Structure Database (LMSD)

Common Name
Sphingofungin E
Systematic Name
2S-amino-3R,4R,5S-trihydroxy-2-(hydroxymethyl)-14-oxo-eicos-6E-enoic acid
Synonyms
LM ID
LMSP01080065
Formula
C21H39NO7
Exact Mass
Calculate m/z
417.272654
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Sphingoid bases [SP01]
Sphingoid base analogs [SP0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Paecilomyces variotii (#264951)
Eurotiomycetes (#147545)
Sphingofungins E and F: novel serinepalmitoyl transferase inhibitors from Paecilomyces variotii.,
J Antibiot (Tokyo), 1992
Pubmed ID: 1474000

String Representations

InChiKey (Click to copy)
UKUPHONHODZPDA-RPQNWQSJSA-N
InChi (Click to copy)
InChI=1S/C21H39NO7/c1-2-3-4-9-12-16(24)13-10-7-5-6-8-11-14-17(25)18(26)19(27)21(22,15-23)20(28)29/h11,14,17-19,23,25-27H,2-10,12-13,15,22H2,1H3,(H,28,29)/b14-11+/t17-,18+,19-,21-/m0/s1
SMILES (Click to copy)
C(=O)([C@@](CO)(N)[C@@H](O)[C@H](O)[C@@H](O)/C=C/CCCCCCC(=O)CCCCCC)O

Other Databases

CHEBI ID
169864
PubChem CID
11750429

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 436.47
Topological Polar Surface Area 161.31
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 2.71
Molar Refractivity 112.81

Admin

Created at
-
Updated at
16th Jun 2022