Structure Database (LMSD)

Common Name
6-O-myristoyl-6'-O-myristoyltrehalose
Systematic Name
6-O-tetradecanoyl-6'-O-(tetradecanoyl)-α,α-trehalose
Synonyms
  • Maradolipid
  • Mar 14:0/14:0
LM ID
LMSL03001299
Formula
C40H74O13
Exact Mass
Calculate m/z
762.512945
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Saccharolipids [SL]
Acyltrehaloses [SL03]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
UHPLC-IM-Q-ToFMS analysis of maradolipids, found exclusively in Caenorhabditis elegans dauer larvae.,
Anal Bioanal Chem, 2021
Pubmed ID: 33575816

String Representations

InChiKey (Click to copy)
ZHEYUSUNFFBNHW-JGGHUSIYSA-N
InChi (Click to copy)
InChI=1S/C40H74O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-31(41)49-27-29-33(43)35(45)37(47)39(51-29)53-40-38(48)36(46)34(44)30(52-40)28-50-32(42)26-24-22-20-18-16-14-12-10-8-6-4-2/h29-30,33-40,43-48H,3-28H2,1-2H3/t29-,30-,33-,34-,35+,36+,37-,38-,39-,40-/m1/s1
SMILES (Click to copy)
O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(CCCCCCCCCCCCC)=O)O1)[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(=O)CCCCCCCCCCCCC)O1

Other Databases

PubChem CID
13288058

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 2
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 784.83
Topological Polar Surface Area 205.81
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 8.54
Molar Refractivity 204.62

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Created at
25th Feb 2021
Updated at
25th Feb 2021