CHEBI:87048 - palmitoyllipid A(4−)

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ChEBI Name palmitoyllipid A(4−)
ChEBI ID CHEBI:87048
ChEBI ASCII Name palmitoyllipid A(4-)
Definition A lipid A oxoanion arising from deprotonation of the phosphate OH groups of palmitoyllipid A; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C110H204N2O26P2
Net Charge -4
Average Mass 2032.74430
Monoisotopic Mass 2031.41995
InChI InChI=1S/C110H208N2O26P2/c1-8-15-22-29-36-43-45-46-48-55-62-68-75-82-98(117)130-91(78-71-64-57-50-39-32-25-18-11-4)85-96(115)111-103-107(135-101(120)84-90(114)77-70-63-56-49-38-31-24-17-10-3)105(122)95(134-110(103)138-140(126,127)128)89-129-109-104(112-97(116)86-92(79-72-65-58-51-40-33-26-19-12-5)131-99(118)81-74-67-60-53-42-35-28-21-14-7)108(106(94(88-113)133-109)137-139(123,124)125)136-102(121)87-93(80-73-66-59-52-41-34-27-20-13-6)132-100(119)83-76-69-61-54-47-44-37-30-23-16-9-2/h90-95,103-110,113-114,122H,8-89H2,1-7H3,(H,111,115)(H,112,116)(H2,123,124,125)(H2,126,127,128)/p-4/t90-,91-,92-,93-,94-,95-,103-,104-,105-,106-,107-,108-,109-,110-/m1/s1
InChIKey VOXDTCSXQHOYKC-XGEOUJBZSA-J
SMILES CCCCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)N[C@H]1[C@@H](OP([O-])([O-])=O)O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](OP([O-])([O-])=O)[C@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@H]2NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC
ChEBI Ontology
Outgoing palmitoyllipid A(4−) (CHEBI:87048) is a lipid A oxoanion (CHEBI:60086)
palmitoyllipid A(4−) (CHEBI:87048) is conjugate base of palmitoyllipid A (CHEBI:87242)
Incoming palmitoyllipid A (CHEBI:87242) is conjugate acid of palmitoyllipid A(4−) (CHEBI:87048)
IUPAC Name
2-deoxy-6-O-(2-deoxy-2-{[(3R)-3-(dodecanoyloxy)tetradecanoyl]amino}-4-O-phosphonato-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-β-D-glucopyranosyl)-2-{[(3R)-3-(hexadecanoyloxy)tetradecanoyl]amino}-3-O-[(3R)-3-hydroxytetradecanoyl]-1-O-phosphonato-α-D-glucopyranose
Synonyms Sources
hepta-acyl lipid A UniProt
hexadecanoyllipid A(4−) ChEBI
Manual Xref Database
HEPTA-ACYLATED-LIPID-A MetaCyc
View more database links
Citations Waiting for Citations Types Sources
11013210 PubMed citation SUBMITTER
12537693 PubMed citation Europe PMC
Last Modified
31 July 2015