Structure Database (LMSD)

Common Name
Sulfamisterin
Systematic Name
(2S,3R)-2-amino-2-hydroxymethyl-3-hydroxysulfonyloxy-12-oxo-octadecanoic acid
Synonyms
LM ID
LMSP01080021
Formula
C19H37NO8S
Exact Mass
Calculate m/z
439.22399
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Leotiomycetes (#147548)
Fungal metabolite sulfamisterin suppresses sphingolipid synthesis through inhibition of serine palmitoyltransferase.,
Biochemistry, 2005
Pubmed ID: 15628868

String Representations

InChiKey (Click to copy)
VDFZNNFUNCRYKZ-MJGOQNOKSA-N
InChi (Click to copy)
InChI=1S/C19H37NO8S/c1-2-3-4-9-12-16(22)13-10-7-5-6-8-11-14-17(28-29(25,26)27)19(20,15-21)18(23)24/h17,21H,2-15,20H2,1H3,(H,23,24)(H,25,26,27)/t17-,19+/m1/s1
SMILES (Click to copy)
C([C@](C(O)=O)(N)[C@H](OS(O)(=O)=O)CCCCCCCCC(=O)CCCCCC)O

Other Databases

PubChem CID
42608357

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 431.81
Topological Polar Surface Area 164.22
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 4.72
Molar Refractivity 110.18

Admin

Created at
-
Updated at
6th Jul 2020