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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H25N5O13
Molecular Weight 507.4061
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POLYOXIN B

SMILES

[H][C@@]1(O[C@H]([C@H](O)[C@@H]1O)N2C=C(CO)C(=O)NC2=O)[C@H](NC(=O)[C@@H](N)[C@H](O)[C@@H](O)COC(N)=O)C(O)=O

InChI

InChIKey=YFZNSPMAOIVQRP-YVKGXWRCSA-N
InChI=1S/C17H25N5O13/c18-6(8(25)5(24)3-34-16(19)32)13(29)20-7(15(30)31)11-9(26)10(27)14(35-11)22-1-4(2-23)12(28)21-17(22)33/h1,5-11,14,23-27H,2-3,18H2,(H2,19,32)(H,20,29)(H,30,31)(H,21,28,33)/t5-,6-,7-,8+,9-,10+,11+,14+/m0/s1

HIDE SMILES / InChI
Polyoxins are antifungal antibiotics produced by Streptomycetes that were discovered through programs searching for new fungicides and insecticides for agricultural use. The polyoxins, first reported in the 1960s, were isolated from Streptomyces cacaoi. As inhibitors of chitin synthetase, they exhibit antifungal activity, but lack antibacterial activity. Since they also lack mammalian toxicity, they represent potentially useful models for the development of effective agents for the treatment of opportunistic fungal infections.The inhibitory effectiveness of polyoxin B (Polar) makes it a good candidate for the control of powdery mildews on grapevines, apple, and especially on nectarine trees. Polyoxin B is a chitin synthase (CHS) inhibitor with IC50 of 0.16 mM.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.16 mM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Cilofungin (LY121019) inhibits Candida albicans (1-3)-beta-D-glucan synthase activity.
1988 Dec
Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs.
1991 Jan
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Polyoxin B inhibited Candida albicans with MIC 16 mg/L.
Name Type Language
POLYOXIN B
MI  
Common Name English
.BETA.-D-ALLOFURANURONIC ACID, 5-((2-AMINO-5-O-(AMINOCARBONYL)-2-DEOXY-L-XYLONOYL)AMINO)-1,5-DIDEOXY-1-(3,4-DIHYDRO-5-(HYDROXYMETHYL)-2,4-DIOXO-1(2H)-PYRIMIDINYL)-
Common Name English
POLYOXIN B [MI]
Common Name English
5-((2-AMINO-5-O-(AMINOCARBONYL)-2-DEOXY-L-XYLONOYL)AMINO)-1,5-DIDEOXY-1-(3,4-DIHYDRO-5-(HYDROXYMETHYL)-2,4-DIOXO-1(2H)-PYRIMIDINYL)-.BETA.-D-ALLOFURANURONIC ACID
Common Name English
POLYOXIN AL
Common Name English
MILPAN
Brand Name English
POLAR
Brand Name English
Code System Code Type Description
MERCK INDEX
m8966
Created by admin on Sat Dec 16 09:55:29 GMT 2023 , Edited by admin on Sat Dec 16 09:55:29 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
243-024-9
Created by admin on Sat Dec 16 09:55:29 GMT 2023 , Edited by admin on Sat Dec 16 09:55:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID3058329
Created by admin on Sat Dec 16 09:55:29 GMT 2023 , Edited by admin on Sat Dec 16 09:55:29 GMT 2023
PRIMARY
FDA UNII
UP481S7UOD
Created by admin on Sat Dec 16 09:55:29 GMT 2023 , Edited by admin on Sat Dec 16 09:55:29 GMT 2023
PRIMARY
PUBCHEM
181352
Created by admin on Sat Dec 16 09:55:29 GMT 2023 , Edited by admin on Sat Dec 16 09:55:29 GMT 2023
PRIMARY
CAS
19396-06-6
Created by admin on Sat Dec 16 09:55:29 GMT 2023 , Edited by admin on Sat Dec 16 09:55:29 GMT 2023
PRIMARY