lipid X(2-) (BioCAD00000476770)

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Metabolite Card

Formula: C34H64NO12P (709.4166)
SMILES: CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC)OP([O-])([O-])=O

Synonyms [en]

lipid X dianion; 2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-{[(3R)-3-hydroxytetradecanoyl]amino}-1-O-phosphonato-alpha-D-glucopyranose; lipid X(2-); 2-N,3-O-bis(3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate; 3rt4; 2,3-bis(beta-hydroxymyristoyl)-alpha-D-glucosaminyl 1-phosphate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

lipid X(2-). 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000476770). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Dianion of lipid X arising from deprotonation of the phosphate OH groups; major species at pH 7.3." []

Entity Information

DBLinks

  • CAS Registry Number:
  • PubChem CID: 25244842
  • ChEBI: 57957
  • HMDB:
  • LipidMaps:
  • KEGG:
  • BioCyc:
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • PubChem: 25244842
  • ChEBI: ChEBI:57957

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:22669 2.4.1.182 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosaminyl 1-phosphate + UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine => lipid A disaccharide (E. coli) + UDP + H+
Rhea:RHEA:22670 2.4.1.182 lipid A disaccharide (E. coli) + UDP + H+ => 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosaminyl 1-phosphate + UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine
Rhea:RHEA:22671 2.4.1.182 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosaminyl 1-phosphate + UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine <=> lipid A disaccharide (E. coli) + UDP + H+
Rhea:RHEA:25214 3.6.1.54 UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + H2O => 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosaminyl 1-phosphate + UMP + 2 H+
Rhea:RHEA:25215 3.6.1.54 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosaminyl 1-phosphate + UMP + 2 H+ => UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + H2O
Rhea:RHEA:25216 3.6.1.54 UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + H2O <=> 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosaminyl 1-phosphate + UMP + 2 H+
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0000851 Lipopolysaccharide Biosynthesis
PathBank:SMP0001919 Lipopolysaccharide Biosynthesis II
PathBank:SMP0002071 Lipopolysaccharide Biosynthesis III
PlantCyc:SUNFLOWER_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:SVIRIDIS_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:AHYPOCHONDRIACUS_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:SWEETORANGE_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:TPARVULA_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:WHEATD_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:BOLERACEA_CAPITATA_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:BREADWHEAT_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:CARIETINUM_ICC4958_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:CASTORBEAN_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:CHINESECABBAGE_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:CLEMENTINE_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:CUCUMBER_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:ESALSUGINEUM_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:GRAIMONDII_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:KFEDTSCHENKOI_NAGLIPASYN-PWY lipid IVA biosynthesis
PlantCyc:KLAXIFLORA_NAGLIPASYN-PWY lipid IVA biosynthesis
View All Pathways