Structure Database (LMSD)

Common Name
alpha,alpha'-Trehalose 6,6'-dipalmitate
Systematic Name
6-O-hexadecanoyl-α-D-glucopyranosyl 6-O-hexadecanoyl-α-D-glucopyranoside
Synonyms
  • Mar 16:0/16:0
  • Maradolipid
  • 6-O-palmitoyl-6'-O-palmitoyltrehalose
LM ID
LMSL03001272
Formula
C44H82O13
Exact Mass
Calculate m/z
818.575545
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
Mycolicibacterium fortuitum (#1766)
Actinomycetes (#1760)
Astonishing diversity of natural surfactants: 1. Glycosides of fatty acids and alcohols.,
Lipids, 2004
Pubmed ID: 15691016
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)
MLBQQWHGQOOQRB-MWHATQTKSA-N
InChi (Click to copy)
InChI=1S/C44H82O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-35(45)53-31-33-37(47)39(49)41(51)43(55-33)57-44-42(52)40(50)38(48)34(56-44)32-54-36(46)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-34,37-44,47-52H,3-32H2,1-2H3/t33-,34-,37-,38-,39+,40+,41-,42-,43-,44-/m1/s1
SMILES (Click to copy)
O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(CCCCCCCCCCCCCCC)=O)O1)[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(=O)CCCCCCCCCCCCCCC)O1

Other Databases

PubChem CID
188969

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 2
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 854.03
Topological Polar Surface Area 205.81
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 10.10
Molar Refractivity 223.09

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Created at
-
Updated at
13th Jan 2022