Structure Database (LMSD)

Common Name
Sphingofungin F
Systematic Name
2S-amino-3R,4R,5S-trihydroxy-2-methyl-14-oxo-eicos-6E-enoic acid
Synonyms
LM ID
LMSP01080066
Formula
C21H39NO6
Exact Mass
Calculate m/z
401.277739
Status
Curated
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)
KEACSJIKRANUJC-NZBAJYJFSA-N
InChi (Click to copy)
InChI=1S/C21H39NO6/c1-3-4-5-10-13-16(23)14-11-8-6-7-9-12-15-17(24)18(25)19(26)21(2,22)20(27)28/h12,15,17-19,24-26H,3-11,13-14,22H2,1-2H3,(H,27,28)/b15-12+/t17-,18+,19-,21-/m0/s1
SMILES (Click to copy)
C(=O)([C@@](C)(N)[C@@H](O)[C@H](O)[C@@H](O)/C=C/CCCCCCC(=O)CCCCCC)O

Other Databases

CHEBI ID
189760
PubChem CID
10938259

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 427.68
Topological Polar Surface Area 141.08
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 3.45
Molar Refractivity 110.90

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Created at
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Updated at
16th Jun 2022