Structure Database (LMSD)

Common Name
Sphing-6E-enine 4R-sufate
Systematic Name
2S-amino-1,3S-dihydroxyoctadec-6-ene-4R-sulfate
Synonyms
LM ID
LMSP01080071
Formula
C18H37NO6S
Exact Mass
Calculate m/z
395.234161
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
Spirastrella (#283506)
Demospongiae (#6042)
Cytotoxic sphingosine 4-sulfates from the sponge Spirastrella abata.,
J Nat Prod, 2002
Pubmed ID: 12088447

String Representations

InChiKey (Click to copy)
XJZGUAOGZWCCNE-WZVLTGPMSA-N
InChi (Click to copy)
InChI=1S/C18H37NO6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(25-26(22,23)24)18(21)16(19)15-20/h12-13,16-18,20-21H,2-11,14-15,19H2,1H3,(H,22,23,24)/b13-12+/t16-,17+,18-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(N)[C@]([H])(O)[C@H](OS(O)(=O)=O)C/C=C/CCCCCCCCCCC

Other Databases

PubChem CID
11143740

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 399.57
Topological Polar Surface Area 130.08
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 5.12
Molar Refractivity 105.02

Admin

Created at
27th Oct 2020
Updated at
27th Oct 2020