N,N'-Bis(2,3-dihydroxybenzoyl)lysinol
Basic information
- CAS
120243-02-9- Standard SMILES
O=C(NCCCCC(CO)NC(=O)c1cccc(O)c1O)c1cccc(O)c1O- InChIKey
WNBVGSNESTZACV-UHFFFAOYSA-N- Molecular formula
- C20H24N2O7
- Average molar mass
- 404.4 g/mol
- Monoisotopic mass
- 404.15835111
Overview
Myxochelin A is a member of salicylamides.
Names & identifiers
- Preferred name
- N,N'-Bis(2,3-dihydroxybenzoyl)lysinol
- IUPAC
- N-[5-[(2,3-dihydroxybenzoyl)amino]-6-hydroxyhexyl]-2,3-dihydroxybenzamide
- English name
- myxochelin A
- Molecular formula
- C20H24N2O7
- Molecular weight
- 404.41
Names & synonyms
N,N'-Bis(2,3-dihydroxybenzoyl)lysinolSCHEMBL24871625CHEBI:31877DTXSID90923279VEA24302Q27114705Benzamide, N,N'-(1-(hydroxymethyl)-1,5-pentanediyl)bis(2,3-dihydroxy-N,N'-(6-Hydroxyhexane-1,5-diyl)bis(2,3-dihydroxybenzene-1-carboximidic acid)myxochelin ABenzamide, N,N'-[(1S)-1-(hydroxymethyl)-1,5-pentanediyl]bis[2,3-dihydroxy-
Database identifiers
- CAS
120243-02-9- PubChem CID
- 129086
- DTXSID
DTXSID90923279- ChEBI
CHEBI:31877- Nikkaji
- J1.454.181K
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 159 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 9
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 533
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- DMSO: soluble,Ethanol: soluble,Methanol: soluble
- form
- A solid
Chemistry & industry
Applications
DescriptionMyxochelin A is a microbial metabolite that has been found in A. disciformis and has diverse biological activities. It is active against Gram-positive bacteria, including B. cereus, S. aureus, and M. luteus, but not Gram-negative bacteria or fungi in an agar diffusion assay when used at a concentration of 80 μg/disc. Myxochelin A inhibits 5-lipoxygenase (5-LO) activity with an IC50 value of 1.9 μM for the recombinant human enzyme. It is cytotoxic to 26-L5 colon cancer cells when used at a concentration of 3 μg/ml.
UsesMyxochelin A is a potent inhibitor of human 5-lipoxygenase (5-LO). Studies show that Myxochelin A is a natural product that may possess potent antitumor activity at non-cytotoxic concentrations.
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Compound notes
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