ChemFOnt: Showing chemical card for Polymyxin B Sulfate (CFc000009246)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:19 UTC

Chemfont ID

CFc000009246

Molecule Identification

Common Name

Polymyxin B Sulfate

Definition

Polymyxin B sulfate is a mixture of polymyxins B1 and B2, obtained from Bacillus polymyxa strains. They are basic polypeptides of about eight amino acids and have cationic detergent action on cell membranes. Polymyxin B is used for infections with gram-negative organisms, but may be neurotoxic and nephrotoxic. All gram-positive bacteria, fungi, and the gram-negative cocci, N. gonorrhea and N. menigitidis, are resistant. It is appropriate for treatment of infections of the urinary tract, meninges, and blood stream, caused by susceptible strains of Pseudomonas aeruginosa.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Polymixin b sulfate	HMDB
Polymixin b sulphate	HMDB
Polymyxin b sulfate salt	HMDB
Polymyxin b sulphate	HMDB, Generator
Polymyxin b sulphate salt	HMDB
Sulfate, polymyxin b	MeSH, HMDB
Polymyxin b	MeSH, HMDB
N-[3-Amino-1-({1-[(3-amino-1-{[6,9,18-tris(2-aminoethyl)-15-benzyl-2,5,8,11,14,17,20-heptahydroxy-3-(1-hydroxyethyl)-12-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclotricosa-1,4,7,10,13,16,19-heptaen-21-yl]-C-hydroxycarbonimidoyl}propyl)-C-hydroxycarbonimidoyl]-2-hydroxypropyl}-C-hydroxycarbonimidoyl)propyl]-6-methyloctanimidate	Generator, HMDB
Aerosporin	MeSH, HMDB
Polymyxin b sulfate	MeSH
Polymyxin b sulfuric acid	Generator
Polymyxin b sulphuric acid	Generator

Chemical Formula

C₅₆H₉₈N₁₆O₁₃

Average Molecular Weight

1203.4767

Monoisotopic Molecular Weight

1202.749927302

IUPAC Name

N-[3-amino-1-({1-[(3-amino-1-{[6,9,18-tris(2-aminoethyl)-15-benzyl-3-(1-hydroxyethyl)-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl]carbamoyl}propyl)carbamoyl]-2-hydroxypropyl}carbamoyl)propyl]-6-methyloctanamide

Traditional Name

polymyxin B sulfate

CAS Registry Number

1405-20-5

SMILES

CCC(C)CCCCC(=O)NC(CCN)C(=O)NC(C(C)O)C(=O)NC(CCN)C(=O)NC1CCNC(=O)C(NC(=O)C(CCN)NC(=O)C(CCN)NC(=O)C(CC(C)C)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CCN)NC1=O)C(C)O

InChI Identifier

InChI=1S/C56H98N16O13/c1-7-32(4)13-11-12-16-44(75)63-36(17-23-57)51(80)72-46(34(6)74)56(85)68-39(20-26-60)48(77)67-41-22-28-62-55(84)45(33(5)73)71-52(81)40(21-27-61)65-47(76)37(18-24-58)66-53(82)42(29-31(2)3)69-54(83)43(30-35-14-9-8-10-15-35)70-49(78)38(19-25-59)64-50(41)79/h8-10,14-15,31-34,36-43,45-46,73-74H,7,11-13,16-30,57-61H2,1-6H3,(H,62,84)(H,63,75)(H,64,79)(H,65,76)(H,66,82)(H,67,77)(H,68,85)(H,69,83)(H,70,78)(H,71,81)(H,72,80)

InChI Key

WQVJHHACXVLGBL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.

Kingdom

Organic compounds

Super Class

Organic Polymers

Class

Polypeptides

Sub Class

Not Available

Direct Parent

Polypeptides

Alternative Parents

Substituents

Polypeptide
Cyclic alpha peptide
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Carboxamide group
Lactam
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Amine
Carbonyl group
Alcohol
Organonitrogen compound
Organooxygen compound
Primary amine
Organic oxygen compound
Hydrocarbon derivative
Primary aliphatic amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014919)
Extracellular (HMDB: HMDB0014919)

Source

Exogenous

Exogenous (HMDB: HMDB0014919)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.074 g/L	ALOGPS
logP	-0.89	ALOGPS
logP	-7.2	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.57	ChemAxon
pKa (Strongest Basic)	10.23	ChemAxon
Physiological Charge	5	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	18	ChemAxon
Polar Surface Area	490.66 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	313.22 m³·mol⁻¹	ChemAxon
Polarizability	129.71 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0256682

DrugBank ID

DB00781

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4702

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Polymyxin B

METLIN ID

Not Available

PubChem Compound

4868

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Polymyxin B Sulfate (CFc000009246)

MOL for CFc000009246 (Polymyxin B Sulfate)

3D MOL for CFc000009246 (Polymyxin B Sulfate)

3D SDF for CFc000009246 (Polymyxin B Sulfate)

3D-SDF for CFc000009246 (Polymyxin B Sulfate)

PDB for CFc000009246 (Polymyxin B Sulfate)

3D PDB for CFc000009246 (Polymyxin B Sulfate)

SMILES for CFc000009246 (Polymyxin B Sulfate)

INCHI for CFc000009246 (Polymyxin B Sulfate)

Structure for CFc000009246 (Polymyxin B Sulfate)

3D Structure for CFc000009246 (Polymyxin B Sulfate)