Structure Database (LMSD)

Common Name
Stylissoside A
Systematic Name
N-(2R-hydoxy-heneicosanoyl)-4R-hydroxy-nonadecasphinganine
Synonyms
LM ID
LMSP05010154
Formula
C46H91NO10
Exact Mass
Calculate m/z
817.664299
Sum Composition
HexCer 40:0;O4
Abbrev Chains
GalCer 19:2;O3/21:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

String Representations

InChiKey (Click to copy)
XOVVFQGOCGIFRE-NQEFSKNTSA-N
InChi (Click to copy)
InChI=1S/C46H91NO10/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(50)45(55)47-37(36-56-46-44(54)43(53)42(52)40(35-48)57-46)41(51)38(49)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h37-44,46,48-54H,3-36H2,1-2H3,(H,47,55)/t37-,38+,39+,40+,41-,42-,43-,44+,46-/m0/s1
SMILES (Click to copy)
O([C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1)C[C@]([H])(NC(=O)[C@H](O)CCCCCCCCCCCCCCCCCCC)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Stylissa carteri (#279588)
Demospongiae (#6042)
New Cytotoxic Natural Products from the Red Sea Sponge Stylissa carteri.,
Mar Drugs, 2020
Pubmed ID: 32375235

Other Databases

PubChem CID
163115394

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 1
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 888.26
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 11.04
Molar Refractivity 234.35

Admin

Created at
19th Apr 2021
Updated at
19th Apr 2021