Structure Database (LMSD)

O O OH
Common Name
Maracin A
Systematic Name
5-[tetradeca-5E,8E,11Z,13-tetraen-1-ynoxy]-pent-4E-enoic acid
Synonyms
LM ID
LMFA10000011
Formula
C19H24O3
Exact Mass
Calculate m/z
300.172545
Sum Composition
FA 19:7;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
HNCZZAFOQUEHGF-APDSTEBESA-N
InChi (Click to copy)
InChI=1S/C19H24O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-22-18-15-13-16-19(20)21/h2-4,6-7,9-10,15,18H,1,5,8,11-13,16H2,(H,20,21)/b4-3-,7-6+,10-9+,18-15+
SMILES (Click to copy)
C(CC/C=C/OC#CCC/C=C/C/C=C/C/C=C\C=C)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sorangium cellulosum (#56)
Deltaproteobacteria (#28221)
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

Other Databases

PubChem CID
10017689

Calculated Physicochemical Properties

Heavy Atoms 22
Rings
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 342.51
Topological Polar Surface Area 46.53
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.76
Molar Refractivity 90.96

Admin

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