Polyketomycin - CAS# 200625-47-4

Polyketomycin is a tetracyclic quinone glycoside antibiotic isolated from Streptomyces sp. or Streptomyces diastatochromogenes. Polyketomycin inhibits growth of Gram-positive bacteria, and its MIC values is less than 0.2 µg/mL. Polyketomycin has antibacterial, anticancer, antimalarial activities.

Product information

CAS Number: 200625-47-4

Molecular Weight: 864.84

Formula: C44H48O18

Chemical Name: (2S, 3R, 4R, 6S)-6-{[(2R, 3S, 6S)-6-{[(1S, 3E, 4aS, 12aR)-4a, 6, 12a-trihydroxy-3-(1-hydroxyethylidene)-9-methoxy-11-methyl-2, 4, 5, 7, 10-pentaoxo-1, 2, 3, 4, 4a, 5, 7, 10, 12, 12a-decahydrotetracen-1-yl]oxy}-2-methyloxan-3-yl]oxy}-4-hydroxy-2, 4-dimethyloxan-3-yl 2-hydroxy-3, 6-dimethylbenzoate

Smiles: C[C@@]1(O)C[C@H](O[C@H]2CC[C@@H](O[C@@H]2C)O[C@@H]2C(=O)/C(/C(=O)[C@@]3(O)C(=O)C4=C(C[C@]32O)C(C)=C2C(C(=O)C=C(OC)C2=O)=C4O)=C(/C)\O)O[C@@H](C)[C@H]1OC(=O)C1=C(O)C(C)=CC=C1C

InChiKey: OWRCRVABZYJUES-FLJLGRLJSA-N

InChi: InChI=1S/C44H48O18/c1-16-9-10-17(2)33(47)28(16)41(53)62-39-21(6)59-27(15-42(39,7)54)60-24-11-12-26(58-20(24)5)61-40-36(50)30(19(4)45)37(51)44(56)38(52)31-22(14-43(40,44)55)18(3)29-32(35(31)49)23(46)13-25(57-8)34(29)48/h9-10,13,20-21,24,26-27,39-40,45,47,49,54-56H,11-12,14-15H2,1-8H3/b30-19+/t20-,21+,24+,26+,27+,39-,40-,42-,43-,44-/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Polyketomycin exhibits growth inhibition against L1210 leukemia, EL-4 leukemia, P388 leukemia, Ehrlich carcinoma, IMC carcinoma, colon 26 adnocarcinoma, Meth A fibrosarcoma, FS-3 fibrosarcoma and B16-BL10 melanoma with IC50 values of 3.3 μg/mL, 2.1 μg/mL, 5.2 μg/mL, 1 μg/mL, 0.9 μg/mL, 1.8 μg/mL, 2.4 μg/mL, 1.5 μg/mL and 1.6 μg/mL, respectively.

In Vivo:

The acute toxicity (LD50, ip) of Polyketomycin in mice is estimated to be 6.25-12.5mg/kg.

References:

1. Otoguro K, In vitro antimalarial activities of the microbial metabolites. J Antibiot (Tokyo). 2003 Mar;56(3):322-4.
2. Momose I, et al. Polyketomycin, a new antibiotic from Streptomyces sp. MK277-AF1. I. Taxonomy, production, isolation, physico-chemical properties and biological activities. J Antibiot (Tokyo). 1998 Jan;51(1):21-5.
3. Daum M, et al. Organisation of the biosynthetic gene cluster and tailoring enzymes in the biosynthesis of the tetracyclic quinone glycoside antibiotic polyketomycin. Chembiochem. 2009 Apr 17;10(6):1073-83.

Products are for research use only. Not for human use.