MiMeDB: Showing metabocard for galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate (MMDBc0032148)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:04:22 UTC

Update Date

2022-08-31 18:30:54 UTC

MiMeDB ID

MMDBc0032148

Metabolite Identification

Common Name

galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate

Description

Galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate is an intermediate in lipid A-core biosynthesis pathway in E.coli. It is a substrate for the enzyme heptosyl transferase IV which catalyzes the reaction galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate + ADP-L-glycero-beta-D-manno-heptose -> lipid A-core + ADP + H+. It is also a product for enzyme UDP-glucose:(glucosyl)LPS alpha-1,2-glucosyltransferase which catalyzes reaction UDP-alpha-D-glucose + galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate -> galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate + UDP + H+ (BioCyc compound: CPD0-938).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
alpha-D-GLC-(1->2)-alpha-D-GLC-(1->3)-[alpha-D-gal-(1->6)]-alpha-D-GLC-(1->3)-[L-alpha-D-hep-(1->7)]-4-O-PO3(2-)-L-alpha-D-hep-(1->3)-4-O-PO3(2-)-L-alpha-D-hep-(1->5)-[alpha-kdo-(2->4)]-alpha-kdo-(2->6)-lipid a	ChEBI
Galactosyl-glucosyl3-heptosyl3-kdo2-lipid a-bisphosphate(10-)	ChEBI
a-D-GLC-(1->2)-a-D-GLC-(1->3)-[a-D-gal-(1->6)]-a-D-GLC-(1->3)-[L-a-D-hep-(1->7)]-4-O-PO3(2-)-L-a-D-hep-(1->3)-4-O-PO3(2-)-L-a-D-hep-(1->5)-[a-kdo-(2->4)]-a-kdo-(2->6)-lipid a	Generator
Α-D-GLC-(1->2)-α-D-GLC-(1->3)-[α-D-gal-(1->6)]-α-D-GLC-(1->3)-[L-α-D-hep-(1->7)]-4-O-PO3(2-)-L-α-D-hep-(1->3)-4-O-PO3(2-)-L-α-D-hep-(1->5)-[α-kdo-(2->4)]-α-kdo-(2->6)-lipid a	Generator
Galactosyl-glucosyl3-heptosyl3-kdo2-lipid a-bisphosphoric acid(10-)	Generator
Galactosyl-(glucosyl)3-(heptosyl)3-kdo2-lipid a-bisphosphoric acid ⇥	Generator
Galactosyl-(glucosyl)3-(heptosyl)3-(kdo)2-lipid a-bisphosphate	ChEBI
Galactosyl-(glucosyl)3-(heptosyl)3-(kdo)2-lipid a-bisphosphoric acid	Generator
Galactosyl-(glucosyl)3-(heptosyl)3-(kdo)2-lipid a-bisphosphoric acid(10-)	Generator

Chemical Formula

C₁₅₅H₂₇₀N₂O₈₃P₄

Average Molecular Weight

3613.697

Monoisotopic Molecular Weight

3611.597353953

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C155H280N2O83P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-106(176)217-89(66-60-54-48-42-35-29-23-17-11-5)72-108(178)225-136-110(157-104(174)71-88(65-59-53-47-41-34-28-22-16-10-4)216-105(175)67-61-55-49-43-36-30-24-18-12-6)143(213-83-100-115(183)135(224-107(177)70-87(166)64-58-52-46-40-33-27-21-15-9-3)109(144(221-100)240-244(209,210)211)156-103(173)69-86(165)63-57-51-45-39-32-26-20-14-8-2)223-102(134(136)237-241(200,201)202)85-215-154(152(196)197)74-96(234-155(153(198)199)73-90(167)111(179)129(235-155)92(169)76-159)133(132(236-154)94(171)78-161)229-149-126(194)138(141(238-242(203,204)205)130(227-149)93(170)77-160)232-150-127(195)139(142(239-243(206,207)208)131(228-150)95(172)82-212-146-123(191)119(187)121(189)128(226-146)91(168)75-158)231-148-125(193)137(116(184)101(222-148)84-214-145-122(190)117(185)112(180)97(79-162)218-145)230-151-140(120(188)114(182)99(81-164)220-151)233-147-124(192)118(186)113(181)98(80-163)219-147/h86-102,109-151,158-172,179-195H,7-85H2,1-6H3,(H,156,173)(H,157,174)(H,196,197)(H,198,199)(H2,200,201,202)(H2,203,204,205)(H2,206,207,208)(H2,209,210,211)/p-10/t86-,87-,88-,89-,90-,91+,92-,93+,94-,95+,96-,97-,98-,99-,100-,101-,102-,109-,110-,111-,112+,113-,114-,115-,116-,117+,118+,119+,120+,121+,122-,123+,124-,125-,126+,127+,128-,129-,130-,131-,132-,133-,134-,135-,136-,137+,138-,139-,140-,141-,142-,143-,144-,145?,146?,147?,148?,149-,150-,151?,154-,155-/m1/s1

InChI Key

DNFPUONWCBGXPM-AZUGHDOASA-D

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Polysaccharide
Hexacarboxylic acid or derivatives
Acylaminosugar
Saccharolipid
Hexose phosphate
Fatty acyl glycoside
N-acyl-alpha-hexosamine
C-glucuronide
Alkyl glycoside
C-glycosyl compound
Glycosyl compound
O-glycosyl compound
Ketal
Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Fatty amide
Alkyl phosphate
Hydroxy acid
N-acyl-amine
Pyran
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Polyol
Oxacycle
Organoheterocyclic compound
Acetal
Carboxylic acid
Carboxylic acid derivative
Primary alcohol
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Alcohol
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

lipid A oxoanion (CHEBI:62003 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	1	Human	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD0-938

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51351789

PDB ID

Not Available

ChEBI ID

62003

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate (MMDBc0032148)

MOL for #<Metabolite:0x000055b76bf32320>

3D MOL for #<Metabolite:0x000055b76bf32320>

3D SDF for #<Metabolite:0x000055b76bf32320>

3D-SDF for #<Metabolite:0x000055b76bf32320>

PDB for #<Metabolite:0x000055b76bf32320>

3D PDB for #<Metabolite:0x000055b76bf32320>

SMILES for #<Metabolite:0x000055b76bf32320>

INCHI for #<Metabolite:0x000055b76bf32320>

Structure for #<Metabolite:0x000055b76bf32320>

3D Structure for #<Metabolite:0x000055b76bf32320>