U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of BICOZAMYCIN

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
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

PubMed

TitleDatePubMed

Sample Use Guides

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
Name Type Language
BICOZAMYCIN
INN   MART.  
INN  
Official 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
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
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
INN
4356
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
SMS_ID
100000085900
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL2103766
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
253-795-3
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
MESH
C024504
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
PUBCHEM
65807
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
EVMPD
SUB05822MIG
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
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WIKIPEDIA
Bicyclomycin
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
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CAS
38129-37-2
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
NCI_THESAURUS
C90933
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
FDA UNII
J03U9E2P82
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID8042636
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
CHEBI
60584
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY
MERCK INDEX
m2477
Created by admin on Sat Dec 16 17:48:28 GMT 2023 , Edited by admin on Sat Dec 16 17:48:28 GMT 2023
PRIMARY Merck Index