CHEBI:149572 - crambescidin 401

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ChEBI Name crambescidin 401
ChEBI ID CHEBI:149572
Definition An organic heteropentacyclic guanidine alkaloid isolated from the marine sponge Crambe crambe.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Charlotte Simmler
Supplier Information
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Formula C22H31N3O4
Net Charge 0
Average Mass 401.507
Monoisotopic Mass 401.23146
InChI InChI=1S/C22H31N3O4/c1-3-16-8-4-5-11-21(29-16)13-15-9-10-17-18(19(26)27)22(12-6-7-14(2)28-22)24-20(23-21)25(15)17/h4,8,14-16H,3,5-7,9-13H2,1-2H3,(H,23,24)(H,26,27)/t14-,15+,16+,21+,22-/m1/s1
InChIKey CRQLUZOAOKXVKN-DRZYCYNKSA-N
SMILES C1[C@@]2(O[C@@H](CC1)C)C(=C3CC[C@]4(C[C@]5(N=C(N2)N43)CCC=C[C@@H](O5)CC)[H])C(=O)O
Metabolite of Species Details
Crambe crambe (NCBI:txid3722) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing crambescidin 401 (CHEBI:149572) has role marine metabolite (CHEBI:76507)
crambescidin 401 (CHEBI:149572) is a alkaloid (CHEBI:22315)
crambescidin 401 (CHEBI:149572) is a guanidines (CHEBI:24436)
crambescidin 401 (CHEBI:149572) is a monocarboxylic acid (CHEBI:25384)
crambescidin 401 (CHEBI:149572) is a organic heteropentacyclic compound (CHEBI:38164)
crambescidin 401 (CHEBI:149572) is a spiro compound (CHEBI:33599)
IUPAC Name
(2S,2''R,6''R,7S,8a'S)-7-ethyl-6''-methyl-1',2',3'',4,4'',5'',6'',7,8',8a'-decahydro-3H,5'H-dispiro[oxepine-2,7'-[5,6,8b]triazaacenaphthylene-4',2''-pyran]-3'-carboxylic acid
Synonym Source
(2R,2''S,6R,7''S,8'aS)-7''-ethyl-6-methyl-1',2',4'',7'',8',8'a-hexahydro-3''H,5'H-dispiro[oxane-2,4'-[5,6,8b]triazaacenaphthylene-7',2''-oxepine]-3'-carboxylic acid IUPAC
Citation Waiting for Citations Type Source
29734790 PubMed citation Europe PMC
Last Modified
01 May 2020