Cycloheptamycin
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| Category | Antibiotics |
| Catalog number | BBF-01111 |
| CAS | 30270-78-1 |
| Molecular Weight | 949.10 |
| Molecular Formula | C48H68N8O12 |
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Description
It is produced by the strain of Streptomyces sp. MZ 1158. It has anti-gram-positive bacterial and mycobacterium activity.
Specification
| IUPAC Name | N-[9-butan-2-yl-6-(1-hydroxypropyl)-3-[(5-methoxy-1H-indol-3-yl)methyl]-15-[(4-methoxyphenyl)methyl]-4,10,12,19-tetramethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-2-formamido-3-methylbutanamide |
| Canonical SMILES | CCC(C)C1C(=O)NC(C(=O)N(C(C(=O)OC(C(C(=O)NC(C(=O)NC(C(=O)N1C)C)CC2=CC=C(C=C2)OC)NC(=O)C(C(C)C)NC=O)C)CC3=CNC4=C3C=C(C=C4)OC)C)C(CC)O |
| InChI | InChI=1S/C48H68N8O12/c1-12-26(5)41-45(62)54-40(37(58)13-2)47(64)55(8)36(21-30-23-49-34-19-18-32(67-11)22-33(30)34)48(65)68-28(7)39(53-43(60)38(25(3)4)50-24-57)44(61)52-35(20-29-14-16-31(66-10)17-15-29)42(59)51-27(6)46(63)56(41)9/h14-19,22-28,35-41,49,58H,12-13,20-21H2,1-11H3,(H,50,57)(H,51,59)(H,52,61)(H,53,60)(H,54,62) |
| InChI Key | ASSZAURWVSBFSV-UHFFFAOYSA-N |
Properties
| Appearance | Colorless Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Mycobacteria |
| Melting Point | 256-258 °C |
| Solubility | Soluble in Chloroform, Acetone; Slightly soluble in Methanol, Ethanol; Insoluble in Water, Ether, Hexane |
Reference Reading
1. Structures and biological activities of cycloheptamycins A and B
Zhengyi Qian, Janine Antosch, Jutta Wiese, Johannes F Imhoff, Hans-Peter Fiedler, Alexander Pöthig, Tobias A M Gulder Org Biomol Chem. 2019 Jul 21;17(27):6595-6600. doi: 10.1039/c9ob01261c. Epub 2019 Jun 27.
The heptadepsipeptide cycloheptamycin A was isolated from the terrestrial Streptomyces sp. Tü 6314. Its constitution was elucidated on the basis of NMR spectroscopic experiments and mass spectrometric analysis. Its stereostructure was investigated by peptide hydrolysis and derivatization and firmly established by X-ray structure analysis. In addition to the parent compound, a new cycloheptamycin analog, cycloheptamycin B, was discovered and structurally assigned using comparative MS/MS experiments and NMR. The biological profile of both compounds was investigated, revealing a selective inhibitory potential of cycloheptamycins against Propionibacterium acnes.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
