Structure Database (LMSD)

Common Name
Campylobacter jejuni lipid A
Systematic Name
Synonyms
LM ID
LMSL01060004
Formula
C102H198N6O23P2
Exact Mass
Calculate m/z
1937.398365
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Saccharolipids [SL]
Acylaminosugars [SL01]
Hexaacylaminosugars [SL0106]

String Representations

InChiKey (Click to copy)
ZCHOJFXCPMJFBJ-WXXRDRBDSA-N
InChi (Click to copy)
InChI=1S/C102H198N6O23P2/c1-7-13-19-25-31-37-39-41-43-49-55-61-67-73-93(116)126-85(71-65-59-53-47-35-29-23-17-11-5)77-91(114)106-96-98(108-92(115)78-86(72-66-60-54-48-36-30-24-18-12-6)127-94(117)74-68-62-56-50-44-42-40-38-32-26-20-14-8-2)101(128-87(79-109)100(96)130-132(119,120)124-81-103)123-80-88-99(118)95(105-89(112)75-83(110)69-63-57-51-45-33-27-21-15-9-3)97(102(129-88)131-133(121,122)125-82-104)107-90(113)76-84(111)70-64-58-52-46-34-28-22-16-10-4/h83-88,95-102,109-111,118H,7-82,103-104H2,1-6H3,(H,105,112)(H,106,114)(H,107,113)(H,108,115)(H,119,120)(H,121,122)/t83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-/m1/s1
SMILES (Click to copy)
O(P(O)(=O)OCN)[C@@H]1[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCCCCCC)CCCCCCCCCCC)[C@H](OP(O)(OCN)=O)[C@@H](CO)O2)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Campylobacter jejuni (#197)
Epsilonproteobacteria (#3031852)
The Role of Carbohydrates in the Lipopolysaccharide (LPS)/Toll-Like Receptor 4 (TLR4) Signalling.,
Int J Mol Sci, 2017
Pubmed ID: 29099761

Other Databases

PubChem CID
171119447

Calculated Physicochemical Properties

Heavy Atoms 133
Rings 2
Aromatic Rings 0
Rotatable Bonds 96
Van der Waals Molecular Volume 2040.43
Topological Polar Surface Area 445.31
Hydrogen Bond Donors 12
Hydrogen Bond Acceptors 29
logP 26.89
Molar Refractivity 536.09

Admin

Created at
8th Jun 2020
Updated at
8th Jun 2020