Structure Database (LMSD)

Common Name
Macrolactin F
Systematic Name
15-oxo-7S,13S-dihydroxy-2Z,4E,8E,10Z,16E,18E,23R-tetracosahexenyl-23-olide
Synonyms
LM ID
LMFA07040195
Formula
C24H34O5
Exact Mass
Calculate m/z
402.240625
Sum Composition
FA 24:7;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Bacillus (in: firmicutes) (#185979)
Bacilli (#91061)
Glycosylated 24-membered lactones and unsaturated fatty acids from cold-seep-derived Bacillus sp. HDN 20-1259,
Tetrahedron Letts, 2023

String Representations

InChiKey (Click to copy)
KMKZBIGDFUKDCN-QLVJNLMHSA-N
InChi (Click to copy)
InChI=1S/C24H34O5/c1-20-13-7-3-2-4-8-16-22(26)19-23(27)17-11-5-9-14-21(25)15-10-6-12-18-24(28)29-20/h2,4-6,9-12,14,18,20-21,23,25,27H,3,7-8,13,15-17,19H2,1H3/b4-2+,10-6+,11-5-,14-9+,18-12-/t20-,21-,23+/m1/s1
SMILES (Click to copy)
O[C@H]1CC=CC=CC(=O)O[C@@H](CCCC=CCCC(C[C@H](CC=CC=C1)O)=O)C

Other Databases

PubChem CID
23247215

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings
Rotatable Bonds
Van der Waals Molecular Volume 436.87
Topological Polar Surface Area 85.90
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 4.98
Molar Refractivity 116.75

Admin

Created at
4th Jul 2023
Updated at
4th Jul 2023