dexanabinol

sinnabidiol

CAS: 112924-45-5 C25 H38 O3 MW: 386.57546000

Identification

Namedexanabinol
IUPAC(6aS,10aS)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number112924-45-5
FDA UNIIR6VT8U5372
Molecular FormulaC25 H38 O3
Molecular Weight386.57546000
Nikkaji NumberJ442.047K

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 0.02019 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for dexanabinol usage levels up tonot for fragrance use.
Recommendation for dexanabinol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

(6aS-trans)-3-(1,1- dimethyl heptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo(b,d)pyran-9-methanol 1,1- dimethyl heptyl-11-hydroxytetrahydrocannabinol 1,1- dimethylheptyl-11-hydroxytetrahydrocannabinol HU 211 11- hydroxy-delta(8)-tetrahydrocannabinol-dimethylheptyl (6aS,10aS)-9-( hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol sinnabidiol PubMed: Targeting the Endocannabinoid/CB1 Receptor System For Treating Major Depression Through Antidepressant Activities of Curcumin and Dexanabinol-Loaded Solid Lipid Nanoparticles. PubMed: A review of neuroprotection pharmacology and therapies in patients with acute traumatic brain injury. PubMed: Use of magnesium in traumatic brain injury. PubMed: Effect of abdominal surgery on the intestinal absorption of lipophilic drugs: possible role of the lymphatic transport. PubMed: Importance of screening logs in clinical trials for severe traumatic brain injury. PubMed: The protective effect of dexanabinol (HU-211) on nitric oxide and cysteine protease-mediated neuronal death in focal cerebral ischemia. PubMed: Peroxisome proliferator-activated receptors: "key" regulators of neuroinflammation after traumatic brain injury. PubMed: Dexanabinol prevents development of vasospasm in the rat femoral artery model. PubMed: Observer variation in the assessment of outcome in traumatic brain injury: experience from a multicenter, international randomized clinical trial. PubMed: Different impacts of intestinal lymphatic transport on the oral bioavailability of structurally similar synthetic lipophilic cannabinoids: dexanabinol and PRS-211,220. PubMed: [The role of the endocannabinoid system in the regulation of endocrine function and in the control of energy balance in humans]. PubMed: Gateways to clinical trials. PubMed: Efficacy and safety of dexanabinol in severe traumatic brain injury: results of a phase III randomised, placebo-controlled, clinical trial. PubMed: Gateways to clinical trials. PubMed: Gateways to clinical trials. PubMed: Recent advances in the development of multifactorial therapies for the treatment of traumatic brain injury. PubMed: Cognitive deficits following coronary artery bypass grafting: prevalence, prognosis, and therapeutic strategies. PubMed: The cannabinoid dexanabinol is an inhibitor of the nuclear factor-kappa B (NF-kappa B). PubMed: Synergism between tumor necrosis factor-alpha and H2O2 enhances cell damage in rat PC12 cells. PubMed: [New therapies for intracranial hypertension]. PubMed: Gateways to clinical trials. PubMed: Dexanabinol: a novel cannabinoid with neuroprotective properties. PubMed: Combination of dexanabinol and tempol in focal cerebral ischemia: is there a ceiling effect? PubMed: Dexanabinol: dexanabinone, HU 211, PA 50211, PRS 211007, sinnabidol. PubMed: Therapeutic potential of cannabinoids in CNS disease. PubMed: Promising strategies to minimize secondary brain injury after head trauma. PubMed: Dexanabinol (HU-211) has a beneficial effect on axonal sprouting and survival after rat optic nerve crush injury. PubMed: Dexanabinol as a treatment for traumatic brain injury: will another therapeutic promise be broken? PubMed: Dexanabinol (HU-211) in the treatment of severe closed head injury: a randomized, placebo-controlled, phase II clinical trial. PubMed: The cannabinoids: an overview. Therapeutic implications in vomiting and nausea after cancer chemotherapy, in appetite promotion, in multiple sclerosis and in neuroprotection. PubMed: Attempts of ranking in a series of synthetic nonpsychotropic cannabinoids. PubMed: Long term cerebroprotective effects of dexanabinol in a model of focal cerebral ischemia. PubMed: Dexanabinol Pharmos. PubMed: Nonpsychotropic synthetic cannabinoids. PubMed: Pharmacology of the intraocular pressure (IOP) lowering effect of systemic dexanabinol (HU-211), a non-psychotropic cannabinoid. PubMed: Water-soluble combinations of dexanabinol: prodrugs and analogs. PubMed: Neuroprotective effects of HU-211 on brain damage resulting from soman-induced seizures. PubMed: Dexanabinol (HU-211) effect on experimental autoimmune encephalomyelitis: implications for the treatment of acute relapses of multiple sclerosis. PubMed: In vitro and in vivo study of water-soluble prodrugs of dexanabinol. PubMed: Dexanabinol; a novel neuroprotective drug in experimental focal cerebral ischemia. PubMed: Interaction of dexanabinol (HU-211), a novel NMDA receptor antagonist, with the dopaminergic system. PubMed: Protection against septic shock and suppression of tumor necrosis factor alpha and nitric oxide production by dexanabinol (HU-211), a nonpsychotropic cannabinoid. PubMed: Clinical pharmacokinetics of escalating i.v. doses of dexanabinol (HU-211), a neuroprotectant agent, in normal volunteers. PubMed: Cytokine production in the brain following closed head injury: dexanabinol (HU-211) is a novel TNF-alpha inhibitor and an effective neuroprotectant. PubMed: Derivatives of dexanabinol. II. Salts of amino acid esters containing tertiary and quaternary heterocyclic nitrogen with increased water-solubility. PubMed: Derivatives of Dexanabinol. I. Water-soluble salts of glycinate esters. PubMed: Development of HU-211 as a neuroprotectant for ischemic brain damage.