CHEBI:65666 - crambescidin 800

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ChEBI Name crambescidin 800
ChEBI ID CHEBI:65666
Definition An organic heteropentacyclic guanidine alkaloid isolated from the marine sponge Crambe crambe and Batzella. It exhibits anti-HIV-1 and anti-HSV-1 activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C45H80N6O6
Net Charge 0
Average Mass 801.15330
Monoisotopic Mass 800.61393
InChI InChI=1S/C45H80N6O6/c1-3-38-22-16-17-27-44(57-38)33-36-24-25-39-41(45(28-19-21-35(2)56-45)49-43(48-44)51(36)39)42(54)55-32-18-14-12-10-8-6-4-5-7-9-11-13-15-23-40(53)50(31-20-29-46)34-37(52)26-30-47/h16,22,35-39,41,52H,3-15,17-21,23-34,46-47H2,1-2H3,(H,48,49)/t35-,36+,37+,38+,39-,41-,44+,45-/m1/s1
InChIKey PPZWAJHYVRKUKB-BPXWMNIUSA-N
SMILES [H][C@]12CC[C@]3([H])[C@H](C(=O)OCCCCCCCCCCCCCCCC(=O)N(CCCN)C[C@@H](O)CCN)[C@]4(CCC[C@@H](C)O4)N=C(N[C@]4(CCC=C[C@H](CC)O4)C1)N23
Metabolite of Species Details
Batzella (ITIS:659394) See: DOI
Monanchora (NCBI:txid283434) See: PubMed
Crambe crambe (NCBI:txid3722) See: DOI
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): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
anti-HSV-1 agent
An anti-HSV agent agent that destroys or inhibits the replication of herpes simplex virus-1.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing crambescidin 800 (CHEBI:65666) has role anti-HIV-1 agent (CHEBI:64947)
crambescidin 800 (CHEBI:65666) has role anti-HSV-1 agent (CHEBI:64953)
crambescidin 800 (CHEBI:65666) has role antimalarial (CHEBI:38068)
crambescidin 800 (CHEBI:65666) has role marine metabolite (CHEBI:76507)
crambescidin 800 (CHEBI:65666) is a alkaloid (CHEBI:22315)
crambescidin 800 (CHEBI:65666) is a carboxylic ester (CHEBI:33308)
crambescidin 800 (CHEBI:65666) is a guanidines (CHEBI:24436)
crambescidin 800 (CHEBI:65666) is a monocarboxylic acid amide (CHEBI:29347)
crambescidin 800 (CHEBI:65666) is a organic heteropentacyclic compound (CHEBI:38164)
crambescidin 800 (CHEBI:65666) is a primary amino compound (CHEBI:50994)
crambescidin 800 (CHEBI:65666) is a secondary alcohol (CHEBI:35681)
crambescidin 800 (CHEBI:65666) is a spiro compound (CHEBI:33599)
IUPAC Name
16-{[(2S)-4-amino-2-hydroxybutyl](3-aminopropyl)amino}-16-oxohexadecyl (2S,2a'R,3'S,4'R,6''R,7S,8a'S)-7-ethyl-6''-methyl-1',2',2a',3',3'',4,4'',5'',6'',7,8',8a'-dodecahydro-3H,6'H-dispiro[oxepine-2,7'-[5,6,8b]triazaacenaphthylene-4',2''-pyran]-3'-carboxylate
Manual Xrefs Databases
EP1204666 Patent
US5756734 Patent
US5952332 Patent
WO0100626 Patent
View more database links
Citations Waiting for Citations Types Sources
14640525 PubMed citation Europe PMC
15330179 PubMed citation Europe PMC
17136890 PubMed citation Europe PMC
8377012 PubMed citation Europe PMC
Last Modified
05 March 2014