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Emindole Sb

AlkaPlorer ID: AK064884

Synonym: None

IUPAC Name: (1S,12S,15R,16S,17S,20S)-1,16,20-trimethyl-16-(4-methylpent-3-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4,6,8-tetraen-17-ol

Structure

SMILES: CC(C)=CCC[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@H]1CC3=C(NC4=CC=CC=C34)[C@@]12C

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InChI: InChI=1S/C28H39NO/c1-18(2)9-8-15-26(3)23-13-12-19-17-21-20-10-6-7-11-22(20)29-25(21)28(19,5)27(23,4)16-14-24(26)30/h6-7,9-11,19,23-24,29-30H,8,12-17H2,1-5H3/t19-,23-,24-,26-,27-,28+/m0/s1

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InChIKey: XOLHQUYGSUGTQA-DFGZTGKASA-N

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Source

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

Properties Information

Molecule Weight: 405.62600000000015

TPSA？: 36.02

MolLogP？: 6.921600000000008

Number of H-Donors: 2

Number of H-Acceptors: 1

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Artemia salina Artemia salina Activity 60.3 % 10.1016/j.bmcl.2010.08.024
Caenorhabditis elegans Caenorhabditis elegans Activity nan None 10.1039/c3md00198a
Caenorhabditis elegans Calcium-activated potassium channel slo-1 Inhibition nan % 10.1016/j.ejmech.2013.09.045
Colletotrichum lagenaria Colletotrichum lagenaria Activity nan None 10.1016/j.bmcl.2010.08.024
Escherichia coli Escherichia coli DIZ nan None 10.1016/j.bmcl.2010.08.024
Fusarium oxysporum Fusarium oxysporum Activity nan None 10.1016/j.bmcl.2010.08.024
Homo sapiens A2780 IC50 8200.0 nM 10.1021/acs.jnatprod.8b00723
Homo sapiens A549 IC50 4400.0 nM 10.1021/acs.jnatprod.0c00717
Homo sapiens Acetylcholinesterase Inhibition 16.4 % 10.1016/j.bmcl.2010.08.024
Homo sapiens Cannabinoid CB1 receptor Ki 7050.0 nM 10.1021/np400850g
Homo sapiens Cannabinoid CB2 receptor Ki 2240.0 nM 10.1021/np400850g
Homo sapiens G-protein coupled receptor 55 IC50 10000.0 nM 10.1021/np400850g
Homo sapiens G-protein coupled receptor 55 Inhibition 12.0 % 10.1021/np400850g
Homo sapiens HEK293 IC50 44600.0 nM 10.1021/acs.jnatprod.8b00723
Homo sapiens J82 IC50 nan None 10.1021/acs.jnatprod.8b00723
Homo sapiens MCF7 IC50 10100.0 nM 10.1039/c3md00198a
Homo sapiens MDA-MB-231 IC50 3200.0 nM 10.1021/acs.jnatprod.0c00717
Homo sapiens MDA-MB-231 IC50 19000.0 nM 10.1039/c3md00198a
Homo sapiens MDA-MB-231 IC50 21300.0 nM 10.1039/c3md00198a
Homo sapiens MDA-MB-231 Inhibition nan % 10.1016/j.ejmech.2013.09.045
Homo sapiens N-arachidonyl glycine receptor IC50 10000.0 nM 10.1021/np400850g
Homo sapiens N-arachidonyl glycine receptor Inhibition 37.0 % 10.1021/np400850g
Influenza A virus (A/Puerto Rico/8/1934(H1N1)) Influenza A virus (A/Puerto Rico/8/1934(H1N1)) IC50 26200.0 nM 10.1021/np400304q
Mus musculus L5178Y IC50 18300.0 nM 10.1021/acs.jnatprod.8b00723
Zika virus Zika virus EC50 nan None 10.1021/acs.jnatprod.0c00717
None Unchecked Ratio IC50 5.4 None 10.1021/acs.jnatprod.8b00723

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT005160 CC(C)=CCC[C@]1(C)O[C@H]1CC/C(C)=C/CC/C(C)=C/Cc1c[nH]c2ccccc12>>CC(C)=CCC[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@H]1Cc3c([nH]c4ccccc34)[C@@]12C RXN-15497
AKRT005161 CC(C)=CCC[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@H]1Cc3c([nH]c4ccccc34)[C@@]12C>>CC1(C)O[C@@H]1CC[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@H]1Cc3c([nH]c4ccccc34)[C@@]12C RXN-15496