Structure Database (LMSD)

O OH OH OH OH OH O N H OH O
Common Name
Allantoside
Systematic Name
N-(2R-hydroxy-pentadecanoyl)-1-β-glucosyl-9-methyl-heneicosasphing-4E,8E-dienine
Synonyms
LM ID
LMSP05010103
Formula
C43H81NO9
Exact Mass
Calculate m/z
755.591134
Sum Composition
HexCer 37:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

String Representations

InChiKey (Click to copy)
IBCPPKSJOHVFEF-NSWGQNMASA-N
InChi (Click to copy)
InChI=1S/C43H81NO9/c1-4-6-8-10-12-14-16-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-17-15-13-11-9-7-5-2/h27,29-30,35-41,43,45-50H,4-26,28,31-33H2,1-3H3,(H,44,51)/b30-27+,34-29+/t35-,36+,37+,38+,39+,40-,41+,43+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/CCCCCCCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Xylaria allantoidea (#323539)
Sordariomycetes (#147550)
A new cerebroside and the cytotoxic constituents isolated from Xylaria allantoidea SWUF76.,
Nat Prod Res, 2017
Pubmed ID: 27868429

Other Databases

PubChem CID
139591622

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 1
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 822.29
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.16
Molar Refractivity 218.41

Admin

Created at
21st May 2020
Updated at
22nd May 2020