Structure Database (LMSD)

H H O O Cl HO
Common Name
Eiseniachloride C
Systematic Name
14R-hydroxy-15R-chloro-5Z,8Z,11Z-prostatrien-18S-alide cyclo[13S,17R]
Synonyms
LM ID
LMFA03120061
Formula
C20H29O3Cl
Exact Mass
Calculate m/z
352.180523
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Clavulones [FA0312]

String Representations

InChiKey (Click to copy)
XSVVTBMSEOBKQC-UFMICMNASA-N
InChi (Click to copy)
InChI=1S/C20H29ClO3/c1-2-18-16-14-17(21)20(23)15(16)12-10-8-6-4-3-5-7-9-11-13-19(22)24-18/h4-7,10,12,15-18,20,23H,2-3,8-9,11,13-14H2,1H3/b6-4-,7-5-,12-10-/t15-,16+,17+,18-,20+/m0/s1
SMILES (Click to copy)
C1C=CCCCC(=O)O[C@@H](CC)[C@@H]2C[C@@]([H])(Cl)[C@]([H])(O)[C@H]2C=CCC=C1

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

Other Databases

PubChem CID
11428139

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 2
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 360.86
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.40
Molar Refractivity 99.46

Admin

Created at
26th May 2020
Updated at
26th May 2020