Molecule

Sungsanpin

AlkaPlorer ID: AK046926

Synonym: None

IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(3S,6S,12S,19S,22S,25S)-3-(4-aminobutyl)-12-benzyl-22-[(2S)-butan-2-yl]-6-(hydroxymethyl)-2,5,8,11,14,17,21,24-octaoxo-1,4,7,10,13,16,20,23-octazabicyclo[23.3.0]octacosane-19-carbonyl]amino]-3-hydroxypropanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-4-methylpentanoic acid

Structure

SMILES: CC[C@H](C)[C@@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@H](CCCCN)N=C(O)[C@H](CO)N=C(O)CN=C(O)[C@H](CC2=CC=CC=C2)N=C(O)CN=C(O)C[C@@H](C(O)=N[C@@H](CO)C(O)=N[C@@H](CC2=CC=CC=C2)C(O)=NCC(O)=N[C@@H](CC(C)C)C(O)=N[C@@H](CO)C(O)=N[C@@H](CC2=CNC3=CC=CC=C23)C(O)=N[C@@H](CC(C)C)C(=O)O)N=C1O

InChI: InChI=1S/C77H109N17O20/c1-7-44(6)65-75(111)89-55(34-61(98)80-36-62(99)84-52(31-45-19-10-8-11-20-45)66(102)81-38-64(101)85-57(39-95)71(107)86-50(25-16-17-27-78)76(112)94-28-18-26-60(94)74(110)93-65)70(106)92-58(40-96)72(108)87-53(32-46-21-12-9-13-22-46)67(103)82-37-63(100)83-51(29-42(2)3)68(104)91-59(41-97)73(109)88-54(69(105)90-56(77(113)114)30-43(4)5)33-47-35-79-49-24-15-14-23-48(47)49/h8-15,19-24,35,42-44,50-60,65,79,95-97H,7,16-18,25-34,36-41,78H2,1-6H3,(H,80,98)(H,81,102)(H,82,103)(H,83,100)(H,84,99)(H,85,101)(H,86,107)(H,87,108)(H,88,109)(H,89,111)(H,90,105)(H,91,104)(H,92,106)(H,93,110)(H,113,114)/t44-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,65-/m0/s1

InChIKey: YXOZCEQVMZPWOG-YZZULCRUSA-N

Reference

Sungsanpin, a Lasso Peptide from a Deep-Sea Streptomycete

PubChem CID: 71713252

LOTUS: LTS0206852

NPASS: NPC75634

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NPAtlas: NPA013213

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces sp.	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Streptomyces sp. KCB13F003	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 1592.818

TPSA？: 616.3700000000003

MolLogP？: 7.364900000000024

Number of H-Donors: 20

Number of H-Acceptors: 20

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	Activity	25.0	%	10.1021/np300902g
Homo sapiens	A549	Activity	47.0	%	10.1021/np300902g
Homo sapiens	A549	Activity	nan	None	10.1021/np300902g
Homo sapiens	A549	Inhibition	53.0	%	10.1021/acs.jnatprod.8b00449