Structure Database (LMSD)

Common Name
6'-O-succinyl methyl ester macrolactin O
Systematic Name
7R-(6-O-methyl-succinyl)-β-D-glucopyranosyl-15-oxo-13R-hydroxy-2Z,4E,8E,10Z,16E,18E,23S-tetracosahexenyl-23-olide
Synonyms
LM ID
LMFA07040193
Formula
C36H50O15
Exact Mass
Calculate m/z
722.314975
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)
MBFWWEPRVVUFSE-YJHCHSTOSA-N
InChi (Click to copy)
InChI=1S/C36H50O15/c1-23-13-7-4-3-5-8-14-24(37)21-25(38)15-9-6-10-16-26(17-11-12-18-27(34(44)45)35(46)49-23)50-36-33(43)32(42)31(41)28(51-36)22-48-30(40)20-19-29(39)47-2/h3,5-6,9-12,16,18,23,25-26,28,31-33,36,38,41-43H,4,7-8,13-15,17,19-22H2,1-2H3,(H,44,45)/b5-3+,9-6-,12-11+,16-10+,27-18-/t23-,25+,26-,28-,31-,32+,33-,36-/m1/s1
SMILES (Click to copy)
O([C@H]1CC=CC=C(C(O)=O)C(=O)O[C@@H](CCCC=CCCC(C[C@H](CC=CC=C1)O)=O)C)[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(=O)CCC(OC)=O)O1

Other Databases

PubChem CID
171116391

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 712.09
Topological Polar Surface Area 236.79
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 15
logP 4.48
Molar Refractivity 184.13

Admin

Created at
3rd Jul 2023
Updated at
4th Jul 2023