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MedKoo Cat#: 412859 | Name: Chuangxinmycin

Description:

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

Chuangxinmycin is an antibiotic isolated from Actinoplanes tsinanensis CPCC 200056 in the 1970s with a novel indole-dihydrothiopyran heterocyclic skeleton.

Chemical Structure

Chuangxinmycin
Chuangxinmycin
CAS#63339-68-4

Theoretical Analysis

MedKoo Cat#: 412859

Name: Chuangxinmycin

CAS#: 63339-68-4

Chemical Formula: C12H11NO2S

Exact Mass: 233.0510

Molecular Weight: 233.29

Elemental Analysis: C, 61.78; H, 4.75; N, 6.00; O, 13.72; S, 13.74

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 #
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Synonym
Chuangxinmycin; Chuanghsinmycin
IUPAC/Chemical Name
2H-Thiopyrano(4,3,2-cd)indole-2-carboxylic acid, 3,5-dihydro-3-methyl-, cis-(-)-
InChi Key
DKHFLDXCKWDVMF-UPONEAKYSA-N
InChi Code
InChI=1S/C12H11NO2S/c1-6-7-5-13-8-3-2-4-9(10(7)8)16-11(6)12(14)15/h2-6,11,13H,1H3,(H,14,15)/t6-,11+/m0/s1
SMILES Code
O=C([C@H](S1)[C@@H](C)C2=CNC3=C2C1=CC=C3)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

Preparing Stock Solutions

The following data is based on the product molecular weight 233.29 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: Shi Y, Jiang Z, Li X, Zuo L, Lei X, Yu L, Wu L, Jiang J, Hong B. Biosynthesis of antibiotic chuangxinmycin from Actinoplanes tsinanensis. Acta Pharm Sin B. 2018 Mar;8(2):283-294. doi: 10.1016/j.apsb.2017.07.005. Epub 2017 Aug 12. PMID: 29719789; PMCID: PMC5925218. 2: Sun L, Zhang S, Hu X, Jin J, Li Z. Synthesis, resolution, derivatization and antibacterial activity of chuangxinmycin. Future Med Chem. 2019 Nov;11(22):2877-2890. doi: 10.4155/fmc-2019-0209. Epub 2019 Sep 19. PMID: 31533475. 3: Xu X, Zhou H, Liu Y, Liu X, Fu J, Li A, Li YZ, Shen Y, Bian X, Zhang Y. Heterologous Expression Guides Identification of the Biosynthetic Gene Cluster of Chuangxinmycin, an Indole Alkaloid Antibiotic. J Nat Prod. 2018 Apr 27;81(4):1060-1064. doi: 10.1021/acs.jnatprod.7b00835. Epub 2018 Mar 22. PMID: 29565122. 4: Studies on a new antibiotic--Chuangxinmycin. Sci Sin. 1977 Jan- Feb;20(1):106-12. PMID: 327539. 5: Yoshida T, Ito A, Ibusuki K, Murase M, Kotani E. Improved preparation of sulfur substituted 3-vinylpyrrole and its application to the syntheses of chuangxinmycin derivatives. Chem Pharm Bull (Tokyo). 2001 Sep;49(9):1198-202. doi: 10.1248/cpb.49.1198. PMID: 11558613. 6: Zuo LJ, Zhao W, Jiang ZB, Jiang BY, Li SF, Liu HY, Yu LY, Hong B, Hu XX, You XF, Wu LZ. [Identification of 3-demethylchuangxinmycin from Actinoplanes tsinanensis CPCC 200056]. Yao Xue Xue Bao. 2016 Jan;51(1):105-9. Chinese. PMID: 27405170. 7: Brown MJ, Carter PS, Fenwick AS, Fosberry AP, Hamprecht DW, Hibbs MJ, Jarvest RL, Mensah L, Milner PH, O'Hanlon PJ, Pope AJ, Richardson CM, West A, Witty DR. The antimicrobial natural product chuangxinmycin and some synthetic analogues are potent and selective inhibitors of bacterial tryptophanyl tRNA synthetase. Bioorg Med Chem Lett. 2002 Nov 4;12(21):3171-4. doi: 10.1016/s0960-894x(02)00604-2. PMID: 12372526. 8: Akita H. [Natural products syntheses based on the biotransformation using biocatalyst]. Yakugaku Zasshi. 2011 Feb;131(2):269-84. Japanese. doi: 10.1248/yakushi.131.269. PMID: 21297373. 9: Xu S, Qi T. [Enhancing effect of chuangxinmycin on synthesis of enzymes in tryptophan synthesis pathway of chuangxinmycin-resistant mutant strain of E. coli]. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 1990 Feb;12(1):25-30. Chinese. PMID: 2140719. 10: Cao J, Qi TQ. [A study on indolepyruvic acid methyltransferase in chuangxinmycin-producing strain]. Wei Sheng Wu Xue Bao. 1989 Feb;29(1):63-7. Chinese. PMID: 2800539.