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CHEBI:5542 - grayanotoxin I

ChEBI IDCHEBI:5542
ChEBI Namegrayanotoxin I
Stars
DefinitionA tetracyclic diterpenoid that is grayanotoxane in which the pro-R hydrogen at position 14 is substituted by an acetoxy group and in which the 3β-, 5-, 6β-, 10-, and 16- positions are substituted by hydroxy groups.
Last Modified3 August 2014
DownloadsMolfile
FormulaC22H36O7
Net Charge0
Average Mass412.523
Monoisotopic Mass412.24610
SMILES[H][C@@]12C[C@H](O)C(C)(C)[C@@]1(O)[C@H](O)C[C@]13C[C@@](C)(O)[C@]([H])(CC[C@H]1[C@@]2(C)O)[C@H]3OC(C)=O
InChIInChI=1S/C22H36O7/c1-11(23)29-17-12-6-7-13-20(5,27)14-8-15(24)18(2,3)22(14,28)16(25)9-21(13,17)10-19(12,4)26/h12-17,24-28H,6-10H2,1-5H3/t12-,13+,14+,15+,16-,17-,19-,20-,21+,22+/m1/s1
InChIKeyNXCYBYJXCJWMRY-VGBBEZPXSA-N
Roles Classification
Biological Roles:
phytotoxin  Any toxin produced by a plant.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
neuromuscular agent  A drug used for its actions on skeletal muscle.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
grayanotoxin I (CHEBI:5542) has parent hydride grayanotoxane (CHEBI:36614)
grayanotoxin I (CHEBI:5542) has role antihypertensive agent (CHEBI:35674)
grayanotoxin I (CHEBI:5542) has role metabolite (CHEBI:25212)
grayanotoxin I (CHEBI:5542) has role neuromuscular agent (CHEBI:51372)
grayanotoxin I (CHEBI:5542) has role phytotoxin (CHEBI:38231)
grayanotoxin I (CHEBI:5542) is a acetate ester (CHEBI:47622)
grayanotoxin I (CHEBI:5542) is a pentol (CHEBI:37205)
grayanotoxin I (CHEBI:5542) is a secondary alcohol (CHEBI:35681)
grayanotoxin I (CHEBI:5542) is a tertiary alcohol (CHEBI:26878)
grayanotoxin I (CHEBI:5542) is a tetracyclic diterpenoid (CHEBI:52557)
IUPAC Name 
(14R)-3β,5,6β,10,16-pentahydroxygrayanotoxan-14-yl acetate
Synonyms  Source
Grayanotoxin IKEGG COMPOUND
(3β,6β,14R)-Grayanotoxane-3,5,6,10,14,16-hexol, 14-acetateChemIDplus
andromedotoxinChemIDplus
rhodotoxinChemIDplus
acetylandromedolChemIDplus
asebotoxinChemIDplus
Manual XrefsDatabases
C09103KEGG COMPOUND
C00003434KNApSAcK
Registry NumbersSources
Reaxys:2065643Reaxys
CAS:4720-09-6KEGG COMPOUND
CAS:4720-09-6ChemIDplus
Citations