UDP-3-O-(3-hydroxymyristoyl)-alpha-D-glucosamine (BioCAD00000231063)

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Metabolite Card

Formula: C29H50N3O18P2 (790.2564)
SMILES: [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@]1([H])[C@@]([H])(N)[C@@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)O[C@]([H])(CO)[C@@]1([H])O

Synonyms [en]

UDP-3-O-[(3R)-3-Hydroxytetradecanoyl]-α-D-glucosamine; UDP-3-O-(3-hydroxymyristoyl)-alpha-D-glucosamine; 1-[(2R,3R,4S,5R)-5-[({[({[(2R,3R,4R,5S,6R)-3-amino-5-hydroxy-6-(hydroxymethyl)-4-{[(3R)-3-hydroxytetradecanoyl]oxy}oxan-2-yl]oxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-olate; UDP-3-O-[(3R)-3-Hydroxytetradecanoyl]-a-D-glucosamine; UDP-3-O-[(3R)-3-Hydroxytetradecanoyl]-alpha-D-glucosamine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

UDP-3-O-(3-hydroxymyristoyl)-alpha-D-glucosamine. 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: BioCAD00000231063). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine is a member of the class of compounds known as pyrimidine nucleotide sugars. Pyrimidine nucleotide sugars are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine can be found in a number of food items such as chickpea, pineapple, sea-buckthornberry, and savoy cabbage, which makes udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine a potential biomarker for the consumption of these food products. Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine may be a unique E.coli metabolite.

Entity Information

DBLinks

  • CAS Registry Number:
  • PubChem CID: 25244806
  • ChEBI: 71573
  • HMDB: HMDB0304525
  • LipidMaps:
  • KEGG:
  • BioCyc:
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • PubChem: 25244806
  • ChEBI: ChEBI:71573
  • HMDB: HMDB0304525

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:17818 2.3.1.191 UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + (3R)-hydroxytetradecanoyl-[ACP] => UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + holo-[ACP] + H+
Rhea:RHEA:17819 2.3.1.191 UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + holo-[ACP] + H+ => UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + (3R)-hydroxytetradecanoyl-[ACP]
Rhea:RHEA:17820 2.3.1.191 UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + (3R)-hydroxytetradecanoyl-[ACP] <=> UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + holo-[ACP] + H+
Rhea:RHEA:25210 3.5.1.108 UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-N-acetyl-α-D-glucosamine + H2O => UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + acetate
Rhea:RHEA:25211 3.5.1.108 UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + acetate => UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-N-acetyl-α-D-glucosamine + H2O
Rhea:RHEA:25212 3.5.1.108 UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-N-acetyl-α-D-glucosamine + H2O <=> UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + acetate
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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
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