CHEBI:29056 - lipid IVA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name lipid IVA
ChEBI ID CHEBI:29056
ChEBI ASCII Name lipid IVA
Definition A tetra-acylated lipid A produced by E. coli as an intermediate in the lipid A biosynthetic pathway.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11407, CHEBI:19292, CHEBI:863, CHEBI:19294, CHEBI:28165
Supplier Information
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Formula C68H130N2O23P2
Net Charge 0
Average Mass 1405.70700
Monoisotopic Mass 1404.85396
InChI InChI=1S/C68H130N2O23P2/c1-5-9-13-17-21-25-29-33-37-41-51(72)45-57(76)69-61-65(90-59(78)47-53(74)43-39-35-31-27-23-19-15-11-7-3)63(80)56(89-68(61)93-95(84,85)86)50-87-67-62(70-58(77)46-52(73)42-38-34-30-26-22-18-14-10-6-2)66(64(55(49-71)88-67)92-94(81,82)83)91-60(79)48-54(75)44-40-36-32-28-24-20-16-12-8-4/h51-56,61-68,71-75,80H,5-50H2,1-4H3,(H,69,76)(H,70,77)(H2,81,82,83)(H2,84,85,86)/t51-,52-,53-,54-,55-,56-,61-,62-,63-,64-,65-,66-,67-,68-/m1/s1
InChIKey KVJWZTLXIROHIL-QDORLFPLSA-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@@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
ChEBI Ontology
Outgoing lipid IVA (CHEBI:29056) is a lipid As (CHEBI:25051)
lipid IVA (CHEBI:29056) is conjugate acid of lipid IVA(4−) (CHEBI:58603)
Incoming 7-O-[(2-aminoethyl)phosphoryl]-α-Kdo-(2→4)-α-Kdo-(2→6)-lipid IVA (CHEBI:87415) has functional parent lipid IVA (CHEBI:29056)
lipid IVB (CHEBI:87244) has functional parent lipid IVA (CHEBI:29056)
lipid IVA(4−) (CHEBI:58603) is conjugate base of lipid IVA (CHEBI:29056)
IUPAC Name
2-deoxy-6-O-(2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-4-O-phosphono-β-D-glucopyranosyl)-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphono-α-D-glucopyranose
Synonyms Sources
2,3,2'3'-Tetrakis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate KEGG COMPOUND
2,3,2'3'-Tetrakis(beta-hydroxymyristoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate KEGG COMPOUND
Lipid A disaccharide bisphosphate KEGG COMPOUND
Lipid IV(A) KEGG COMPOUND
lipid IVA LIPID MAPS
lipid IVa ChEBI
lipid IVa ChEBI
Manual Xrefs Databases
C04919 KEGG COMPOUND
LMSL01040001 LIPID MAPS
View more database links
Registry Number Type Source
4648798 Beilstein Registry Number Beilstein
Last Modified
10 August 2015
General Comment
2010-10-07 The lipid lengths may vary depending on the strain of bacterium.