P. aeruginosa Metabolome Database: pyoverdine I (PAMDB120298)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB120298

Identification

Name:

pyoverdine I

Description:

Pyoverdine I (PVDI) is the type of pyoverdine that is synthesized by Pseudomonas aeruginosa . The molecule is composed from the common chromophore (synthesized from GLT, TYR and L-2,4-diaminobutanoate), connected to an octapeptide consisting of D-SERINE- ARG- D-SERINE- N⁵-formyl-N⁵-hydroxy-L-ornithine-c( LYS- N⁵-formyl-N⁵-hydroxy-L-ornithine- THR- THR). The last four amino acids form a cycle.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

PVDI
pyoverdine type I
pyoverdine_PAO

Chemical Formula:

C₅₆H₈₈N₁₈O₂₂

Average Molecular Weight:

1365.419

Monoisotopic Molecular Weight:

1364.6321

InChI Key:

QIRRYPHVUMPBDX-UARRTFJPSA-N

InChI:

InChI=1S/C56H88N18O22/c1-27(79)43-53(91)61-15-4-3-8-31(46(84)65-34(11-7-19-73(96)26-78)49(87)70-44(28(2)80)54(92)71-43)64-47(85)33(10-6-18-72(95)25-77)67-50(88)36(23-75)68-48(86)32(9-5-16-62-56(58)59)66-51(89)37(24-76)69-52(90)38-14-17-60-45-35(63-42(83)13-12-30(57)55(93)94)20-29-21-40(81)41(82)22-39(29)74(38)45/h20-22,25-28,30-34,36-38,43-45,60,75-76,79-82,95-96H,3-19,23-24,57H2,1-2H3,(H,61,91)(H,63,83)(H,64,85)(H,65,84)(H,66,89)(H,67,88)(H,68,86)(H,69,90)(H,70,87)(H,71,92)(H,93,94)(H4,58,59,62)/t27?,28?,30?,31?,32?,33?,34?,36?,37?,38-,43?,44?,45?/m0/s1

CAS number:

Not Available

IUPAC Name:

Not Available

Traditional IUPAC Name:

Not Available

SMILES:

CC(O)C1(NC(C(NC(=O)C(CCCN(C=O)O)NC(=O)C(CCCCNC(=O)1)NC(=O)C(CCCN(C=O)O)NC(=O)C(CO)NC(=O)C(NC(C(CO)NC(C4(CCNC3(C(NC(CCC(C(=O)O)N)=O)=CC2(C=C(O)C(O)=CC=2N34))))=O)=O)CCCNC(=N)N)C(C)O)=O)

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Glutamine or derivatives
Macrolactam
N-acyl-alpha amino acid or derivatives
Serine or derivatives
Alpha-amino acid amide
Dihydroquinolone
Aminoquinoline
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Dihydroquinoline
Dialkylarylamine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acyl
N-acyl-amine
Benzenoid
1,3-diazinane
Fatty amide
Secondary alcohol
Guanidine
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Amino acid
Hydroxamic acid
Lactam
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Amine
Organic oxide
Carbonyl group
Organic oxygen compound
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a pyoverdine (CPD-12096)

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Not Available

Predicted Properties

Property	Value	Source
Molecular Weight	1365.424 g/mol	PubChem
XLogP3-AA	-9.7	PubChem
Hydrogen Bond Donor Count	23	PubChem
Hydrogen Bond Acceptor Count	26	PubChem
Rotatable Bond Count	31	PubChem
Exact Mass	1364.632 g/mol	PubChem
Monoisotopic Mass	1364.632 g/mol	PubChem
Topological Polar Surface Area	636 A^2	PubChem
Heavy Atom Count	96	PubChem
Formal Charge	0	PubChem
Complexity	2770	PubChem
Isotope Atom Count	0	PubChem
Defined Atom Stereocenter Count	1	PubChem
Undefined Atom Stereocenter Count	12	PubChem
Defined Bond Stereocenter Count	0	PubChem
Undefined Bond Stereocenter Count	0	PubChem
Covalently-Bonded Unit Count	1	PubChem

Biological Properties

Cellular Locations:

Not Available

Reactions:

ferribactin + Oxygen → pyoverdine I + Water

Pathways:

pyoverdine I biosynthesisPWY-6409

Spectra

Spectra:

Not Available

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
PUBCHEM	45479427

pyoverdine I (PAMDB120298)

Structure for pyoverdine I (PAMDB120298)