Structure Database (LMSD)

Common Name
Gliomasolide A
Systematic Name
4S,7R-dihydroxy-2E-octadecen-13R-olide
Synonyms
  • (3E,5S,8R,14R)-5,8-dihydroxy-14-pentyl-1-oxacyclotetradec-3-en-2-one
LM ID
LMFA07040202
Formula
C18H32O4
Exact Mass
Calculate m/z
312.230061
Sum Composition
FA 18:2;O2
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)
VRPUHTPIOQTOFJ-IEIGRNHOSA-N
InChi (Click to copy)
InChI=1S/C18H32O4/c1-2-3-5-9-17-10-7-4-6-8-15(19)11-12-16(20)13-14-18(21)22-17/h13-17,19-20H,2-12H2,1H3/b14-13+/t15-,16+,17-/m1/s1
SMILES (Click to copy)
C1(C=C[C@@H](O)CC[C@H](O)CCCCC[C@H](O1)CCCCC)=O

Other Databases

PubChem CID
139200424

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 337.48
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.36
Molar Refractivity 89.03

Admin

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