Structure Database (LMSD)

Common Name
Ophidiacerebroside B
Systematic Name
N-(2R-hydroxy-heneicosanoyl)-1-β-D-glucosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010169
Formula
C46H85NO9
Exact Mass
Calculate m/z
795.622434
Sum Composition
HexCer 40:3;O3
Abbrev Chains
GlcCer 18:3;O2/21:0;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)
ODCNSAFMAMQPIR-XZDTXDSWSA-N
InChi (Click to copy)
InChI=1S/C46H85NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-23-25-29-34-40(50)45(54)47-38(36-55-46-44(53)43(52)42(51)41(35-48)56-46)39(49)33-30-26-28-32-37(3)31-27-24-22-11-9-7-5-2/h27,30-33,38-44,46,48-53H,4-26,28-29,34-36H2,1-3H3,(H,47,54)/b31-27+,33-30+,37-32+/t38-,39+,40+,41+,42+,43-,44+,46+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCCCCCCC)=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
10079033

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 1
Aromatic Rings
Rotatable Bonds 36
Van der Waals Molecular Volume 871.55
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 11.11
Molar Refractivity 232.17

Admin

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