Structure Database (LMSD)

Common Name
Eiseniachloride A
Systematic Name
1R,2S,9Z,12Z,14S,15R,16R)-16-chloro-2-ethyl-15-hydroxy-3-oxabicyclo[12.3.0]heptadeca-9,12-dien-4-one
Synonyms
LM ID
LMFA02000415
Formula
C18H27O3Cl
Exact Mass
Calculate m/z
326.164873
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Eisenia bicyclis (#6395)
Phaeophyceae (#2870)
Novel oxylipin metabolites from the brown alga Eisenia bicyclis.,
J Nat Prod, 2003
Pubmed ID: 14575430

String Representations

InChiKey (Click to copy)
ZUMREQQVIGWVIM-ZZIRVTTQSA-N
InChi (Click to copy)
InChI=1S/C18H27ClO3/c1-2-16-14-12-15(19)18(21)13(14)10-8-6-4-3-5-7-9-11-17(20)22-16/h3-4,8,10,13-16,18,21H,2,5-7,9,11-12H2,1H3/b4-3-,10-8-/t13-,14+,15+,16-,18+/m0/s1
SMILES (Click to copy)
C1CCCCC(=O)O[C@@H](CC)[C@@H]2C[C@@]([H])(Cl)[C@]([H])(O)[C@H]2C=CCC=1

Other Databases

PubChem CID
643680

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 2
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 328.90
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.85
Molar Refractivity 90.32

Admin

Created at
14th Nov 2024
Updated at
14th Nov 2024