BICOZAMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H18N2O7
Molecular Weight	302.2805
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@](O)(CO)[C@H](O)[C@@]12NC(=O)[C@@](O)(NC1=O)C(=C)CCO2

InChI

InChIKey=WOUDXEYYJPOSNE-VKZDFBPFSA-N

InChI=1S/C12H18N2O7/c1-6-3-4-21-12(7(16)10(2,19)5-15)9(18)13-11(6,20)8(17)14-12/h7,15-16,19-20H,1,3-5H2,2H3,(H,13,18)(H,14,17)/t7-,10-,11+,12-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C12H18N2O7
Molecular Weight	302.2805
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16181146

Bicyclomycin has been used to treat diarrhea in humans and bacterial diarrhea in calves and pigs and is marketed by Fujisawa (Osaka, Japan) under the trade name Bicozamycin. This drug is the selective inhibitor of rho, a member of the RecA-type ATPase class of enzymes that use nucleotide contacts to couple oligonucleotide translocation to ATP hydrolysis.

Approval Year

PubMed

Title	Date	PubMed
The molecular basis for the mode of action of bicyclomycin.	2005-09	16181146
Physiological analysis of bicozamycin high-producing Streptomyces griseoflavus used at industrial level.	1988-08	3170345
Efficacy of bicozamycin in preventing traveler's diarrhea.	1985-02	3965336

Sample Use Guides

In Vivo Use Guide

None of the 11 subjects given bicozamycin orally for 3 wk at a dosage of 500 mg four times a day developed diarrhea as compared with an incidence of 53% diarrhea (10 of 19 subjects) in the placebo group (p = 0.003).

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:33:27 GMT 2025` Edited by `admin` on `Wed Apr 02 09:33:27 GMT 2025`
Record UNII	J03U9E2P82
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BICOZAMYCIN

Official Name

English

BICYCLOMYCIN

Preferred Name

English

bicozamycin [INN]

Common Name

English

BICOZAMYCIN [MART.]

Common Name

English

ANTIBIOTIC 5879

Code

English

AIZUMYCIN

Common Name

English

(1S,6R)-6-HYDROXY-5-METHYLENE-1-((1S,2S)-1,2,3-TRIHYDROXY-2-METHYLPROPYL)-2-OXA-7,9-DIAZABICYCLO(4.2.2)DECANE-8,10-DIONE

Systematic Name

English

NSC-180516

Code

English

BICOZAMYCIN [JAN]

Common Name

English

BICYCLOMYCIN [MI]

Common Name

English

WS-4545 ANTIBIOTIC

Code

English

8,10-DIAZA-6-HYDROXY-5-METHYLENE-1-(2-METHYL-1,2,3-TRIHYDROXYPROPYL)-2-OXABICYCLO(4.2.2)DECAN-7,9-DIONE

Common Name

English

CGP-3543

Code

English

Code System Code Type Description

NSC

180516