Structure Database (LMSD)

Common Name
Chrysogeside C
Systematic Name
N-(2R-hydroxy-3E-nonadecenoyl)-1-β-D-glucopyranosyl-9-methyl-tetradecasphing-4E,8E-dienine
Synonyms
LM ID
LMSP05010095
Formula
C40H73NO9
Exact Mass
Calculate m/z
711.528534
Sum Composition
HexCer 34:3;O3
Abbrev Chains
GlcCer 15:2;O2/19:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Penicillium chrysogenum (#5076)
Eurotiomycetes (#147545)
Cerebrosides and 2-pyridone alkaloids from the halotolerant fungus Penicillium chrysogenum grown in a hypersaline medium.,
J Nat Prod, 2011
Pubmed ID: 21381678

String Representations

InChiKey (Click to copy)
MPDYYYVKKXHAGJ-JAKQRLLBSA-N
InChi (Click to copy)
InChI=1S/C40H73NO9/c1-4-6-8-9-10-11-12-13-14-15-16-17-18-19-23-28-34(44)39(48)41-32(30-49-40-38(47)37(46)36(45)35(29-42)50-40)33(43)27-24-20-22-26-31(3)25-21-7-5-2/h23-24,26-28,32-38,40,42-47H,4-22,25,29-30H2,1-3H3,(H,41,48)/b27-24+,28-23+,31-26+/t32-,33+,34+,35+,36+,37-,38+,40+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)/C=C/CCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/CCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

CHEBI ID
68071
PubChem CID
53355809

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 1
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 767.75
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 8.77
Molar Refractivity 204.46

Admin

Created at
18th May 2020
Updated at
2nd Feb 2021