DNAmod: antelmycin

Description

A nucleoside antibiotic with anthelminthic properties that is isolated from Streptomyces longissimus.

Chemical properties

Chemical formula	Net charge	Average mass
C21H37N5O14	0	583.544

antelmycin

Nomenclature

SMILES	InChI	InChIKey	Synonyms
O1[C@]([C@H](O[C@@H]2O[C@@H]([C@@H](O)[C@H](N)[C@H]2O)CO)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)([C@@H](N)[C@H](O)[C@@H](O)[C@@H]1N3C(=O)N=C(N)C=C3)[H]	InChI=1S/C21H37N5O14/c22-7-1-2-26(21(37)25-7)19-16(36)12(32)9(24)17(39-19)18(15(35)14(34)10(30)5(29)3-27)40-20-13(33)8(23)11(31)6(4-28)38-20/h1-2,5-6,8-20,27-36H,3-4,23-24H2,(H2,22,25,37)/t5-,6-,8+,9+,10-,11-,12+,13-,14+,15+,16-,17+,18-,19-,20+/m1/s1	VQQSDVBOXQHCHU-SKPOXZENSA-N	anthelmycin antelmicina nsc 337588 antelmycinum 1-n-(2-o-(3-amino-3-deoxy-beta-d-glucopyranosyl)-4-amino-4-deoxy-d-glycero-d-galacto-d-gluco-beta-d-undecapyranosyl)cytosine l 33876 antibiotic 33876 hikizimycin antelmycine

Database references:

CHEBI:88275

Citations

Das, BC, et al. 1972. The structure of hikizimycin. I. Identification of 3-amino-3-deoxy-D-glucose and cytosine as structural components. Carbohydrate Research. 22(2).
Fürstner, A, et al. 2005. Concise approach to the "higher sugar" core of the nucleoside antibiotic hikizimycin. Chemistry (Weinheim An Der Bergstrasse, Germany). 12(1).
González, A, et al. 1979. Inhibition of translation in bacterial and eukaryotic systems by the antibiotic anthelmycin (hikizimycin). Biochimica Et Biophysica Acta. 561(2).
HAMMILL, RL, et al. 1964. ANTHELMYCIN, A NEW ANTIBIOTIC WITH ANTHELMINTIC PROPERTIES. The Journal of Antibiotics. 17.
Uchida, K, et al. 1974. Metabolic products of microorganisms 133. Inhibition of ribosomal peptidyl transferase by hikizimycin, a nucleoside antibiotic. The Journal of Antibiotics. 27(10).
Uchida, K, et al. 1973. Hikosamine, a novel C11 aminosugar component of the antibiotic hikizimycin. Biochimie. 55(5).
Uchida, K, et al. 1971. Hikizimycin, a new antibiotic. The Journal of Antibiotics. 24(4).
Vuilhorgne, M, et al. 1977. Structure analysis of the nucleoside disaccharide antibiotic anthelmycin by carbon-13 nuclear magnetic resonance spectroscopy. A structural revision of hikizimycin and its identity with anthelmycin. The Journal of Organic Chemistry. 42(20).