Structure Database (LMSD)

Common Name
succinyl macrolactin O
Systematic Name
7S-(6-O-succinyl)-β-D-glucopyranosyl-15-oxo-13S-hydroxy-2Z,4E,8E,10Z,16E,18E,23R-tetracosahexenyl-23-olide
Synonyms
LM ID
LMFA07040194
Formula
C34H48O13
Exact Mass
Calculate m/z
664.309495
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)
GHOGLYADLFTWNE-CMPQQHCESA-N
InChi (Click to copy)
InChI=1S/C34H48O13/c1-23-13-7-3-2-4-8-14-24(35)21-25(36)15-9-5-10-16-26(17-11-6-12-18-30(40)45-23)46-34-33(43)32(42)31(41)27(47-34)22-44-29(39)20-19-28(37)38/h2,4-6,9-12,16,18,23,25-27,31-34,36,41-43H,3,7-8,13-15,17,19-22H2,1H3,(H,37,38)/b4-2+,9-5-,11-6+,16-10+,18-12-/t23-,25+,26-,27-,31-,32+,33-,34-/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)[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(=O)CCC(O)=O)O1

Other Databases

PubChem CID
171116392

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 2
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 662.55
Topological Polar Surface Area 210.49
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 13
logP 4.94
Molar Refractivity 173.17

Admin

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