DESTOMYCIN A

Details

Stereochemistry	EPIMERIC
Molecular Formula	C20H37N3O13
Molecular Weight	527.5201
Optical Activity	UNSPECIFIED
Defined Stereocenters	15 / 16
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12OC4(O[C@]1([H])[C@H](O[C@@]3([H])[C@H](O)[C@@H](N)C[C@@H](NC)[C@@H]3O)O[C@H](CO)[C@@H]2O)O[C@]([H])([C@@H](N)CO)[C@H](O)[C@H](O)[C@H]4O

InChI

InChIKey=GRRNUXAQVGOGFE-SVNOMHMPSA-N

InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6-,7+,8+,9+,10-,11-,12+,13-,14+,15-,16-,17-,18+,19-,20?/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H37N3O13
Molecular Weight	527.5201
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	15 / 16
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.famic.go.jp/ffis/oie/obj/a17_dm.pdf | https://www.ncbi.nlm.nih.gov/pubmed/6981528

Destomycin A is an aminoglycoside antibiotic and is reported to have antibacterial and anthelmintic activity. It has an antibacterial effect on Gram-positive bacteria, Gram-negative bacteria, and fungi. The mode of action of destomycin A is the inhibition of polypeptide synthesis in cells of Escherichia coli and stimulation of adenylate cyclase in several animal tissues. Destomycin A is added to feed for pigs and chickens to prevent parasitic infection of Ascaris suum (the mechanism of action involves inhibition of vitelline coat formation of the parasite eggs.)

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
vitelline coat formation of parasite eggs 1 Target ID: vitelline coat formation of parasite eggs Sources: http://www.famic.go.jp/ffis/oie/obj/a17_dm.pdf	Inhibitor 8297
Adenylate cyclase 13 Target ID: CHEMBL2095179 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6981528	Activator 1430

Conditions

Condition	Modality	Targets	Highest Phase	Product
Ascariasis 4 Sources: http://www.famic.go.jp/ffis/oie/obj/a17_dm.pdf	Curative		Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
The structure of destomycin A.	1966 May	6012897
Chemical studies on destomycin A.	1979 Dec	398904
Activating effect of destomycin A on adenylate cyclase from several animal tissues.	1982 Aug 2	6981528
Screening for new compounds with antiherpes activity.	1984 Oct	6517562

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The in vitro antitrypanosomal activity of the 10 microbial metabolites was determined using GUTat 3.1 (T. b. brucei) and STIB900 (T. b. rhodesiense). Destomycin A, was the least active compounds against GUTat 3.1 (IC50 = 330 ng/mL) and STIB900 (IC50 = 210 ng/mL) but its IC50 values can still be considered as active.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:23:20 GMT 2023` Edited by `admin` on `Sat Dec 16 08:23:20 GMT 2023`
Record UNII	PL7443WI4A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DESTOMYCIN A

Common Name

English

5-O-(2,3-O-(6-(1-AMINO-2-HYDROXYETHYL)TETRAHYDRO-3,4,5-TRIHYDROXY-2H-PYRAN-2-YLIDENE)-.BETA.-D-TALOPYRANOSYL)-2-DEOXY-N3-METHYL-D-STREPTAMINE

Common Name

English

DESTOMYCIN A [MI]

Common Name

English

DES-TONATE

Brand Name

English

NSC-96877

Code

English

D-STREPTAMINE, O-6-AMINO-6-DEOXY-L-GLYCERO-D-GALACTO-HEPTOPYRANOSYLIDENE-(1->2-3)-O-.BETA.-D-TALOPYRANOSYL-(1->5)-2-DEOXY-N1-METHYL-

Common Name

English

Classification Tree Code System Code

WHO-VATC

QP52AX05