Structure Database (LMSD)

Common Name
Gliomasolide D
Systematic Name
4R,5S,7R-trihydroxy-2E-octadecen-13R-olide
Synonyms
  • (3E,5R,6S,8R,14R)-5,6,8-trihydroxy-14-pentyl-1-oxacyclotetradec-3-en-2-one
LM ID
LMFA07040205
Formula
C18H32O5
Exact Mass
Calculate m/z
328.224976
Sum Composition
FA 18:2;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gliomastix sp. ZSDS1-F7-2 (#1777006)
Sordariomycetes (#147550)
Gliomasolides A–E, unusual macrolides from a sponge-derived fungus Gliomastix sp. ZSDS1-F7-2,
RSC Adv, 2015

String Representations

InChiKey (Click to copy)
LEEBEEPDVOWSDN-CDBVEKOQSA-N
InChi (Click to copy)
InChI=1S/C18H32O5/c1-2-3-5-9-15-10-7-4-6-8-14(19)13-17(21)16(20)11-12-18(22)23-15/h11-12,14-17,19-21H,2-10,13H2,1H3/b12-11+/t14-,15-,16-,17+/m1/s1
SMILES (Click to copy)
C1(C=C[C@@H](O)[C@@H](O)C[C@H](O)CCCCC[C@H](O1)CCCCC)=O

Other Databases

PubChem CID
50911006

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 346.27
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.62
Molar Refractivity 90.93

Admin

Created at
21st Jan 2025
Updated at
21st Jan 2025