LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

unclassified Bacillus (in: Bacteria) (#185979)

Bacilli (#91061)

Glycosylated 24-membered lactones and unsaturated fatty acids from cold-seep-derived Bacillus sp. HDN 20-1259,
Tetrahedron Letts, 2023

DOI: 10.1016/j.tetlet.2023.154477

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