Structure Database (LMSD)

O O O HO HO HO O O OH OH HO O O
Common Name
6-O-(13-methylmyristoyl)-6'-O-oleoyltrehalose
Systematic Name
6-O-13-methy-tetranoyl-6'-O-(9Z-octadecenoyl)-α,α-trehalose
Synonyms
  • Maradolipid
LM ID
LMSL03001298
Formula
C45H82O13
Exact Mass
Calculate m/z
830.575545
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)
PVZKDYANFLTWOS-CUNMKMKMSA-N
InChi (Click to copy)
InChI=1S/C45H82O13/c1-4-5-6-7-8-9-10-11-12-13-14-17-20-23-26-29-36(46)54-31-34-38(48)40(50)42(52)44(56-34)58-45-43(53)41(51)39(49)35(57-45)32-55-37(47)30-27-24-21-18-15-16-19-22-25-28-33(2)3/h11-12,33-35,38-45,48-53H,4-10,13-32H2,1-3H3/b12-11-/t34-,35-,38-,39-,40+,41+,42-,43-,44-,45-/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(=O)CCCCCCCCCCCC(C)C)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Maradolipids: diacyltrehalose glycolipids specific to dauer larva in Caenorhabditis elegans.,
Angew Chem Int Ed Engl, 2010
Pubmed ID: 21053225

Other Databases

PubChem CID
53473763

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 2
Aromatic Rings 0
Rotatable Bonds 35
Van der Waals Molecular Volume 868.69
Topological Polar Surface Area 205.81
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 10.12
Molar Refractivity 227.54

Admin

Created at
16th Jun 2020
Updated at
16th Jun 2020