Structure Database (LMSD)

Common Name
Mycolipanolic acid (C27)
Systematic Name
2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoic acid
Synonyms
LM ID
LMFA01020334
Formula
C27H54O3
Exact Mass
Calculate m/z
426.407295
Sum Composition
FA 27:0;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]

References

Comments
Mycobacterium tuberculosis fatty acids

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mycobacterium tuberculosis (#1773)
Actinomycetes (#1760)
Asymmetric Total Synthesis and Structural Revision of DAT2, an Antigenic Glycolipid from Mycobacterium tuberculosis.,
Angew Chem Int Ed Engl, 2024
Pubmed ID: 38456226

String Representations

InChiKey (Click to copy)
VTRDVUCVCDPGAI-QEGGNFSNSA-N
InChi (Click to copy)
InChI=1S/C27H54O3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(2)22-24(3)26(28)25(4)27(29)30/h23-26,28H,5-22H2,1-4H3,(H,29,30)/t23-,24-,25+,26+/m0/s1
SMILES (Click to copy)
C([C@H](C)[C@H](O)[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)(=O)O

Other Databases

CHEBI ID
139484
PubChem CID
52921765

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 0
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 499.39
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 8.67
Molar Refractivity 130.43

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Created at
-
Updated at
1st May 2024