CHEBI:134184 - pateamine

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ChEBI Name pateamine
ChEBI ID CHEBI:134184
Definition A marine macrodiolide that is isolated from the sponge Mycale hentscheli and exhibits anticancer and antiviral properties
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H45N3O4S
Net Charge 0
Average Mass 555.774
Monoisotopic Mass 555.31308
InChI InChI=1S/C31H45N3O4S/c1-21(13-14-34(6)7)11-12-23(3)16-27-19-29-33-28(20-39-29)24(4)17-26(32)18-31(36)37-25(5)15-22(2)9-8-10-30(35)38-27/h8-13,16,20,24-27H,14-15,17-19,32H2,1-7H3/b10-8-,12-11+,21-13+,22-9+,23-16+/t24-,25-,26+,27+/m0/s1
InChIKey DSPNTLCJTJBXTD-IRNRRZNASA-N
SMILES S1C2=NC([C@H](C[C@@H](N)CC(O[C@H](CC(=CC=CC(O[C@@H](C2)/C=C(/C=C/C(=C/CN(C)C)/C)\C)=O)C)C)=O)C)=C1
Metabolite of Species Details
Mycale hentscheli Taxonomy accession obtained from the World Porifera Database See: PubMed
Apis cerana (NCBI:txid7461) See: MetaboLights Study
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): eukaryotic initiation factor 4F inhibitor
Any compound that inihibits the mammalian protein, eukaryotic initiation factor 4F.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
antiviral agent
A substance that destroys or inhibits replication of viruses.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pateamine (CHEBI:134184) has role antineoplastic agent (CHEBI:35610)
pateamine (CHEBI:134184) has role antiviral agent (CHEBI:22587)
pateamine (CHEBI:134184) has role eukaryotic initiation factor 4F inhibitor (CHEBI:137079)
pateamine (CHEBI:134184) has role marine metabolite (CHEBI:76507)
pateamine (CHEBI:134184) is a 1,3-thiazoles (CHEBI:38418)
pateamine (CHEBI:134184) is a macrodiolide (CHEBI:145556)
pateamine (CHEBI:134184) is a olefinic compound (CHEBI:78840)
pateamine (CHEBI:134184) is a primary amino compound (CHEBI:50994)
pateamine (CHEBI:134184) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(3S,6Z,8E,11S,15R,17S)-15-amino-3-[(1E,3E,5E)-7-(dimethylamino)-2,5-dimethylhepta-1,3,5-trien-1-yl]-9,11,17-trimethyl-4,12-dioxa-20-thia-21-azabicyclo[16.2.1]henicosa-1(21),6,8,18-tetraene-5,13-dione
Synonyms Sources
(−)-pateamine ChEBI
Pateamine A KEGG COMPOUND
Manual Xrefs Databases
25053851 ChemSpider
C19917 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
139220-18-1 CAS Registry Number KEGG COMPOUND
8094393 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22623775 PubMed citation Europe PMC
22692539 PubMed citation Europe PMC
24459774 PubMed citation Europe PMC
24471581 PubMed citation Europe PMC
26057151 PubMed citation Europe PMC
26764022 PubMed citation Europe PMC
26773380 PubMed citation Europe PMC
27061139 PubMed citation Europe PMC
27180995 PubMed citation Europe PMC
27282465 PubMed citation Europe PMC
27789529 PubMed citation Europe PMC
Last Modified
02 December 2019