Molecule

Veraguamide A

AlkaPlorer ID: AK008520

Synonym: None

IUPAC Name: (3S,6S,9S,12S,13R,16S,19S)-13-(5-bromopent-4-ynyl)-3-[(2S)-butan-2-yl]-7,12,17-trimethyl-6,9,16-tri(propan-2-yl)-4,14-dioxa-1,7,10,17-tetrazabicyclo[17.3.0]docosane-2,5,8,11,15,18-hexone

Structure

SMILES: CC[C@H](C)[C@@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](C(C)C)N=C(O)[C@@H](C)[C@@H](CCCC#CBr)OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H]2CCCN2C1=O

InChI: InChI=1S/C37H59BrN4O8/c1-12-24(8)31-35(46)42-20-16-17-26(42)33(44)40(10)29(22(4)5)36(47)49-27(18-14-13-15-19-38)25(9)32(43)39-28(21(2)3)34(45)41(11)30(23(6)7)37(48)50-31/h21-31H,12-14,16-18,20H2,1-11H3,(H,39,43)/t24-,25-,26-,27+,28-,29-,30-,31-/m0/s1

InChIKey: WWYBIFCBAWCPFI-AVCHBABLSA-N

Reference

Cytotoxic Veraguamides, Alkynyl Bromide-Containing Cyclic Depsipeptides from the Marine Cyanobacterium cf. <i>Oscillatoria margaritifera</i>

PubChem CID: 53355336

LOTUS: LTS0150178

NPASS: NPC124549

{

NPAtlas: NPA019992

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Symploca hydnoides	Symploca	Microcoleaceae	Oscillatoriales	Cyanophyceae	Cyanobacteriota	None	Bacteria
Rhodotorula toruloides	Rhodotorula	Sporidiobolaceae	Sporidiobolales	Microbotryomycetes	Basidiomycota	Fungi	Eukaryota
Lobelia polyphylla	Lobelia	Campanulaceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Silene baccifera	Silene	Caryophyllaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Scabiosa columbaria	Scabiosa	Caprifoliaceae	Dipsacales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lespedeza cuneata	Lespedeza	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lichtheimia corymbifera	Lichtheimia	Lichtheimiaceae	Mucorales	Mucoromycetes	Mucoromycota	Fungi	Eukaryota
Ammopiptanthus mongolicus	Ammopiptanthus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Panax japonicus	Panax	Araliaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pearsonia sessilifolia	Pearsonia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Margaritifera	Margaritiferidae	Unionida	Bivalvia	Mollusca	Metazoa	Eukaryota
Hymenopellis radicata	Hymenopellis	Physalacriaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Magnolia tomentosa	Magnolia	Magnoliaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cicer flexuosum	Cicer	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Oscillatoria margaritifera	Oscillatoria	Oscillatoriaceae	Oscillatoriales	Cyanophyceae	Cyanobacteriota	None	Bacteria

Properties Information

Molecule Weight: 767.8029999999999

TPSA？: 146.12

MolLogP？: 4.970000000000005

Number of H-Donors: 1

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	HeLa	IC50	21000.0	nM	10.1021/np200076t
Homo sapiens	HT-29	IC50	26000.0	nM	10.1021/np200076t
Homo sapiens	NCI-H460	LD50	141.0	nM	10.1021/np200077f