Structure Database (LMSD)

Common Name
Cerebroside A
Systematic Name
N-(2-hydroxy-3E-hexadecenoyl)-1-β-glucosyl-9-methyl-sphinga-4E,8E-dienine
Synonyms
LM ID
LMSP05010132
Formula
C41H75NO9
Exact Mass
Calculate m/z
725.544184
Sum Composition
HexCer 35:3;O3
Abbrev Chains
GlcCer 19:2;O2/16:1;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
Trichoderma (#5543)
Sordariomycetes (#147550)
Isolation and structure determination of Pachybasium cerebrosides which potentiate the antifungal activity of aculeacin.,
J Antibiot (Tokyo), 1988
Pubmed ID: 3372353

String Representations

InChiKey (Click to copy)
SUBYBSQARMSYNW-JIWXLSEQSA-N
InChi (Click to copy)
InChI=1S/C41H75NO9/c1-4-6-8-10-12-13-14-15-16-18-20-24-29-35(45)40(49)42-33(31-50-41-39(48)38(47)37(46)36(30-43)51-41)34(44)28-25-21-23-27-32(3)26-22-19-17-11-9-7-5-2/h24-25,27-29,33-39,41,43-48H,4-23,26,30-31H2,1-3H3,(H,42,49)/b28-25+,29-24+,32-27+/t33-,34+,35?,36+,37+,38-,39+,41+/m0/s1
SMILES (Click to copy)
C([C@H](NC(C(O)/C=C/CCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/CCCCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
171119588

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 1
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 785.05
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 9.16
Molar Refractivity 209.08

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Created at
3rd Nov 2020
Updated at
17th Dec 2020