Molecule

Brachystamide B; (E,E,E)-form

AlkaPlorer ID: AK290936

Synonym: None

IUPAC Name: (2E,4E,14E)-15-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pentadeca-2,4,14-trienamide

Structure

SMILES: CC(C)CN=C(O)/C=C/C=C/CCCCCCCC/C=C/C1=CC=C2OCOC2=C1

InChI: InChI=1S/C26H37NO3/c1-22(2)20-27-26(28)16-14-12-10-8-6-4-3-5-7-9-11-13-15-23-17-18-24-25(19-23)30-21-29-24/h10,12-19,22H,3-9,11,20-21H2,1-2H3,(H,27,28)/b12-10+,15-13+,16-14+

InChIKey: DRMOIHOBUYFDKF-HMZUNPFJSA-N

Reference

Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides

PubChem CID: 10047263

CAS: 126394-65-8

LOTUS: LTS0107330

SuperNatural Ⅲ: SN0073505-01

NPASS: NPC41331

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Crocus corsicus	Crocus	Iridaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Brickellia longifolia	Brickellia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Silene banksia	Silene	Caryophyllaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cochlearia officinalis	Cochlearia	Brassicaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Frullania brasiliensis	Frullania	Frullaniaceae	Porellales	Jungermanniopsida	Streptophyta	Viridiplantae	Eukaryota
Oocystis polymorpha	Oocystis	Oocystaceae	Chlorellales	Trebouxiophyceae	Chlorophyta	Viridiplantae	Eukaryota
Rubus pileatus	Rubus	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Didymosphaeria enalia	Didymosphaeria	Didymosphaeriaceae	Pleosporales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
Matsumurella chinensis	Matsumurella	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper brachystachyum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dichotomanthes tristaniicarpa	Dichotomanthes	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Agaricus xanthodermus	Agaricus	Agaricaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Phoebe grandis	Phoebe	Lauraceae	Laurales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper longum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper retrofractum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Verbesina virginica	Verbesina	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ardisia japonica	Ardisia	Primulaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mycoplasma mycoides	Mycoplasma	Mycoplasmataceae	Mycoplasmatales	Mollicutes	Mycoplasmatota	None	Bacteria
Penicillium tardum	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Bupleurum rigidum	Bupleurum	Apiaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper sarmentosum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Palisota barteri	Palisota	Commelinaceae	Commelinales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Carpesium longifolium	Carpesium	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Photorhabdus luminescens	Photorhabdus	Morganellaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Aglaia perviridis	Aglaia	Meliaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Leifsonia aquatica	Leifsonia	Microbacteriaceae	Micrococcales	Actinomycetes	Actinomycetota	None	Bacteria
Acanthosyris paulo-alvinii	Acanthosyris	Cervantesiaceae	Santalales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Coelogyne nitida	Coelogyne	Orchidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Betula alnoides	Betula	Betulaceae	Fagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 411.5860000000001

TPSA？: 51.05000000000001

MolLogP？: 7.274200000000007

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Mus musculus	3T3-L1	Activity	11.1	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	13.7	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	16.8	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	18.5	%	10.1016/j.bmcl.2008.04.052
Mus musculus	Hepatocyte	Inhibition	-22.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-17.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-6.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-6.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	10.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	11.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	11.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	18.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	22.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	22.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	L929	Inhibition	-15.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	-11.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	1.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	4.0	%	10.1016/j.bmc.2009.08.050
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	50.0	ug.mL-1	10.1016/j.ejmech.2011.12.029
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	50.0	ug.mL-1	10.1016/j.ejmech.2017.06.005