Structure Database (LMSD)
Common Name
Lipid II (undecaprenyl diphosphate-MurNAc-pentapeptide-GlcNAc)
Systematic Name
GlcNAcβ1-4MurNAc-(L-Ala-γ-D-Glu-A2pm-D-Ala-D-Ala)-α-undecaprenyl diphosphate
Synonyms
No other lipid differing only in stereochemistry/bond geometry found
3D model of Lipid II (undecaprenyl diphosphate-MurNAc-pentapeptide-GlcNAc)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
OXJNZXDFVLDLEI-LYKCJBLESA-N
InChi (Click to copy)
InChI=1S/C95H156N8O28P2/c1-58(2)30-19-31-59(3)32-20-33-60(4)34-21-35-61(5)36-22-37-62(6)38-23-39-63(7)40-24-41-64(8)42-25-43-65(9)44-26-45-66(10)46-27-47-67(11)48-28-49-68(12)54-55-125-132(121,122)131-133(123,124)130-95-82(101-74(18)107)86(85(79(57-105)128-95)129-94-81(100-73(17)106)84(110)83(109)78(56-104)127-94)126-72(16)89(113)97-70(14)88(112)103-77(93(119)120)52-53-80(108)102-76(51-29-50-75(96)92(117)118)90(114)98-69(13)87(111)99-71(15)91(115)116/h30,32,34,36,38,40,42,44,46,48,54,69-72,75-79,81-86,94-95,104-105,109-110H,19-29,31,33,35,37,39,41,43,45,47,49-53,55-57,96H2,1-18H3,(H,97,113)(H,98,114)(H,99,111)(H,100,106)(H,101,107)(H,102,108)(H,103,112)(H,115,116)(H,117,118)(H,119,120)(H,121,122)(H,123,124)/b59-32+,60-34+,61-36-,62-38-,63-40-,64-42-,65-44-,66-46-,67-48-,68-54-/t69?,70?,71?,72-,75?,76?,77?,78-,79-,81-,82-,83-,84-,85-,86-,94+,95+/m1/s1
SMILES (Click to copy)
[C@H](O[C@H]1[C@H](O[C@H]2[C@H](NC(=O)C)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@@H](CO)O[C@@H](OP(=O)(OP(O)(=O)OC/C=C(/C)\CC/C=C(/C)\CC/C=C(/C)\CC/C=C(/C)\CC/C=C(/C)\CC/C=C(/C)\CC/C=C(/C)\CC/C=C(/C)\CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C)O)[C@@H]1NC(C)=O)(C(=O)NC(C(NC(C(O)=O)CCC(NC(CCCC(N)C(O)=O)C(NC(C)C(=O)NC(C)C(O)=O)=O)=O)=O)C)C
References
Calculated Physicochemical Properties
Heavy Atoms
133
Rings
2
Aromatic Rings
0
Rotatable Bonds
64
Van der Waals Molecular Volume
1945.68
Topological Polar Surface Area
565.89
Hydrogen Bond Donors
17
Hydrogen Bond Acceptors
36
logP
17.87
Molar Refractivity
515.58
Admin
Created at
-
Updated at
30th Sep 2021