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name Structure Reference Source Properties Activities Metabolism

(5E)-5-(1-hydroxyethylidene)-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0²,?.0³,?.0¹?,¹?]octadeca-1(17),11(18),12,14-tetraene-4,6-dione

AlkaPlorer ID: AK356848

Synonym: None

IUPAC Name: (2R,3S,9R)-5-acetyl-4-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),4,11(18),12,14-pentaen-6-one

Structure

SMILES: C/C(O)=C1\C(=O)[C@@H]2[C@H]3C4=CNC5=C4C(=CC=C5)C[C@H]3C(C)(C)N2C1=O

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InChI: InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,23H,7H2,1-3H3/b14-9-/t12-,16+,17+/m1/s1

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InChIKey: CNZIQHGDUXRUJS-PTNHGACKSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Aspergillus flavus Aspergillus Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota

Properties Information

Molecule Weight: 336.39100000000013

TPSA？: 73.4

MolLogP？: 2.8279000000000014

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis Bacillus subtilis Activity nan None 10.1021/acs.jnatprod.2c00445
Escherichia coli Escherichia coli Activity nan None 10.1021/acs.jnatprod.2c00445
Homo sapiens Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 IC50 90.0 nM 10.1021/acs.jmedchem.9b01509
Homo sapiens Sarcoplasmic/endoplasmic reticulum calcium ATPase 3 IC50 90.0 nM 10.1021/acs.jmedchem.9b01509
Oryctolagus cuniculus Sarcoplasmic/endoplasmic reticulum calcium ATP-ase IC50 90.0 nM 10.1021/acs.jmedchem.9b01509

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001413 C/C(O)=C1\C(=O)[C@@H]2[C@H]3c4c[nH]c5cccc(c45)C[C@H]3C(C)(C)N2C1=O>>C/C(O)=C1\C(=O)[C@@H]2[C@H]3C4C(=O)Nc5cccc(c54)C[C@H]3C(C)(C)N2C1=O RXN-15836
AKRT005329 CC(C)=CCc1cccc2[nH]cc(C[C@@H]3NC(=O)/C(=C(/C)O)C3=O)c12>>C/C(O)=C1\C(=O)[C@@H]2[C@H]3c4c[nH]c5cccc(c45)C[C@H]3C(C)(C)N2C1=O BETA-CYCLOPIAZONATE-DEHYDROGENASE-RXN