CHEBI:5542 - grayanotoxin I

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ChEBI Name grayanotoxin I
ChEBI ID CHEBI:5542
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H36O7
Net Charge 0
Average Mass 412.51704
Monoisotopic Mass 412.24610
InChI InChI=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
InChIKey NXCYBYJXCJWMRY-VGBBEZPXSA-N
SMILES [H][C@]12CC[C@H]3[C@@](C)(O)[C@]4([H])C[C@H](O)C(C)(C)[C@@]4(O)[C@H](O)C[C@@]3(C[C@@]1(C)O)[C@@H]2OC(C)=O
Roles Classification
Biological Role(s): 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.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(3β,6β,14R)-Grayanotoxane-3,5,6,10,14,16-hexol, 14-acetate ChemIDplus
acetylandromedol ChemIDplus
andromedotoxin ChemIDplus
asebotoxin ChemIDplus
grayanotoxane-3,5,6,10,14,16-hexol 14-acetate ChemIDplus
Grayanotoxin I KEGG COMPOUND
Perhydro-2β,4α,8α,11β,11aβ-pentahydroxy-1,1,4,8-tetramethyl-7,9a-methano-9aαH-cyclopenta(b)heptalen-12β-yl acetate ChemIDplus
rhodotoxin ChemIDplus
Manual Xrefs Databases
C00003434 KNApSAcK
C09103 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
2065643 Reaxys Registry Number Reaxys
2065643 Beilstein Registry Number Beilstein
4720-09-6 CAS Registry Number KEGG COMPOUND
4720-09-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
4293525 PubMed citation Europe PMC
8481104 PubMed citation Europe PMC
Last Modified
04 August 2014