ChemFOnt: Showing chemical card for Ferrioxamine (CFc000022728)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:15:10 UTC

Chemfont ID

CFc000022728

Molecule Identification

Common Name

Ferrioxamine

Definition

Ferrioxamine belongs to the family of Hydroxamic Acids. These are compounds containing an hydroxamic acid functional group in which an hydroxylamine is inserted into a carboxylic acid. Its general structure is R-CO-NH-OH, with an R as an organic residue[1].

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Iron(3+) ion 5,16,27-trihydroxy-2,13,24-trioxo-1,6,12,17,23,28-hexaazacyclotritriaconta-5,16,27-triene-1,12,23-tris(olic acid)	Generator
Desferal-iron(III)	HMDB
Ferrioxamines	HMDB
Ferroxamine	HMDB
Ironophore	HMDB
Siderochrome	HMDB
Siderochromes	HMDB
Siderophore	HMDB
Siderophores	HMDB
Ferrioxamine e	MeSH

Chemical Formula

C₂₇H₄₅FeN₆O₉

Average Molecular Weight

653.526

Monoisotopic Molecular Weight

653.259744201

IUPAC Name

iron(3+) ion 5,16,27-trihydroxy-2,13,24-trioxo-1,6,12,17,23,28-hexaazacyclotritriaconta-5,16,27-triene-1,12,23-tris(olate)

Traditional Name

iron(3+) ion 5,16,27-trihydroxy-2,13,24-trioxo-1,6,12,17,23,28-hexaazacyclotritriaconta-5,16,27-triene-1,12,23-tris(olate)

CAS Registry Number

14836-73-8

SMILES

[Fe+3].OC1=NCCCCCN([O-])C(=O)CCC(O)=NCCCCCN([O-])C(=O)CCC(O)=NCCCCCN([O-])C(=O)CC1

InChI Identifier

InChI=1S/C27H45N6O9.Fe/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22;/h1-21H2,(H,28,34)(H,29,35)(H,30,36);/q-3;+3

InChI Key

MZFKJKOHYACYNT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Organoheterocyclic compound
Organic transition metal salt
Azacycle
Organic salt
Organic zwitterion
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0041894)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.054 g/L	ALOGPS
logP	2.79	ALOGPS
logP	0.31	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.83	ChemAxon
pKa (Strongest Basic)	5.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	227.88 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	150.84 m³·mol⁻¹	ChemAxon
Polarizability	85.59 Å³	ChemAxon
Number of Rings	1	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

HMDB0041894

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

167864

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ferrioxamine (CFc000022728)

MOL for CFc000022728 (Ferrioxamine)

3D MOL for CFc000022728 (Ferrioxamine)

3D SDF for CFc000022728 (Ferrioxamine)

3D-SDF for CFc000022728 (Ferrioxamine)

PDB for CFc000022728 (Ferrioxamine)

3D PDB for CFc000022728 (Ferrioxamine)

SMILES for CFc000022728 (Ferrioxamine)

INCHI for CFc000022728 (Ferrioxamine)

Structure for CFc000022728 (Ferrioxamine)

3D Structure for CFc000022728 (Ferrioxamine)