi: 10.1021/acs.biochem.9b00897. Epub 2019 Nov 18. PMID: 31721563. 2: Igarashi M, Tsuchida T, Kinoshita N, Kamijima M, Sawa R, Sawa T, Naganawa H, Hamada M, Takeuchi T, Yamazaki K, Ishizuka M. Cremimycin, a novel 19-membered macrocyclic lactam antibiotic, from Streptomyces sp. J Antibiot (Tokyo). 1998 Feb;51(2):123-9. doi: 10.7164/antibiotics.51.123. PMID: 9544932. 3: Kawasaki D, Chisuga T, Miyanaga A, Kudo F, Eguchi T. Structural Analysis of the Glycine Oxidase Homologue CmiS2 Reveals a Unique Substrate Recognition Mechanism for Formation of a β-Amino Acid Starter Unit in Cremimycin Biosynthesis. Biochemistry. 2019 Jun 18;58(24):2706-2709. doi: 10.1021/acs.biochem.9b00444. Epub 2019 Jun 4. PMID: 31154757. 4: Amagai K, Takaku R, Kudo F, Eguchi T. A unique amino transfer mechanism for constructing the β-amino fatty acid starter unit in the biosynthesis of the macrolactam antibiotic cremimycin. Chembiochem. 2013 Oct 11;14(15):1998-2006. doi: 10.1002/cbic.201300370. Epub 2013 Sep 6. PMID: 24014395. 5: Cieślak J, Miyanaga A, Takaku R, Takaishi M, Amagai K, Kudo F, Eguchi T. Biochemical characterization and structural insight into aliphatic β-amino acid adenylation enzymes IdnL1 and CmiS6. Proteins. 2017 Jul;85(7):1238-1247. doi: 10.1002/prot.25284. Epub 2017 Mar 29. PMID: 28316096. 6: Chisuga T, Miyanaga A, Kudo F, Eguchi T. Structural analysis of the dual- function thioesterase SAV606 unravels the mechanism of Michael addition of glycine to an α,β-unsaturated thioester. J Biol Chem. 2017 Jun 30;292(26):10926-10937. doi: 10.1074/jbc.M117.792549. Epub 2017 May 18. PMID: 28522606; PMCID: PMC5491777. 7: Thines E, Eilbert F, Anke H, Sterner O. Glisoprenins C, D and E, new inhibitors of appressorium formation in Magnaporthe grisea, from cultures of Gliocladium roseum. 1. Production and biological activities. J Antibiot (Tokyo). 1998 Feb;51(2):117-22. doi: 10.7164/antibiotics.51.117. PMID: 9544931.