Structure database (LMSD)

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LM IDLMSP01080021
Common NameSulfamisterin
Systematic Name(2S,3R)-2-amino-2-hydroxymethyl-3-hydroxysulfonyloxy-12-oxo-octadecanoic acid
Synonyms-
Exact Mass
439.2240 (neutral)    Calculate m/z:
FormulaC19H37NO8S
CategorySphingolipids [SP]
Main ClassSphingoid bases [SP01]
Sub ClassSphingoid base analogs [SP0108]
PubChem CID42608357
InChIKeyVDFZNNFUNCRYKZ-MJGOQNOKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
C([C@](C(O)=O)(N)[C@H](OS(O)(=O)=O)CCCCCCCCC(=O)CCCCCC)O
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StatusActive
ReferencesFungal Metabolite Sulfamisterin Suppresses Sphingolipid Synthesis Through Inhibition of Serine Palmitoyltransferase
Biochemistry. 2005
DOI: 10.1021/bi048605l
PMID: 15628868
Calculated physicochemical properties (?):
 Heavy Atoms29Rings0Aromatic Rings0Rotatable Bonds19
 van der Waals
Molecular Volume
431.81Topological Polar
Surface Area
164.22Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP4.72Molar
Refractivity
110.18