Structure Database (LMSD)

Common Name
Eiseniachloride B
Systematic Name
1R,2S,12Z,14S,15R,16R)-16-chloro-2-ethyl-15-hydroxy-3-oxabicyclo[12.3.0]heptadeca-12-en-4-one
Synonyms
LM ID
LMFA02000416
Formula
C18H29O3Cl
Exact Mass
Calculate m/z
328.180523
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)
HXFOJGYVWJVNOO-RAETWKFMSA-N
InChi (Click to copy)
InChI=1S/C18H29ClO3/c1-2-16-14-12-15(19)18(21)13(14)10-8-6-4-3-5-7-9-11-17(20)22-16/h8,10,13-16,18,21H,2-7,9,11-12H2,1H3/b10-8-/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=CCC1

Other Databases

PubChem CID
11163290

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 2
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 331.54
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.07
Molar Refractivity 90.41

Admin

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