LIPID MAPS

Structure Database (LMSD)

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Common Name

Chaetomadramine A

Systematic Name

N-α-palmitoyl-N-δ-anhydromevalonyl-Nδ-hydroxy-omithine

Synonyms

LM ID

LMFA08020450

Formula

C₂₇H₅₀N₂O₆

Exact Mass

Calculate m/z

498.366888

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

Classification

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

DOI: 10.1016/j.fitote.2022.105351

String Representations

InChiKey (Click to copy)

CRCNKCCZGVLNII-XAPOHKEGSA-N

InChi (Click to copy)

InChI=1S/C27H50N2O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-25(31)28-24(27(33)34)17-16-20-29(35)26(32)22-23(2)19-21-30/h22,24,30,35H,3-21H2,1-2H3,(H,28,31)(H,33,34)/b23-22+/t24-/m0/s1

SMILES (Click to copy)

C(CCCCCCCCCCCCCCC)(=O)N[C@H](C(=O)O)CCCN(O)C(=O)/C=C(\C)/CCO

Other Databases

PubChem CID

178328685

Calculated Physicochemical Properties

Heavy Atoms 35

Rings

Aromatic Rings

Rotatable Bonds 23

Van der Waals Molecular Volume 539.84

Topological Polar Surface Area 127.17

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 8

logP 6.39

Molar Refractivity 139.43

Admin

Created at

21st Feb 2025

Updated at