Molecule

Sclerotiamide

AlkaPlorer ID: AK013737

Synonym: None

IUPAC Name: (1'R,3R,7'S,9'S,12'S)-12'-hydroxy-7,7,10',10'-tetramethylspiro[1H-pyrano[2,3-g]indole-3,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2,2',14'-trione

Structure

SMILES: CC1(C)C=CC2=C(C=CC3=C2N=C(O)[C@@]32[C@H](O)[C@@]34N=C(O)[C@]5(CCCN5C3=O)C[C@H]4C2(C)C)O1

InChI: InChI=1S/C26H29N3O5/c1-22(2)10-8-13-15(34-22)7-6-14-17(13)27-20(32)25(14)18(30)26-16(23(25,3)4)12-24(19(31)28-26)9-5-11-29(24)21(26)33/h6-8,10,16,18,30H,5,9,11-12H2,1-4H3,(H,27,32)(H,28,31)/t16-,18-,24-,25-,26+/m0/s1

InChIKey: CFJMAERFDLWMJL-LQKPOZSPSA-N

Reference

Notoamides F−K, Prenylated Indole Alkaloids Isolated from a Marine-Derived <i>Aspergillus</i> sp.

PubChem CID: 10647785

LOTUS: LTS0247331

NPASS: NPC153923

{

NPAtlas: NPA013939

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Pentzia incana	Pentzia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Trillium camschatcense	Trillium	Melanthiaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Teucrium oxylepis	Teucrium	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Prangos pabularia	Prangos	Apiaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Emilia sonchifolia	Emilia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Encephalartos altensteinii	Encephalartos	Zamiaceae	Cycadales	Cycadopsida	Streptophyta	Viridiplantae	Eukaryota
Euphorbia marginata	Euphorbia	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Selliguea feei	Selliguea	Polypodiaceae	Polypodiales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Xenorhabdus bovienii	Xenorhabdus	Morganellaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Marrubium alysson	Marrubium	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Gardenia collinsae	Gardenia	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aspergillus sclerotiorum	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Penicillium olsonii	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Guanomyces polythrix	Guanomyces	None	Sordariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Baphia nitida	Baphia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ircinia oros	Ircinia	Irciniidae	Dictyoceratida	Demospongiae	Porifera	Metazoa	Eukaryota
Myrmica sabuleti	Myrmica	Formicidae	Hymenoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Achillea macrophylla	Achillea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mytilus edulis	Mytilus	Mytilidae	Mytilida	Bivalvia	Mollusca	Metazoa	Eukaryota
Alstroemeria revoluta	Alstroemeria	Alstroemeriaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ligularia muliensis	Ligularia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Nuphar lutea	Nuphar	Nymphaeaceae	Nymphaeales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Perilla frutescens	Perilla	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Agave aurea	Agave	Asparagaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aspergillus sp.	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Gymnosporia senegalensis	Gymnosporia	Celastraceae	Celastrales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Shuteria involucrata	Shuteria	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Astragalus tragacantha	Astragalus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ajuga spectabilis	Ajuga	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Trifolium subterraneum	Trifolium	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Callistemon viminalis	Callistemon	Myrtaceae	Myrtales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Crinum erubescens	Crinum	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Sclerotia	Lampyridae	Coleoptera	Insecta	Arthropoda	Metazoa	Eukaryota

Properties Information

Molecule Weight: 463.53400000000033

TPSA？: 114.95

MolLogP？: 3.2009000000000016

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 8

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus subtilis (strain 168)	ATP-dependent Clp protease proteolytic subunit	Activity	nan	None	10.1021/acs.jnatprod.5b01091
Bos taurus	Beta-casein	Activity	nan	None	10.1021/acs.jnatprod.5b01091
Candida albicans	Candida albicans	IC50	93500.0	nM	10.1021/np2009994
Candida albicans	Candida albicans	MIC	200000.0	nM	10.1021/np2009994
Carpophilus	Carpophilus	GI50	25.0	ug.mL-1	10.1021/np960607m
Escherichia coli	Escherichia coli	Activity	nan	None	10.1021/acs.jnatprod.5b01091
Escherichia coli (strain K12)	ATP-dependent Clp protease proteolytic subunit	Activity	29909.0	RFU	10.1021/acs.jnatprod.5b01091
Escherichia coli (strain K12)	ATP-dependent Clp protease proteolytic subunit	Activity	nan	None	10.1021/acs.jnatprod.5b01091
Escherichia coli (strain K12)	ATP-dependent Clp protease proteolytic subunit	EC50	39600.0	nM	10.1021/acs.jnatprod.5b01091
Escherichia coli (strain K12)	ATP-dependent Clp protease proteolytic subunit	EC50	87500.0	nM	10.1021/acs.jnatprod.5b01091
Escherichia coli (strain K12)	ATP-dependent Clp protease proteolytic subunit	Ratio EC50	2.2	None	10.1021/acs.jnatprod.5b01091
Helicoverpa zea	Helicoverpa zea	Activity	46.0	%	10.1021/np960607m
Helicoverpa zea	Helicoverpa zea	Activity	98.0	%	10.1021/np960607m
Helicoverpa zea	Helicoverpa zea	Activity	nan	None	10.1021/np960607m
Homo sapiens	A549	IC50	10000.0	nM	10.1021/np400132m
Homo sapiens	HL-60	IC50	45000.0	nM	10.1021/np400132m
Homo sapiens	K562	IC50	26000.0	nM	10.1021/np400132m
Homo sapiens	MCF7	IC50	10000.0	nM	10.1021/np400132m
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	nan	None	10.1021/acs.jnatprod.5b01091
None	NON-PROTEIN TARGET	Activity	44.0	%	10.1021/np960607m
None	Unchecked	Activity	nan	None	10.1021/acs.jnatprod.5b01091