Grayanotox-10-ene-3beta,5,6beta,14,16-pentol

HCID 107976CAS 4678-44-8
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Grundinformationen

Standard-SMILES
C=C1[C@@H]2CC[C@@H]3C(O)[C@@]2(C[C@@H](O)[C@@]2(O)[C@H]1C[C@H](O)C2(C)C)C[C@@]3(C)O
InChIKey
KEOQZUCOGXIEQR-BBLSUVPKSA-N
Summenformel
C20H32O5
Durchschnittliche Molmasse
352,5 g/mol
Monoisotopische Masse
352,22497412

Überblick

Grayanotoxins are toxins found in rhododendrons and other plants of the family Ericaceae. It can be found in honey made from their nectar and cause a very rare poisonous reaction called grayanotoxin poisoning, honey intoxication, or rhododendron poisoning. (L1251)

Namen und Bezeichner

Bevorzugter Name
Grayanotox-10-ene-3beta,5,6beta,14,16-pentol
IUPAC
(1S,3R,4R,6S,8S,10S,13R,14R)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.04,8]hexadecane-3,4,6,14,16-pentol

Namen und Synonyme

orb1986001HY-N7570AKOS040751952CS-0133964T31993Grayanotox-10-ene-3beta,5,6beta,14,16-pentol

Datenbank-Bezeichner

CAS
4678-44-8
PubChem CID
107976
DTXSID
DTXSID20897035

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,3
Polarare Oberfläche (TPSA)
101 Ų
H-Brücken-Donoren
5
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
0
Schwere Atome
25

Sicherheit und Regulatorisches

Toxikologische Informationen

TreatmentMedical treatment is not often needed but sometimes atropine therapy, vasopressors and other agents are used to mitigate symptoms. (L1251)
Health EffectsGrayanotoxins affect the nervous system but are not usually fatal. (L1251)
Exposure RoutesOral (ingestion) (L1817) ; dermal (L1817)
Toxicity SummaryGrayanotoxins bind to specific sodium ion channels in cell membranes. The grayanotoxins prevent inactivation, leaving excitable cells depolarized. (L1251)
Signs and Symptoms · 1 Eintrag

Initial symptoms include excessive salivation, perspiration, vomiting, dizziness, weakness and paresthesia in the extremities and around the mouth, low blood pressure and sinus bradycardia. In higher doses symptoms can include loss of coordination, severe and progressive muscular weakness, bradycardia (and, paradoxically, ventricular tachycardia), and nodal rhythm or Wolff-Parkinson-White syndrome. (L1251)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Chemie und Industrie

Verwendung und Herstellung

UsesGrayanotoxins are toxins found in rhododendrons and other plants of the family Ericaceae. (L1251)

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