Structure Database (LMSD)

Common Name
6-O-(9(10)-methylene-octadecanoyl)-6'-O-oleoyltrehalose
Systematic Name
6-O-(9(10)-methylene-octadecanoyl)-6'-O-(9Z-octadecenoyl)-α,α-trehalose
Synonyms
  • Maradolipid
  • Mar 19:1/18:1
LM ID
LMSL03001307
Formula
C49H88O13
Exact Mass
Calculate m/z
884.622495
Status
Active
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)
DOLCGPSYJUCKMF-ZZHROCBMSA-N
InChi (Click to copy)
InChI=1S/C49H88O13/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-23-27-31-40(50)58-34-38-42(52)44(54)46(56)48(60-38)62-49-47(57)45(55)43(53)39(61-49)35-59-41(51)32-28-24-20-22-26-30-37-33-36(37)29-25-21-10-8-6-4-2/h14-15,36-39,42-49,52-57H,3-13,16-35H2,1-2H3/b15-14-/t36?,37?,38-,39-,42-,43-,44+,45+,46-,47-,48-,49-/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(CCCCCCCC2CC2CCCCCCCC)=O)O1

Other Databases

PubChem CID
171119116

Calculated Physicochemical Properties

Heavy Atoms 62
Rings 3
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 925.53
Topological Polar Surface Area 205.81
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 11.29
Molar Refractivity 243.83

Admin

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