CHEBI:4344 - debromoaplysiatoxin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name debromoaplysiatoxin
ChEBI ID CHEBI:4344
Definition A member of the class of aplysiatoxins that has the structure of the parent aplysiatoxin, but is lacking the bromo substituent on the benzene ring at the position para to the phenolic hydroxy group. It is a cyanotoxin produced by several species of freshwater and marine cyanobacteria, as well as algae and molluscs.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H48O10
Net Charge 0
Average Mass 592.719
Monoisotopic Mass 592.32475
InChI InChI=1S/C32H48O10/c1-18(11-12-24(38-7)22-9-8-10-23(34)13-22)29-20(3)26-16-32(41-29)30(5,6)15-19(2)31(37,42-32)17-28(36)39-25(21(4)33)14-27(35)40-26/h8-10,13,18-21,24-26,29,33-34,37H,11-12,14-17H2,1-7H3/t18-,19+,20-,21+,24-,25+,26?,29+,31-,32-/m0/s1
InChIKey REAZZDPREXHWNV-BUNNSNHRSA-N
SMILES [C@@]123O[C@]([C@H](C)CC1(C)C)(CC(O[C@@]([C@@H](C)O)(CC(OC(C2)[C@H](C)[C@](O3)([C@H](CC[C@@H](C=4C=CC=C(C4)O)OC)C)[H])=O)[H])=O)O
Metabolite of Species Details
Stylocheilus longicauda (NCBI:txid114761) See: PubMed
Moorea producens (NCBI:txid1155739) See: PubMed
Trichodesmium erythraeum (NCBI:txid1206) See: PubMed
Lyngbya majuscula (NCBI:txid158786) See: PubMed
Gracilaria coronopifolia (NCBI:txid439548) See: PubMed
Roles Classification
Biological Role(s): cyanotoxin
Any toxin produced by cyanobacteria (blue-green algae).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
protein kinase C agonist
An agonist that selectively binds to and activates a protein kinase C receptor
View more via ChEBI Ontology
ChEBI Ontology
Outgoing debromoaplysiatoxin (CHEBI:4344) has role algal metabolite (CHEBI:84735)
debromoaplysiatoxin (CHEBI:4344) has role carcinogenic agent (CHEBI:50903)
debromoaplysiatoxin (CHEBI:4344) has role cyanotoxin (CHEBI:88048)
debromoaplysiatoxin (CHEBI:4344) has role marine metabolite (CHEBI:76507)
debromoaplysiatoxin (CHEBI:4344) has role protein kinase C agonist (CHEBI:64018)
debromoaplysiatoxin (CHEBI:4344) is a aplysiatoxins (CHEBI:88051)
debromoaplysiatoxin (CHEBI:4344) is a cyclic hemiketal (CHEBI:59780)
debromoaplysiatoxin (CHEBI:4344) is a ether (CHEBI:25698)
debromoaplysiatoxin (CHEBI:4344) is a organic heterotricyclic compound (CHEBI:26979)
debromoaplysiatoxin (CHEBI:4344) is a phenols (CHEBI:33853)
debromoaplysiatoxin (CHEBI:4344) is a secondary alcohol (CHEBI:35681)
debromoaplysiatoxin (CHEBI:4344) is a spiroketal (CHEBI:72600)
Synonyms Sources
(1S,3R,4S,9R,13S,14R)-13-hydroxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadecane-7,11-dione IUPAC
17-debromoaplysiatoxin ChEBI
Manual Xrefs Databases
C00046713 KNApSAcK
C05148 KEGG COMPOUND
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Registry Numbers Types Sources
4624539 Reaxys Registry Number Reaxys
52423-28-6 CAS Registry Number KEGG COMPOUND
52423-28-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16222795 PubMed citation Europe PMC
18585400 PubMed citation Europe PMC
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24394406 PubMed citation Europe PMC
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3924698 PubMed citation Europe PMC
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6299973 PubMed citation Europe PMC
6316505 PubMed citation Europe PMC
6400920 PubMed citation Europe PMC
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7751319 PubMed citation Europe PMC
8843576 PubMed citation Europe PMC
Last Modified
30 September 2015