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 eMolecules:36759523
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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
4720-09-6 CAS Registry Number KEGG COMPOUND
4720-09-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
04 August 2014