galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate (PAMDB120560)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120560
Identification
Name: galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate
Description:A lipid A oxoanion obtained via deprotonation of the carboxy and phosphate OH groups of galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • galactosyl-(glucosyl)3-heptosyl-(phosphoheptosyl)2-(Kdo)2-lipid A-bisphosphate
  • galactosyl-glucosyl3-heptosyl3-KDO2-lipid A-bisphosphate(10−)
Chemical Formula: C155H270N2O83P4
Average Molecular Weight: 3613.696
Monoisotopic Molecular Weight: 3621.6702
InChI Key: DNFPUONWCBGXPM-PHOGZBPFSA-D
InChI: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
CAS number: Not Available
IUPAC Name:Not Available
Traditional IUPAC Name: Not Available
SMILES:CCCCCCCCCCCCCC(=O)OC(CC(OC2(C(C(OCC1(OC(OP([O-])(=O)[O-])C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C(O)1))OC(C2OP([O-])([O-])=O)COC%11(C([O-])=O)(OC(C(O)CO)C(OC9(OC(C(CO)O)C(C(OC8(OC(C(COC3(OC(C(CO)O)C(C(O)C3O)O))O)C(C(OC5(C(C(C(C(COC4(OC(CO)C(O)C(O)C(O)4))O5)O)OC6(C(C(C(C(CO)O6)O)O)OC7(C(O)C(C(C(CO)O7)O)O)))O))C8O)OP([O-])(=O)[O-]))C9O)OP([O-])(=O)[O-]))C(OC%10(C(=O)[O-])(OC(C(O)CO)C(O)C(O)C%10))C%11))NC(CC(CCCCCCCCCCC)OC(CCCCCCCCCCC)=O)=O))=O)CCCCCCCCCCC
Chemical Taxonomy
Taxonomy DescriptionThis compound 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 ClassOrganic oxygen compounds
Class Organooxygen compounds
Sub ClassCarbohydrates 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 Not Available
Physical Properties
State: Not Available
Charge:-10
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight3616.715 g/molPubChem
XLogP3-AA4.5 PubChem
Hydrogen Bond Donor Count36 PubChem
Hydrogen Bond Acceptor Count83 PubChem
Rotatable Bond Count121 PubChem
Exact Mass3615.619 g/molPubChem
Monoisotopic Mass3614.615 g/molPubChem
Topological Polar Surface Area1370 A^2PubChem
Heavy Atom Count244 PubChem
Formal Charge-9 PubChem
Complexity6790 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count49 PubChem
Undefined Atom Stereocenter Count13 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate + ADP-L-glycero-beta-D-manno-heptose → Hydrogen ion + lipid A-core + ADP
UDP-α-D-glucose + galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate → Hydrogen ion + galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate + UDP
Pathways:
Spectra
Spectra: Not Available
References
References:
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI62003
PUBCHEM44229156