Cochleamycin B

Cochleamycin B

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

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Description

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

Specification

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

Properties

Appearance Colorless Powder
Antibiotic Activity Spectrum neoplastics (Tumor)

Reference Reading

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.

Bio Calculators

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L

* 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
g/mol
g

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