Structure Database (LMSD)

O O HO HO HO O O OH OH HO O O O
Common Name
6-O-oleoyl-6'-O-oleoyltrehalose
Systematic Name
6-O-(9Z-octadecenoyl)-6'-O-(9Z-octadecenoyl)-α,α-trehalose
Synonyms
  • Maradolipid
  • Mar 18:1/18:1
LM ID
LMSL03001302
Formula
C48H86O13
Exact Mass
Calculate m/z
870.606845
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
JLSWTOPCMOMKMU-OAXDKBOXSA-N
InChi (Click to copy)
InChI=1S/C48H86O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-39(49)57-35-37-41(51)43(53)45(55)47(59-37)61-48-46(56)44(54)42(52)38(60-48)36-58-40(50)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37-38,41-48,51-56H,3-16,21-36H2,1-2H3/b19-17-,20-18-/t37-,38-,41-,42-,43+,44+,45-,46-,47-,48-/m1/s1
SMILES (Click to copy)
O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(CCCCCCC/C=C\CCCCCCCC)=O)O1)[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(CCCCCCC/C=C\CCCCCCCC)=O)O1

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

Other Databases

PubChem CID
168736749

Calculated Physicochemical Properties

Heavy Atoms 61
Rings 2
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 917.95
Topological Polar Surface Area 205.81
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 11.21
Molar Refractivity 241.37

Admin

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