Ripromycin

Ripromycin

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Category Bioactive by-products
Catalog number BBF-02198
CAS
Molecular Weight 524.65
Molecular Formula C30H40N2O6

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Description

Ripromycin is produced by the strain of Streptomyces sp Tu 6239. It has moderate anti-gram-positive bacterial activity, but not anti-gram-negative bacteria or fungi. It inhibited the proliferation of HM02 and MCF cells with IC50 of 1.6 and 2.0 μg/mL, respectively.

Specification

IUPAC Name (3Z,5S,7S,11R,12R,17S,19Z,26S)-2-hydroxy-11-(1-methoxyethyl)-10-methyl-14-oxa-22,27-diazahexacyclo[24.2.1.05,17.07,12.08,16.013,15]nonacosa-1,3,19-triene-21,28,29-trione
Canonical SMILES CC1CC2C3CC4C=CC(=C5C(=O)C(CCCNC(=O)C=CCC4C2C6C(C3C1C(C)OC)O6)NC5=O)O
InChI InChI=1S/C30H40N2O6/c1-14-12-18-19-13-16-9-10-21(33)26-27(35)20(32-30(26)36)7-5-11-31-22(34)8-4-6-17(16)24(18)28-29(38-28)25(19)23(14)15(2)37-3/h4,8-10,14-20,23-25,28-29,33H,5-7,11-13H2,1-3H3,(H,31,34)(H,32,36)/b8-4-,10-9-,26-21?/t14?,15?,16-,17+,18?,19+,20+,23+,24?,25-,28?,29?/m1/s1
InChI Key RXSIXKMIYSTPGI-QMPRXWPASA-N

Properties

Appearance Yellow Powder
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Melting Point 190°C

Reference Reading

1. Ripromycin and other polycyclic macrolactams from Streptomyces sp. Tü 6239: taxonomy, fermentation, isolation and biological properties
Marcelo Bertasso, Meike Holzenkämpfer, Axel Zeeck, Erko Stackebrandt, Winfried Beil, Hans-Peter Fiedler J Antibiot (Tokyo). 2003 Apr;56(4):364-71. doi: 10.7164/antibiotics.56.364.
Strain Tü 6239 was isolated from a soil sample collected in Brazil and determined as a new species of the genus Streptomyces. In the course of our HPLC-diode array screening program three metabolites were detected in the culture filtrate and mycelium extracts of strain Tü 6239. They were characterised as members of the macrolactam group, the new compound ripromycin (1), the previously described ikarugamycin (2) and a new derivative of it, ikarugamycin epoxide (3). They show antibiotic activities against gram-positive bacteria and cytostatic effects to various human tumor cell lines.

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Bio Calculators

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* 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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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