Molecule

Aegeline

AlkaPlorer ID: AK003558

Synonym: None

IUPAC Name: (E)-N-[(2R)-2-hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide

Structure

SMILES: COC1=CC=C([C@@H](O)CN=C(O)/C=C/C2=CC=CC=C2)C=C1

InChI: InChI=1S/C18H19NO3/c1-22-16-10-8-15(9-11-16)17(20)13-19-18(21)12-7-14-5-3-2-4-6-14/h2-12,17,20H,13H2,1H3,(H,19,21)/b12-7+/t17-/m0/s1

InChIKey: QRFDENJATPJOKG-CRVDFBCUSA-N

Reference

Shahidine, a novel and highly labile oxazoline from Aegle marmelos: the parent compound of aegeline and related amides

PubChem CID: 10108651

LOTUS: LTS0047766

SuperNatural Ⅲ: SN0313028-04

NPASS: NPC62101

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Mentha spicata	Mentha	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aegle marmelos	Aegle	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Capsicum chinense	Capsicum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 297.354

TPSA？: 62.05

MolLogP？: 3.398500000000002

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Chlorocebus sabaeus	Vero	CC50	200000.0	nM	10.1016/j.ejmech.2017.07.052
Cricetinae	Hamster	Activity	14.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	17.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	20.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	23.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	24.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	28.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	31.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	48.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	55.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	66.0	%	10.1016/j.bmcl.2006.12.037
Cricetinae	Hamster	Activity	nan	None	10.1016/j.bmcl.2006.12.037
Plasmodium falciparum	Plasmodium falciparum	IC50	10000.0	nM	10.1016/j.ejmech.2017.07.052
Rattus norvegicus	Rattus norvegicus	Activity	12.9	%	10.1016/j.bmcl.2006.12.037
Rattus norvegicus	Rattus norvegicus	Activity	14.0	nmol/hr	10.1016/j.bmcl.2011.08.099
Rattus norvegicus	Rattus norvegicus	Activity	16.9	%	10.1016/j.bmcl.2006.12.037
Rattus norvegicus	Rattus norvegicus	Activity	22.0	mg/dl	10.1016/j.bmcl.2011.08.099
Rattus norvegicus	Rattus norvegicus	Activity	23.0	mg/dl	10.1016/j.bmcl.2011.08.099
Rattus norvegicus	Rattus norvegicus	Activity	24.0	g/dl	10.1016/j.bmcl.2011.08.099
Rattus norvegicus	Rattus norvegicus	Activity	24.0	mg/dl	10.1016/j.bmcl.2011.08.099
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	10.0	%	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	13.0	%	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	26.5	%	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	43.0	%	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	44.0	%	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	93.0	%	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	nan	None	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	EC50	850.0	nM	10.1016/j.bmcl.2018.12.028
Saccharomyces cerevisiae	Saccharomyces cerevisiae	EC50	860.0	nM	10.1016/j.bmcl.2018.12.028
None	NON-PROTEIN TARGET	Activity	12.0	nmol/hr	10.1016/j.bmcl.2011.08.099
None	NON-PROTEIN TARGET	Activity	18.0	nmol/hr	10.1016/j.bmcl.2011.08.099
None	NON-PROTEIN TARGET	Activity	19.0	nmol/min	10.1016/j.bmcl.2011.08.099
None	NON-PROTEIN TARGET	Activity	22.0	nmol/hr	10.1016/j.bmcl.2011.08.099
None	NON-PROTEIN TARGET	Activity	25.0	nmol/min	10.1016/j.bmcl.2011.08.099
None	NON-PROTEIN TARGET	Activity	31.0	nmol/hr	10.1016/j.bmcl.2011.08.099
None	No relevant target	Activity	nan	None	10.1016/j.bmcl.2018.12.028
None	Unchecked	Activity	nan	None	10.1016/j.bmcl.2006.12.037
None	Unchecked	Ratio CC50/IC50	20.0	None	10.1016/j.ejmech.2017.07.052