P. aeruginosa Metabolome Database: α-Kdo-(2->4)-α-Kdo-(2->6)-(lauroyl)-lipid IV<SUB>A</SUB> (PAMDB110366)

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

PAMDB110366

Identification

Name:

α-Kdo-(2->4)-α-Kdo-(2->6)-(lauroyl)-lipid IV_A

Description:

A lipid A oxoanion obtained via deprotonation of the carboxy and phosphate OH groups of (KDO)₂-(lauroyl)-lipid IV_A; major species at pH 7.3.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

lauroyl-(Kdo)₂-lipid IV (A)
(Kdo)₂-(lauroyl)-lipid IV_A

Chemical Formula:

C₉₆H₁₇₀N₂O₃₈P₂

Average Molecular Weight:

2022.3

Monoisotopic Molecular Weight:

2027.1376323198

InChI Key:

JVUUYJGQIVCMIU-UKBUPMDXSA-H

InChI:

InChI=1S/C96H176N2O38P2/c1-6-11-16-21-26-31-36-41-46-51-66(101)56-76(107)97-81-89(130-79(110)57-67(102)52-47-42-37-32-27-22-17-12-7-2)85(114)74(128-92(81)136-138(122,123)124)64-125-91-82(98-77(108)59-69(54-49-44-39-34-29-24-19-14-9-4)127-78(109)55-50-45-40-35-30-25-20-15-10-5)90(131-80(111)58-68(103)53-48-43-38-33-28-23-18-13-8-3)88(135-137(119,120)121)75(129-91)65-126-95(93(115)116)61-73(84(113)87(133-95)72(106)63-100)132-96(94(117)118)60-70(104)83(112)86(134-96)71(105)62-99/h66-75,81-92,99-106,112-114H,6-65H2,1-5H3,(H,97,107)(H,98,108)(H,115,116)(H,117,118)(H2,119,120,121)(H2,122,123,124)/p-6/t66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,95+,96-/m1/s1

CAS number:

Not Available

IUPAC Name:

Not Available

Traditional IUPAC Name:

Not Available

SMILES:

CCCCCCCCCCCC(O)CC(=O)NC1(C(OP([O-])([O-])=O)OC(C(O)C(OC(CC(O)CCCCCCCCCCC)=O)1)COC2(C(NC(CC(OC(CCCCCCCCCCC)=O)CCCCCCCCCCC)=O)C(OC(CC(O)CCCCCCCCCCC)=O)C(C(O2)COC4(C([O-])=O)(O[CH](C(CO)O)C(O)C(OC3(C([O-])=O)(O[CH](C(CO)O)C(O)C(O)C3))C4))OP([O-])([O-])=O))

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Oligosaccharide phosphate
Oligosaccharide
Acylaminosugar
Saccharolipid
Hexose phosphate
Pentacarboxylic acid or derivatives
N-acyl-alpha-hexosamine
C-glucuronide
C-glycosyl compound
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Ketal
Fatty acid ester
Fatty amide
Fatty acyl
Hydroxy acid
N-acyl-amine
Alkyl phosphate
Organic phosphoric acid derivative
Oxane
Pyran
Phosphoric acid ester
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Oxacycle
Acetal
Primary alcohol
Organopnictogen compound
Alcohol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a small molecule (KDO2-LAUROYL-LIPID-IVA)

Physical Properties

State:

Not Available

Charge:

-6

Melting point:

Not Available

Experimental Properties:

Not Available

Predicted Properties

Property	Value	Source
Molecular Weight	2022.34 g/mol	PubChem
XLogP3-AA	16.8	PubChem
Hydrogen Bond Donor Count	13	PubChem
Hydrogen Bond Acceptor Count	38	PubChem
Rotatable Bond Count	80	PubChem
Exact Mass	2022.094 g/mol	PubChem
Monoisotopic Mass	2021.091 g/mol	PubChem
Topological Polar Surface Area	649 A^2	PubChem
Heavy Atom Count	138	PubChem
Formal Charge	-6	PubChem
Complexity	3370	PubChem
Isotope Atom Count	0	PubChem
Defined Atom Stereocenter Count	24	PubChem
Undefined Atom Stereocenter Count	0	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:

Pathways:

KDO₂-lipid A and peptidoglycan biosynthesisKDO-PEP-LIPASYN-PWY
superpathway of (Kdo)₂-lipid A biosynthesisKDO-NAGLIPASYN-PWY
(KDO)₂-lipid A biosynthesis IKDO-LIPASYN-PWY
superpathway of lipopolysaccharide biosynthesisLPSSYN-PWY

Spectra

Spectra:

Not Available

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
ChEBI	61524
IAF1260	1450133
KEGG	C06251
PubChem	25244565

α-Kdo-(2->4)-α-Kdo-(2->6)-(lauroyl)-lipid IVA (PAMDB110366)

Structure for α-Kdo-(2->4)-α-Kdo-(2->6)-(lauroyl)-lipid IVA (PAMDB110366)

α-Kdo-(2->4)-α-Kdo-(2->6)-(lauroyl)-lipid IV_A (PAMDB110366)

Structure for α-Kdo-(2->4)-α-Kdo-(2->6)-(lauroyl)-lipid IV_A (PAMDB110366)