Molecule

Spirotryprostatin A

AlkaPlorer ID: AK009140

Synonym: None

IUPAC Name: (3S,5S,6S,9S)-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodecane-5,3'-1H-indole]-2,2',8-trione

Structure

SMILES: COC1=CC=C2C(=C1)NC(=O)[C@@]21C[C@H]2C(=O)N3CCC[C@H]3C(=O)N2[C@H]1C=C(C)C

InChI: InChI=1S/C22H25N3O4/c1-12(2)9-18-22(14-7-6-13(29-3)10-15(14)23-21(22)28)11-17-19(26)24-8-4-5-16(24)20(27)25(17)18/h6-7,9-10,16-18H,4-5,8,11H2,1-3H3,(H,23,28)/t16-,17-,18-,22-/m0/s1

InChIKey: MQJKGSIAJNXSCM-ORGXJRBJSA-N

Reference

Novel mammalian cell cycle inhibitors, spirotryprostatins A and B, produced by Aspergillus fumigatus, which inhibit mammalian cell cycle at G2/M phase

PubChem CID: 10408374

LOTUS: LTS0157538

SuperNatural Ⅲ: SN0232574-01

NPASS: NPC204970

{

NPAtlas: NPA000214

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Aspergillus fumigatus	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 395.4590000000002

TPSA？: 78.95

MolLogP？: 1.8254

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Jurkat	IC50	nan	None	10.1016/j.bmc.2010.02.034
Homo sapiens	K562	IC50	41000.0	nM	10.1021/np800700e
Homo sapiens	KB	Activity	nan	None	10.1021/np800700e
Homo sapiens	MCF7	Activity	nan	None	10.1021/np800700e
Homo sapiens	MCF7	IC50	300000.0	nM	10.1016/j.bmc.2010.02.034
Homo sapiens	MDA-MB-468	IC50	110000.0	nM	10.1016/j.bmc.2010.02.034
Rattus norvegicus	PC-12	Activity	nan	None	10.1021/np800700e
Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	50000.0	nM	10.1016/j.bmc.2010.02.034
Trypanosoma brucei rhodesiense	Rhodesain	IC50	nan	None	10.1016/j.bmc.2010.02.034
None	Molecular identity unknown	IC50	197500.0	nM	10.1016/j.bmc.2010.04.079
None	Unchecked	IC50	nan	None	10.1016/j.bmc.2010.02.034
None	Unchecked	Ratio IC50	nan	None	10.1016/j.bmc.2010.02.034