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Cochleamycin B

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

Category Antibiotics
Catalog number BBF-00381
CAS
Molecular Weight 358.43
Molecular Formula C21H26O5

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Streptomyces sp. DT136. Cochleamycin B has the activity of inhibiting tumor cells.

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IUPAC Name [(1R,3R,4S,6R,7R,8R,11R,15S)-6-methyl-17,18-dioxo-16-oxapentacyclo[13.2.2.01,13.03,11.04,8]nonadec-9-en-7-yl] acetate
Canonical SMILES CC1CC2C3CC45C(CC(CC4=O)OC5=O)CC3C=CC2C1OC(=O)C
InChI InChI=1S/C21H26O5/c1-10-5-16-15(19(10)25-11(2)22)4-3-12-6-13-7-14-8-18(23)21(13,9-17(12)16)20(24)26-14/h3-4,10,12-17,19H,5-9H2,1-2H3/t10-,12+,13?,14+,15-,16-,17-,19-,21-/m1/s1
InChI Key JOYRWDFJPHYGNB-MBEYJWDMSA-N
Appearance Colorless Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
1. Studies on cochleamycins, novel antitumor antibiotics. II. Physico-chemical properties and structure determination
K Shindo, H Iijima, H Kawai J Antibiot (Tokyo). 1996 Mar;49(3):244-8. doi: 10.7164/antibiotics.49.244.
The structure of cochleamycins A, A2, B and B2 (Fig. 1), novel antitumor antibiotics, were elucidated by NMR spectral analysis. Cochleamycins were found to possess novel carbocyclic skeletons.
2. Studies on cochleamycins, novel antitumor antibiotics. I. Taxonomy, production, isolation and biological activities
K Shindo, M Matsuoka, H Kawai J Antibiot (Tokyo). 1996 Mar;49(3):241-3. doi: 10.7164/antibiotics.49.241.
Novel antitumor antibiotics cochleamycins A, A2, B and B2 (Fig. 1) were isolated from the culture broth of Streptomyces sp. DT136. They were purified by column chromatography on silica gel, reversed phase HPLC and then isolated as colorless powder. Cochleamycins showed growth inhibition against tumor cells in vitro.
3. Studies on cochleamycins, novel antitumor antibiotics. III. Biosyntheses of cochleamycins: incorporation of 13C- and 2H-labeled compounds into cochleamycins
K Shindo, M Sakakibara, H Kawai, H Seto J Antibiot (Tokyo). 1996 Mar;49(3):249-52. doi: 10.7164/antibiotics.49.249.
Biosynthetic studies using 13C- and 2H-labeled compounds revealed that the carbon skeletons of cochleamycins A and B were derived from eight acetic acid units and one propionic acid unit with the introduction of an acetoxy group at C-10, which was replaced by an isobutyryl residue derived from valine in cochleamycins A2 and B2.
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