Structure Database (LMSD)

Common Name
Mycolipanolic acid (C24)
Systematic Name
2R,4S,6S-trimethyl-3R-hydroxy-heneicosanoic acid
Synonyms
LM ID
LMFA01020332
Formula
C24H48O3
Exact Mass
Calculate m/z
384.360345
Sum Composition
FA 24:0;O
Status
Active
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)
ZBLKLSFDPKPPQY-MYDTUXCISA-N
InChi (Click to copy)
InChI=1S/C24H48O3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20(2)19-21(3)23(25)22(4)24(26)27/h20-23,25H,5-19H2,1-4H3,(H,26,27)/t20-,21-,22+,23+/m0/s1
SMILES (Click to copy)
C([C@H](C)[C@H](O)[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCC)(=O)O

Other Databases

CHEBI ID
139485
PubChem CID
52921763

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 447.49
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.50
Molar Refractivity 116.58

Admin

Created at
-
Updated at
1st May 2024