Structure Database (LMSD)

Common Name
Maracen A
Systematic Name
5-[1-chloro-tetradeca-1Z,5E,8E,11Z,13-pentaenoxy]-pent-4E-enoic acid
Synonyms
LM ID
LMFA10000012
Formula
C19H25O3Cl
Exact Mass
Calculate m/z
336.149223
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty ethers [FA10]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sorangium cellulosum (#56)
Maracin and Maracen: New Types of Ethynyl Vinyl Ether and α-Chloro Divinyl Ether Antibiotics from Sorangium cellulosum with Specific Activity Against Mycobacteria.,
Angew Chem Int Ed Engl, 1998
Pubmed ID: 29711239

String Representations

InChiKey (Click to copy)
XZIJBWJIVVWFHL-FWVLDFCKSA-N
InChi (Click to copy)
InChI=1S/C19H25ClO3/c1-2-3-4-5-6-7-8-9-10-11-12-15-18(20)23-17-14-13-16-19(21)22/h2-4,6-7,9-10,14-15,17H,1,5,8,11-13,16H2,(H,21,22)/b4-3-,7-6+,10-9+,17-14+,18-15+
SMILES (Click to copy)
C(CC/C=C/O/C(/Cl)=C/CC/C=C/C/C=C/C/C=C\C=C)(=O)O

Other Databases

PubChem CID
10042671

Calculated Physicochemical Properties

Heavy Atoms 23
Rings
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 360.36
Topological Polar Surface Area 46.53
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.88
Molar Refractivity 97.12

Admin

Created at
21st Jul 2021
Updated at
21st Jul 2021