Structure Database (LMSD)

H H Br O OH
Common Name
Majusculoic acid
Systematic Name
4S,5S-methylene-11-bromo-8E,10Z-tetradecadienoic acid
Synonyms
LM ID
LMFA01140024
Formula
C15H23O2Br
Exact Mass
Calculate m/z
314.088141
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Carbocyclic fatty acids [FA0114]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Halogenated fatty acids [FA0109]

String Representations

InChiKey (Click to copy)
XSRLEFWNCQOETJ-SULJWLEGSA-N
InChi (Click to copy)
InChI=1S/C15H23BrO2/c1-2-6-14(16)8-5-3-4-7-12-11-13(12)9-10-15(17)18/h3,5,8,12-13H,2,4,6-7,9-11H2,1H3,(H,17,18)/b5-3+,14-8-/t12-,13-/m0/s1
SMILES (Click to copy)
C(CC[C@@]1([H])C[C@]1([H])CC/C=C/C=C(\Br)/CCC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lyngbya majuscula (#158786)
Majusculoic acid, a brominated cyclopropyl fatty acid from a marine cyanobacterial mat assemblage.,
J Nat Prod, 2005
Pubmed ID: 15844960

Other Databases

CHEBI ID
165375
PubChem CID
11602110

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 284.64
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.90
Molar Refractivity 78.76

Admin

Created at
-
Updated at
4th Dec 2020