Structure Database (LMSD)

P O O HO O N OH HO O O N N NH 2 N
Common Name
lauroyl adenylate
Systematic Name
O-dodecanoyl-adenosine monophosphate
Synonyms
LM ID
LMFA07080004
Formula
C22H36N5O8P
Exact Mass
Calculate m/z
529.230153
Sum Composition
AMP 12:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Fatty acyl adenylates [FA0708]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

String Representations

InChiKey (Click to copy)
IKBWVSPLSBIYSK-CIVUBGFFSA-N
InChi (Click to copy)
InChI=1S/C22H36N5O8P/c1-2-3-4-5-6-7-8-9-10-11-16(28)35-36(31,32)33-12-15-18(29)19(30)22(34-15)27-14-26-17-20(23)24-13-25-21(17)27/h13-15,18-19,22,29-30H,2-12H2,1H3,(H,31,32)(H2,23,24,25)/t15-,18-,19-,22-/m1/s1
SMILES (Click to copy)
N1(C2=C(C(=NC=N2)N)N=C1)[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OC(CCCCCCCCCCC)=O)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mycobacterium tuberculosis (#1773)
Actinomycetia (#1760)
Structures of Mycobacterium tuberculosis FadD10 protein reveal a new type of adenylate-forming enzyme.,
J Biol Chem, 2013
Pubmed ID: 23625916

Other Databases

CHEBI ID
84312
PubChem CID
25113192
PDB ID
1ZZ

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 3
Aromatic Rings 2
Rotatable Bonds 16
Van der Waals Molecular Volume 462.23
Topological Polar Surface Area 194.21
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 13
logP 3.92
Molar Refractivity 131.26

Reactions

Filter by species:
ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
Click on an edge to display the reaction(s).
Reactions graph legend

Admin

Created at
11th Jul 2022
Updated at
11th Jul 2022