Basic information
- CAS
4678-45-9- Standard SMILES
CC1(C)[C@@H](O)C[C@H]2[C@](C)(O)[C@@H]3CC[C@@H]4[C@@H](O)[C@@]3(C[C@@H](O)[C@@]21O)C[C@@]4(C)O- InChIKey
BWMFRQKICHXLSH-FIRPSQKQSA-N- Molecular formula
- C20H34O6
- Average molar mass
- 370.5 g/mol
- Monoisotopic mass
- 370.2355388
Overview
grayanotoxin III has been reported in Kalmia latifolia, Rhododendron catawbiense, and other organisms with data available.
Names & identifiers
- Preferred name
- Grayanotoxin Iii
- IUPAC
- (1S,3R,4R,6S,8S,9R,10R,13R,14R,16R)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,8]hexadecane-3,4,6,9,14,16-hexol
- English name
- GRAYANOTOXIN III
- Molecular formula
- C20H34O6
- Molecular weight
- 370.48
Names & synonyms
grayanotoxin IIIDeacylasebotoxin IDeacetylandromedotoxin4678-45-9ZKR09NT58C(3beta,6beta,14R)-Grayanotoxane-3,5,6,10,14,16-hexolDTXSID60878540FDA-1962NSC-323778Grayanotoxane-3,5,6,10,14,16-hexol, (3beta,6beta,14R)-(1S,3R,4R,6S,8S,9R,10R,13R,14R,16R)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,8]hexadecane-3,4,6,9,14,16-hexolGTX-III
Show more names
andromedoldeacylasebotoxiniGrayanotoxin III Hemi(ethyl acetate)GRAYANOTOXIN 3.1/2 ETHYL ACETATE ADDUCT(14R)-Grayanotoxane-3β,5,6β,10,14,16-hexolGRAYANOTOXIN III HEMI(ETHYL ACETATE) ADDUCTGrayanotoxane-3,5,6,10,14,16-hexol,(3b,6b,14R)-Grayanotoxane-3,5,6,10,14,16-hexol, (3β,6β,14R)-
RefChem:782704DTXCID601016585(1S,3R,4R,6S,8S,9R,10R,13R,14R,16R)-5,5,9,14-tetramethyltetracyclo(11.2.1.01,10.04,8)hexadecane-3,4,6,9,14,16-hexol(3 beta,6 beta,14R)-grayanotoxane-3,5,6,10,14,16-hexol5,5,9,14-tetramethyltetracyclo(11.2.1.01,10.04,8)hexadecane-3,4,6,9,14,16-hexolUNII-ZKR09NT58C(-)-GRAYANOTOXIN IIIGRAYANOTOXIN III [MI]
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 121 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 623
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
LogP0.27
Physicochemical properties
- Melting point
- 218 °C · 218 °C (decomp)
- Boiling point
- 552.6 · 552.6±50.0 °C(Predicted)
- Density
- 1.36 · 1.36±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 0.1 · Acetonitrile: Slightly Soluble: 0.1-1 mg/mlWater: Slightly Soluble: 0.1-1 mg/ml
- pka
- 13.79 · 13.79±0.70(Predicted)
- FDA UNII
- 9 NT58C · ZKR09NT58C
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H315-H319-H331-H311
- Precautionary statements
- 264 · P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P305+P351+P338-P337+P313P-P280-P302+P352-P312-P322-P361-P363-P405-P501-P264-P280-P302+P352-P321-P332+P313-P362-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Toxicology
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
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)
Chemistry & industry
Uses & manufacturing
UsesGrayanotoxins are toxins found in rhododendrons and other plants of the family Ericaceae. (L1251)
Applications
DescriptionGrayanotoxin III (GTX-III) is a diterpene toxin that has been found in R. ponticum nectar, a component of mad honey.1 In vivo, GTX-III (0.1 and 0.25 mg/kg) induces salivation, emesis, and hind paw paralysis in mice.2 It is lethal to mice (LD50 = 0.84 mg/kg).WARNING This product is not for human or veterinary use.
Suppliers7 total
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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