Structure Database (LMSD)

Common Name
Flavuside B
Systematic Name
N-(2R-hydroxy-3E-octadecenoyl)-1-β-glucosyl-10-methyl-sphinga-4E,9E-dienine
Synonyms
LM ID
LMSP05010156
Formula
C43H79NO9
Exact Mass
Calculate m/z
753.575484
Sum Composition
HexCer 37:3;O3
Abbrev Chains
GlcCer 19:2;O2/18:1;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
Aspergillus flavus (#5059)
Eurotiomycetes (#147545)
Flavusides A and B, antibacterial cerebrosides from the marine-derived fungus Aspergillus flavus.,
Chem Pharm Bull (Tokyo), 2011
Pubmed ID: 21881265

String Representations

InChiKey (Click to copy)
FKFCJQJJFFIMIW-UOSKICMASA-N
InChi (Click to copy)
InChI=1S/C43H79NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-27-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-26-23-22-25-29-34(3)28-24-20-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-26+,31-27+,34-29+/t35-,36+,37+,38+,39+,40-,41+,43+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)/C=C/CCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CCC/C=C(\C)/CCCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 1
Aromatic Rings 0
Rotatable Bonds 33
Van der Waals Molecular Volume 819.65
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 9.94
Molar Refractivity 218.32

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Created at
21st May 2021
Updated at
21st May 2021