CHEBI:27439 - (KDO)-lipid IVA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (KDO)-lipid IVA
ChEBI ID CHEBI:27439
ChEBI ASCII Name (KDO)-lipid IVA
Definition Lipid IVA glycosylated with a single 3-deoxy-D-manno-octulosonic acid (KDO) residue.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1496, CHEBI:20009
Supplier Information
Download Molfile XML SDF
Formula C76H142N2O30P2
Net Charge 0
Average Mass 1625.88360
Monoisotopic Mass 1624.912
InChI InChI=1S/C76H142N2O30P2/c1-5-9-13-17-21-25-29-33-37-41-53(80)45-61(86)77-65-71(104-63(88)47-55(82)43-39-35-31-27-23-19-15-11-7-3)68(91)59(102-74(65)108-110(97,98)99)51-100-73-66(78-62(87)46-54(81)42-38-34-30-26-22-18-14-10-6-2)72(105-64(89)48-56(83)44-40-36-32-28-24-20-16-12-8-4)70(107-109(94,95)96)60(103-73)52-101-76(75(92)93)49-57(84)67(90)69(106-76)58(85)50-79/h53-60,65-74,79-85,90-91H,5-52H2,1-4H3,(H,77,86)(H,78,87)(H,92,93)(H2,94,95,96)(H2,97,98,99)/t53-,54-,55-,56-,57-,58-,59-,60-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,76-/m1/s1
InChIKey GPNCBCJEDRRCDW-ACUQGRCXSA-N
SMILES CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](O[C@H](CO[C@@H]2O[C@H](CO[C@@]3(C[C@@H](O)[C@@H](O)[C@H](O3)[C@H](O)CO)C(O)=O)[C@@H](OP(O)(O)=O)[C@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@H]2NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC)OP(O)(O)=O
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (KDO)-lipid IVA (CHEBI:27439) has role Escherichia coli metabolite (CHEBI:76971)
(KDO)-lipid IVA (CHEBI:27439) is a lipid As (CHEBI:25051)
(KDO)-lipid IVA (CHEBI:27439) is conjugate acid of (KDO)-lipid IVA(5−) (CHEBI:60364)
Incoming (KDO)-lipid IVA(5−) (CHEBI:60364) is conjugate base of (KDO)-lipid IVA (CHEBI:27439)
IUPAC Name
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-4-O-phosphono-β-D-glucopyranosyl-(1→6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphono-α-D-glucopyranose
Synonyms Sources
3-Deoxy-D-manno-octulosonyl-2',3',2',3'-tetrakis(beta-hydroxymyristoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate KEGG COMPOUND
3-Deoxy-D-manno-octulosonyl-lipid IV(A) KEGG COMPOUND
KDO-lipid IV(A) KEGG COMPOUND
Manual Xrefs Databases
C06024 KEGG COMPOUND
G11161 KEGG GLYCAN
View more database links
Last Modified
25 January 2016
General Comment
2010-10-08 The lipid lengths may vary depending on the strain of bacterium.