Structure Database (LMSD)

Common Name
Gliomasolide C
Systematic Name
4R,5R,6S,7R-tetrahydroxy-2E-octadecen-13R-olide
Synonyms
  • (3E,5R,6R,7S,8R,14R)-5,6,7,8-tetrahydroxy-14-pentyl-1-oxacyclotetradec-3-en-2-one
LM ID
LMFA07040204
Formula
C18H32O6
Exact Mass
Calculate m/z
344.219891
Sum Composition
FA 18:2;O4
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)
ZMWWERJLHJJXTO-WPCAMVETSA-N
InChi (Click to copy)
InChI=1S/C18H32O6/c1-2-3-5-8-13-9-6-4-7-10-14(19)17(22)18(23)15(20)11-12-16(21)24-13/h11-15,17-20,22-23H,2-10H2,1H3/b12-11+/t13-,14-,15-,17+,18-/m1/s1
SMILES (Click to copy)
C1(C=C[C@@H](O)[C@@H](O)[C@@H](O)[C@H](O)CCCCC[C@H](O1)CCCCC)=O

Other Databases

PubChem CID
139200426

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 355.06
Topological Polar Surface Area 109.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 2.87
Molar Refractivity 92.83

Admin

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