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CHEBI:5542 - grayanotoxin I

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
phytotoxin  Any toxin produced by a plant.
Applications:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
neuromuscular agent  A drug used for its actions on skeletal muscle.
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
(3β,6β,14R)-Grayanotoxane-3,5,6,10,14,16-hexol, 14-acetateChemIDplus
acetylandromedolChemIDplus
andromedotoxinChemIDplus
asebotoxinChemIDplus
grayanotoxane-3,5,6,10,14,16-hexol 14-acetateChemIDplus
Grayanotoxin IKEGG COMPOUND
Manual XrefsDatabases
C00003434KNApSAcK
C09103KEGG COMPOUND
Registry NumbersSources
Reaxys:2065643Reaxys
CAS:4720-09-6KEGG COMPOUND
CAS:4720-09-6ChemIDplus
Citations