Molecule

N,N'-Dicinnamoylputrescine; (Z,Z)-form, 3''',3''''-Dimethoxy, 4''',4''''-dihydroxy

AlkaPlorer ID: AK295537

Synonym: (Z,Z)-Terrestribisamide

IUPAC Name: (E)-3-(4-hydroxy-3-methoxyphenyl)-N-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]prop-2-enamide

Structure

SMILES: COC1=CC(/C=C/C(O)=NCCCCN=C(O)/C=C/C2=CC=C(O)C(OC)=C2)=CC=C1O

InChI: InChI=1S/C24H28N2O6/c1-31-21-15-17(5-9-19(21)27)7-11-23(29)25-13-3-4-14-26-24(30)12-8-18-6-10-20(28)22(16-18)32-2/h5-12,15-16,27-28H,3-4,13-14H2,1-2H3,(H,25,29)(H,26,30)/b11-7+,12-8+

InChIKey: CHEMZHJQHCVLFI-MKICQXMISA-N

Reference

Hydroxycinnamoyl acid amides and aromatic amines in the inflorescences of some araceae species

PubChem CID: 5321825

CAS: 1040388-16-6

LOTUS: LTS0239296

SuperNatural Ⅲ: SN0045677-03

NPASS: NPC186898

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Tribulus terrestris	Tribulus	Zygophyllaceae	Zygophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 440.4960000000001

TPSA？: 124.1

MolLogP？: 4.534800000000005

Number of H-Donors: 4

Number of H-Acceptors: 6

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Agaricus bisporus	Tyrosinase	IC50	108400.0	nM	10.1016/j.bmc.2018.10.036
Aspergillus flavus	Aspergillus flavus	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Bacillus subtilis	Bacillus subtilis	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Botrytis cinerea	Botrytis cinerea	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Candida albicans	Candida albicans	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Escherichia coli	Escherichia coli	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Homo sapiens	COLO 320	Activity	9.655	%	10.1007/s00044-012-0393-3
Homo sapiens	COLO 320	Activity	21.61	%	10.1007/s00044-012-0393-3
Homo sapiens	COLO 320	Activity	51.2	%	10.1007/s00044-012-0393-3
Homo sapiens	COLO 320	Activity	64.83	%	10.1007/s00044-012-0393-3
Homo sapiens	COLO 320	Activity	83.22	%	10.1007/s00044-012-0393-3
Homo sapiens	COLO 320	Activity	nan	None	10.1007/s00044-012-0393-3
Homo sapiens	COLO 320	IC50	50.0	ug.mL-1	10.1007/s00044-012-0393-3
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Malassezia pachydermatis	Malassezia pachydermatis	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Micrococcus luteus	Micrococcus luteus	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Mus musculus	B16-F1	Activity	nan	None	10.1016/j.bmc.2018.10.036
Mus musculus	B16-F1	IC50	150000.0	nM	10.1016/j.bmc.2018.10.036
Mus musculus	Tyrosinase	IC50	88400.0	nM	10.1016/j.bmc.2018.10.036
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Salmonella enterica subsp. enterica serovar Paratyphi B	Salmonella enterica subsp. enterica serovar Paratyphi B	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Salmonella enterica subsp. enterica serovar Typhimurium	Salmonella typhimurium	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Scopulariopsis	Scopulariopsis	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Shigella flexneri	Shigella flexneri	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Staphylococcus aureus	Staphylococcus aureus	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
Trichophyton rubrum	Trichophyton rubrum	MIC	200.0	ug.mL-1	10.1007/s00044-012-0393-3
None	NON-PROTEIN TARGET	Activity	0.808	mMequiv	10.1007/s00044-012-0393-3
None	NON-PROTEIN TARGET	Activity	nan	None	10.1007/s00044-012-0393-3
None	NON-PROTEIN TARGET	FC	3.0	None	10.1007/s00044-012-0393-3
None	No relevant target	Activity	nan	None	10.1016/j.bmc.2018.10.036
None	No relevant target	EC50	830000.0	nM	10.1016/j.bmc.2018.10.036
None	Radical scavenging activity	Activity	40.17	%	10.1007/s00044-012-0393-3
None	Radical scavenging activity	Activity	68.33	%	10.1007/s00044-012-0393-3
None	Radical scavenging activity	Activity	84.56	%	10.1007/s00044-012-0393-3
None	Radical scavenging activity	Activity	88.35	%	10.1007/s00044-012-0393-3
None	Unchecked	Activity	nan	None	10.1016/j.bmcl.2009.07.082