Structure Database (LMSD)

Common Name
Chaetomadramine B
Systematic Name
N-α-palmitoyl-N-δ-anhydromevalonyl-Nδ-hydroxy-omithine methyl ester
Synonyms
LM ID
LMFA08020451
Formula
C28H52N2O6
Exact Mass
Calculate m/z
512.382538
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Chaetomium madrasense (#1036254)
Sordariomycetes (#147550)
Chaetomadramines A-E, a class of siderophores with potent neuroprotective activity from the fungus Chaetomium madrasense cib-1.,
Fitoterapia, 2023
Pubmed ID: 36375689

String Representations

InChiKey (Click to copy)
XBSXMQUTPQEXDM-YXRVWGMWSA-N
InChi (Click to copy)
InChI=1S/C28H52N2O6/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-19-26(32)29-25(28(34)36-3)18-17-21-30(35)27(33)23-24(2)20-22-31/h23,25,31,35H,4-22H2,1-3H3,(H,29,32)/b24-23+/t25-/m0/s1
SMILES (Click to copy)
N(C(=O)CCCCCCCCCCCCCCC)[C@H](C(=O)OC)CCCN(C(/C=C(/CCO)\C)=O)O

Calculated Physicochemical Properties

Heavy Atoms 36
Rings
Aromatic Rings
Rotatable Bonds 24
Van der Waals Molecular Volume 557.14
Topological Polar Surface Area 116.17
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 6.48
Molar Refractivity 143.81

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Created at
21st Feb 2025
Updated at
21st Feb 2025