Structure database (LMSD)

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LM IDLMFA00000015
Common NameDideoxymycobactin
Systematic Name-
SynonymsDDM
Exact Mass
837.5616 (neutral)    Calculate m/z:
FormulaC47H75N5O8
CategoryFatty Acyls [FA]
Main ClassOther Fatty Acyls [FA00]
Sub Class-
PubChem Compound ID (CID)52921723
InChIKeyJLBSVDZUWJLOCF-ZLKQSCCRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C47H75N5O8/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31-41(54)48-
32-25-24-29-39(45(57)60-36(2)34-42(55)50-38-28-23-26-33-49-43(38)56)51-46(58)47(
3)35-59-44(52-47)37-27-21-22-30-40(37)53/h20-22,27,30-31,36,38-39,53H,4-19,23-26
,28-29,32-35H2,1-3H3,(H,48,54)(H,49,56)(H,50,55)(H,51,58)/b31-20-/t36-,38+,39+,4
7+/m1/s1
SMILESC[C@@H](CC(=O)N[C@@H]1CCCCNC1=O)OC(=O)[C@@H](CCCCNC(=O)/C=C\CCCCCCCCCCCCCCCCC)NC
(=O)[C@@]1(C)COC(=N1)c1ccccc1O
StatusActive
SpeciesMycobacterium tuberculosis
ReferencesSynthesis of Dideoxymycobactin Antigens Presented by CD1a
Reveals T Cell Fine Specificity for Natural Lipopeptide Structures
D.C Young et al. J. Biol. Chem. 2009 284: 25087-25096
Calculated physicochemical properties (?):
 Heavy Atoms60Rings3Aromatic Rings1Rotatable Bonds31
 van der Waals
Molecular Volume
872.60Topological Polar
Surface Area
186.59Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
9
 logP9.62Molar
Refractivity
238.96    
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