UCT4B

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UCT4B
Category Antibiotics
Catalog number BBF-01593
CAS 143200-52-6
Molecular Weight 380.4
Molecular Formula C20H28O7

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Description

UCT4B is an antitumor antibiotic produced by Streptomyces sp. It exhibits topoisomerase II mediated DNA cleavage activity. It suppresses gram-positive bacteria and Klebsiella pneumoniae with MIC of 4.1 and 2.1 μg/mL, respectively.

Specification

Synonyms UCT 4B
IUPAC Name 2-[2-[1-hydroxy-2-[3-hydroxy-5-(hydroxymethyl)-1,2,4a-trimethyl-4-oxo-3,7,8,8a-tetrahydro-2H-naphthalen-1-yl]ethyl]oxiran-2-yl]-2-oxoacetaldehyde
Canonical SMILES CC1C(C(=O)C2(C(C1(C)CC(C3(CO3)C(=O)C=O)O)CCC=C2CO)C)O
InChI InChI=1S/C20H28O7/c1-11-16(25)17(26)19(3)12(8-21)5-4-6-13(19)18(11,2)7-14(23)20(10-27-20)15(24)9-22/h5,9,11,13-14,16,21,23,25H,4,6-8,10H2,1-3H3
InChI Key MLIJBZORKJUODY-UHFFFAOYSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Melting Point 162-172°C

Reference Reading

1. Terpentecin and ECT4B, new family of topoisomerase II targeting antitumor antibiotics produced by Streptomyces: producing organism, fermentation and large scale purification
S Kawada, Y Yamashita, K Ochiai, K Ando, T Iwasaki, T Takiguchi, H Nakano J Antibiot (Tokyo). 1995 Mar;48(3):211-6. doi: 10.7164/antibiotics.48.211.
Terpentecin and UCT4B are new family of antitumor antibiotics with topoisomerase II mediated DNA cleavage activity. Based on the taxonomic studies, the producing strain S-464 was identified as Streptomyces sp. This strain is different from Kitasatosporia griseola which had been identified as the terpentecin-producing strain in 1988. Fermentation studies showed that natural nitrogen sources supported higher titer of terpentecin, and the synthetic medium with inorganic nitrogen sources supported selective production of UCT4B. An improved isolation method was developed for the large scale purification of terpentecin.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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