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CHEBI:90630 - ω-conotoxin GVIA

ChEBI IDCHEBI:90630
ChEBI Nameω-conotoxin GVIA
Stars
ASCII Nameomega-conotoxin GVIA
DefinitionA heterodetic cyclic polypeptide consisting of the linear sequence Cys-Lys-Ser-Hyp-Gly-Ser-Ser-Cys-Ser-Hyp-Thr-Ser-Tyr-Asn-Cys-Cys-Arg-Ser-Cys-Asn-Hyp-Tyr-Thr-Lys-Arg-Cys-Tyr-NH2 with three disulfide bridges between cysteine residues 1-16, 8-19 and 15-26. Isolated from the venom of the fish-hunting snail Conus geographus.
Last Modified10 August 2017
SubmitterSteve
DownloadsMolfile
FormulaC120H182N38O43S6
Net Charge0
Average Mass3037.401
Monoisotopic Mass3035.15472
SMILESC[C@@H](O)[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@H](CC(N)=O)NC(=O)[C@@H]2CSSC[C@@H]3NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@@H]4C[C@@H](O)CN4C(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CSSC[C@@H](C(=O)N[C@@H](Cc4ccc(O)cc4)C(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC1=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CO)NC3=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CO)C(=O)N2
InChIInChI=1S/C120H182N38O43S6/c1-53(165)91-114(197)138-66(10-4-6-26-122)95(178)136-68(12-8-28-132-120(129)130)98(181)149-81(107(190)139-69(93(126)176)29-55-13-19-58(167)20-14-55)49-204-207-52-84-110(193)153-80-48-203-202-47-64(123)94(177)135-65(9-3-5-25-121)97(180)147-78(45-163)117(200)156-38-61(170)32-85(156)111(194)133-37-90(175)134-74(41-159)102(185)145-76(43-161)105(188)152-83(109(192)148-79(46-164)118(201)158-40-63(172)34-87(158)113(196)155-92(54(2)166)115(198)146-77(44-162)103(186)140-70(30-56-15-21-59(168)22-16-56)99(182)141-72(35-88(124)173)100(183)150-84)51-206-205-50-82(151-104(187)75(42-160)144-96(179)67(137-106(80)189)11-7-27-131-119(127)128)108(191)143-73(36-89(125)174)116(199)157-39-62(171)33-86(157)112(195)142-71(101(184)154-91)31-57-17-23-60(169)24-18-57/h13-24,53-54,61-87,91-92,159-172H,3-12,25-52,121-123H2,1-2H3,(H2,124,173)(H2,125,174)(H2,126,176)(H,133,194)(H,134,175)(H,135,177)(H,136,178)(H,137,189)(H,138,197)(H,139,190)(H,140,186)(H,141,182)(H,142,195)(H,143,191)(H,144,179)(H,145,185)(H,146,198)(H,147,180)(H,148,192)(H,149,181)(H,150,183)(H,151,187)(H,152,188)(H,153,193)(H,154,184)(H,155,196)(H4,127,128,131)(H4,129,130,132)/t53-,54-,61-,62-,63-,64+,65+,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83+,84+,85+,86+,87+,91+,92+/m1/s1
InChIKeyFDQZTPPHJRQRQQ-NZPQQUJLSA-N
Species of MetaboliteComponentSourceComments
Conus geographus (ncbitaxon:6491) - PubMed (7925595)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
calcium channel blocker  One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
venom  A toxin used by animals and injected into their victims by a bite or sting.
neurotoxin  A poison that interferes with the functions of the nervous system.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
ChEBI Ontology
Outgoing Relation(s)
ω-conotoxin GVIA (CHEBI:90630) has role calcium channel blocker (CHEBI:38215)
ω-conotoxin GVIA (CHEBI:90630) has role marine metabolite (CHEBI:76507)
ω-conotoxin GVIA (CHEBI:90630) has role neurotoxin (CHEBI:50910)
ω-conotoxin GVIA (CHEBI:90630) has role venom (CHEBI:78505)
ω-conotoxin GVIA (CHEBI:90630) is a heterodetic cyclic peptide (CHEBI:24533)
ω-conotoxin GVIA (CHEBI:90630) is a organic disulfide (CHEBI:35489)
ω-conotoxin GVIA (CHEBI:90630) is a peptidyl amide (CHEBI:15722)
ω-conotoxin GVIA (CHEBI:90630) is a polypeptide (CHEBI:15841)
Registry NumbersSources
Reaxys:28633428Reaxys
Citations