Structure Database (LMSD)

Common Name
Stylissamide A
Systematic Name
N-(2R-hydoxy-pentadecanoyl)-4R-hydroxy-heptadecasphinganine
Synonyms
LM ID
LMSP02030084
Formula
C32H65NO5
Exact Mass
Calculate m/z
543.486274
Sum Composition
Cer 32:0;O4
Abbrev Chains
Cer 17:1;O3/15:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

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

String Representations

InChiKey (Click to copy)
WTPLKXMKIIZGOW-KQFVITFDSA-N
InChi (Click to copy)
InChI=1S/C32H65NO5/c1-3-5-7-9-11-13-15-17-19-21-23-25-29(35)31(37)28(27-34)33-32(38)30(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h28-31,34-37H,3-27H2,1-2H3,(H,33,38)/t28-,29+,30+,31-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(NC(=O)[C@H](O)CCCCCCCCCCCCC)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCC

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 0
Aromatic Rings 0
Rotatable Bonds 29
Van der Waals Molecular Volume 614.47
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 8.38
Molar Refractivity 161.73

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