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
Exact Mass
Calculate m/z
795.622434
Sum Composition
Abbrev Chains
GlcCer 18:3;O2/21:0;O
Status
Active
3D model of Ophidiacerebroside B
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
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
J Org Chem, 1994
DOI:
10.1021/jo00080a023
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
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