Structure Database (LMSD)

Common Name
Ophidiacerebroside C
Systematic Name
N-(2R-hydroxy-docosanoyl)-1-β-D-glucosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010166
Formula
C47H87NO9
Exact Mass
Calculate m/z
809.638084
Sum Composition
HexCer 41:3;O3
Abbrev Chains
GlcCer 19:3;O2/22:0;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
Ophidiaster ophidianus (#232926)
Asteroidea (#7588)
Ophidiacerebrosides: cytotoxic glycosphingolipids containing a novel sphingosine from a sea star,
J Org Chem, 1994

String Representations

InChiKey (Click to copy)
ADGAACRDRIHEAW-VEJQDDPASA-N
InChi (Click to copy)
InChI=1S/C47H87NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-24-26-30-35-41(51)46(55)48-39(37-56-47-45(54)44(53)43(52)42(36-49)57-47)40(50)34-31-27-29-33-38(3)32-28-25-23-11-9-7-5-2/h28,31-34,39-45,47,49-54H,4-27,29-30,35-37H2,1-3H3,(H,48,55)/b32-28+,34-31+,38-33+/t39-,40+,41+,42+,43+,44-,45+,47+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/C=C/CCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
11765892

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 1
Aromatic Rings
Rotatable Bonds 37
Van der Waals Molecular Volume 888.85
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 11.50
Molar Refractivity 236.78

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Created at
13th Jul 2021
Updated at
13th Jul 2021