ciguatoxin CTX1B (CHEBI:36467)

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CHEBI:36467 - ciguatoxin CTX1B

ChEBI ID	CHEBI:36467
ChEBI Name	ciguatoxin CTX1B
Stars
Definition	A ciguatoxin comprising a sequence of twelve trans-fused six-, seven-, eight- and nine-membered rings and a spiro-fused five-membered ring. A commonly encountered fish toxin.
Last Modified	28 July 2014
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C60H86O19
Net Charge	0
Average Mass	1111.329
Monoisotopic Mass	1110.57633
SMILES	[H][C@@]12C=C[C@]3([H])O[C@]4([H])C[C@@H](O)[C@]5(C)O[C@]6([H])C[C@H](C)C[C@]7([H])O[C@]8([H])[C@@H](C)[C@H](O)[C@]9([H])O[C@]%10(C[C@H](O)CO%10)[C@@H](C)[C@H](C)[C@@]9([H])O[C@@]8([H])C[C@@]7([H])O[C@@]6([H])C[C@@]5([H])O[C@@]4([H])C/C=C\C[C@@]3([H])O[C@@]1([H])C=C[C@@]1([H])O[C@@]3([H])[C@H](O)[C@@]4([H])O[C@@]([H])(/C=C/[C@H](O)CO)C=CC[C@]4([H])O[C@]3([H])C[C@]1([H])O2
InChI	InChI=1S/C60H86O19/c1-28-19-42-44(22-48-54(76-42)30(3)52(65)58-55(77-48)29(2)31(4)60(79-58)25-33(63)27-67-60)73-46-24-51-59(5,78-47(46)20-28)50(64)23-45-36(74-51)11-7-6-10-35-37(71-45)15-16-39-38(69-35)17-18-40-43(70-39)21-49-57(75-40)53(66)56-41(72-49)12-8-9-34(68-56)14-13-32(62)26-61/h6-9,13-18,28-58,61-66H,10-12,19-27H2,1-5H3/b7-6-,14-13+/t28-,29+,30+,31+,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47-,48+,49-,50-,51-,52+,53-,54-,55-,56+,57-,58+,59+,60-/m1/s1
InChIKey	VYVRIXWNTVOIRD-LRHBOZQDSA-N

Species of Metabolite	Component	Source	Comments
Gambierdiscus toxicus (ncbitaxon:373098)	-	PubMed (21250701)	Organism is an epiphytic dinoflagellate

Roles Classification

Biological Roles:

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

toxin Poisonous substance produced by a biological organism such as a microbe, animal or plant.

ChEBI Ontology

Outgoing Relation(s)
	ciguatoxin CTX1B (CHEBI:36467) has role metabolite (CHEBI:25212)
	ciguatoxin CTX1B (CHEBI:36467) is a ciguatoxin (CHEBI:61275)

IUPAC Name
(2R,2'R,3a'S,4S,4a'R,5'S,6'S,6a'S,9'S,10'S,10a'R,11a'S,12a'R,13a'S,14a'R,15a'S,17'Z,19a'R,20a'S,22a'R,23a'S,24'R,24a'R,26'R,29a'S,30a'R,31a'S,32a'R,34a'S,35a'R,37'R,37a'S,38a'R)-26'-[(1E,3S)-3,4-dihydroxybut-1-en-1-yl]-2',5',9',10',37a'-pentamethyl-1',3',3a',4,4a',5,5',6',6a',9',10',10a',11a',12',12a',13a',14',14a',15a',16',19',19a',20a',22a',23a',24',24a',26',29',29a',30a',31',31a',32a',34a',35a',36',37',37a',38a'-tetracontahydro-2'H,3H-spiro[furan-2,8'-oxepino[2'''',3'''':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':6',7']oxepino[2',3':6,7]oxepino[3,2-b]pyrano[2''''',3''''':6'''',7'''']oxepino[2'''',3'''':5''',6''']pyrano[2''',3''':7'',8'']oxocino[2'',3'':5',6']pyrano[2',3':6,7]oxepino[2,3-h]oxonine]-4,6',24',37'-tetrol

IUPAC Name

(2R,2'R,3a'S,4S,4a'R,5'S,6'S,6a'S,9'S,10'S,10a'R,11a'S,12a'R,13a'S,14a'R,15a'S,17'Z,19a'R,20a'S,22a'R,23a'S,24'R,24a'R,26'R,29a'S,30a'R,31a'S,32a'R,34a'S,35a'R,37'R,37a'S,38a'R)-26'-[(1E,3S)-3,4-dihydroxybut-1-en-1-yl]-2',5',9',10',37a'-pentamethyl-1',3',3a',4,4a',5,5',6',6a',9',10',10a',11a',12',12a',13a',14',14a',15a',16',19',19a',20a',22a',23a',24',24a',26',29',29a',30a',31',31a',32a',34a',35a',36',37',37a',38a'-tetracontahydro-2'H,3H-spiro[furan-2,8'-oxepino[2'''',3'''':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':6',7']oxepino[2',3':6,7]oxepino[3,2-b]pyrano[2''''',3''''':6'''',7'''']oxepino[2'''',3'''':5''',6''']pyrano[2''',3''':7'',8'']oxocino[2'',3'':5',6']pyrano[2',3':6,7]oxepino[2,3-h]oxonine]-4,6',24',37'-tetrol

Synonyms	Source
CTX 1	ChemIDplus
Ciguatoxin 1	ChemIDplus
Ciguatoxin CTX 1	ChemIDplus
Pacific ciguatoxin 1	ChemIDplus
CTX	ChEBI

Manual Xrefs	Databases
C16762	KEGG COMPOUND

Registry Numbers	Sources
Beilstein:3646734	Beilstein
Beilstein:5374716	Beilstein
Reaxys:8471628	Reaxys
Reaxys:19671490	Reaxys
CAS:11050-21-8	ChemIDplus
CAS:11050-21-8	KEGG COMPOUND

Citations