Structure Database (LMSD)

Common Name
6-O-palmitoyl-6'-O-oleoyltrehalose
Systematic Name
6-O-(hexadecanoyl)-6'-O-(9Z-octadecenoyl)-α,α-trehalose
Synonyms
  • Maradolipid
  • Mar 16:0/18:1
LM ID
LMSL03001304
Formula
C46H84O13
Exact Mass
Calculate m/z
844.591195
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)
NGRQWDTZNVHBQW-LXNUARTHSA-N
InChi (Click to copy)
InChI=1S/C46H84O13/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(48)56-34-36-40(50)42(52)44(54)46(58-36)59-45-43(53)41(51)39(49)35(57-45)33-55-37(47)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35-36,39-46,49-54H,3-16,19-34H2,1-2H3/b18-17-/t35-,36-,39-,40-,41+,42+,43-,44-,45-,46-/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(CCCCCCCCCCCCCCC)=O)O1

Other Databases

PubChem CID
171119119

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 2
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 885.99
Topological Polar Surface Area 205.81
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 10.66
Molar Refractivity 232.23

Admin

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