Clecarmycin C

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Category Mycotoxins
Catalog number BBF-00369
CAS 136427-31-1
Molecular Weight 550.51
Molecular Formula C29H26O11

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Description

It is produced by the strain of Streptomyces sp. DO-114. Clecarmycin C has anti-gram-positive bacteria activity with MIC 0.04-0.33μg/mL. It also showed strong cytotoxicity, with IC50 of 11.5 mg/mL against HeLa S3 cells, which was 10-20 times stronger than adriamycin.

Specification

IUPAC Name 2,4-dihydroxy-5-(5-hydroxy-6-methyl-4-oxooxan-2-yl)-18-methyl-14-[2-methyl-3-(oxiran-2-yl)oxiran-2-yl]-6,13-dioxapentacyclo[9.8.0.03,9.05,7.012,17]nonadeca-1,3(9),10,12(17),14,18-hexaene-8,16-dione
Canonical SMILES CC1C(C(=O)CC(O1)C23C(C4=C(C=C5C(=C4O)C=C(C6=C5OC(=CC6=O)C7(C(O7)C8CO8)C)C)C(=O)C2O3)O)O
InChI InChI=1S/C29H26O11/c1-9-4-11-12(24-19(9)14(30)6-17(38-24)28(3)26(39-28)16-8-36-16)5-13-20(22(11)33)25(35)29(27(40-29)23(13)34)18-7-15(31)21(32)10(2)37-18/h4-6,10,16,18,21,25-27,32-33,35H,7-8H2,1-3H3
InChI Key CUSVKWXGLVYYKE-UHFFFAOYSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; fungi; neoplastics (Tumor)

Reference Reading

1. The clecarmycins, new antitumor antibiotics produced by Streptomyces: fermentation, isolation and biological properties
N Fujii, T Katsuyama, E Kobayashi, M Hara, H Nakano J Antibiot (Tokyo). 1995 Aug;48(8):768-72. doi: 10.7164/antibiotics.48.768.
In the course of screening for microbial products with antitumor activity, new antitumor agents, clecarmycins, were isolated from culture broth of Streptomyces sp. DO-114. The antibiotics were produced in a fermentation medium supplemented with a highly porous polymer resin which adsorbs antibiotics and results in a increase of titer. Active materials were separated from the polymer resin by solvent extraction procedure and two components named clecarmycin A1 and C were isolated by silica gel column chromatography. These were active against bacteria, and showed antiproliferative activities against human HeLa S3 cells. Clecarmycins exhibited antitumor activity against leukemia P388 and sarcoma 180 in mice.

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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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