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Dihydrokavain
Names
IUPAC name
4-methoxy-2-phenethyl-2,3-dihydropyran-6-one
Other names
Dihydrokawain Marindinin
Identifiers
CAS Number
587-63-3 Y
3D model (JSmol )
ChemSpider
UNII
InChI=1S/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3
N Key: VOOYTQRREPYRIW-UHFFFAOYSA-N
N InChI=1/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3
Key: VOOYTQRREPYRIW-UHFFFAOYAX
COC1=CC(=O)OC(C1)CCC2=CC=CC=C2
Properties
Chemical formula
C14 H16 O3
Molar mass
232.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is Y N ?)
Infobox references
Chemical compound
Dihydrokavain is one of the six major kavalactones found in the kava plant.[1] It appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.[2]
Dihydrokavain bears some structural similarity to the strobilurins and has some fungicidal activity.[3]
References [ ]
Kava
History Chemical composition
D1 -like
Agonists
Benzazepines : 6-Br-APB
Fenoldopam
SKF-38,393
SKF-77,434
SKF-81,297
SKF-82,958
SKF-83,959
Trepipam
Ergolines : Cabergoline
CY-208,243
Dihydroergocryptine
Lisuride
Pergolide
Terguride
Phenethylamines :
Deoxyepinephrine (N-methyldopamine, epinine)
Dopexamine
Etilevodopa
Ibopamine
L -DOPA (levodopa)
Melevodopa
L -Phenylalanine
L -Tyrosine
Others : A-68930
Apomorphine
Nuciferine
PF-6649751
Propylnorapomorphine
Rotigotine
SKF-89,145
Stepholidine
Tavapadon
Tetrahydropalmatine
PAMs Antagonists
Typical antipsychotics : Butaclamol
Chlorpromazine
Chlorprothixene
Flupentixol (flupenthixol) (+melitracen )
Fluphenazine
Loxapine
Perphenazine (+amitriptyline )
Thioridazine
Thiothixene
Trifluoperazine (+tranylcypromine )
Zuclopenthixol
Atypical antipsychotics : Asenapine
Clorotepine
Clotiapine
Clozapine
DHA-clozapine
Fluperlapine
Iloperidone
Norclozapine
Olanzapine (+fluoxetine )
Paliperidone
Quetiapine
Risperidone
Zicronapine
Ziprasidone
Zotepine
Others :
Ecopipam
EEDQ
Metitepine (methiothepin)
Perlapine
SCH-23390
D2 -like
Agonists
Adamantanes : Amantadine
Memantine
Rimantadine
Aminotetralins : 5-OH-DPAT
7-OH-DPAT
8-OH-PBZI
Rotigotine
UH-232
Ergolines : Bromocriptine
Cabergoline
Chanoclavine
Dihydroergocryptine
Epicriptine
Ergocornine
Lergotrile
Lisuride
LSD
Pergolide
Terguride
Phenethylamines : Deoxyepinephrine (N-methyldopamine, epinine)
Dopexamine
Etilevodopa
Ibopamine
L -DOPA (levodopa)
L -Phenylalanine
L -Tyrosine
Melevodopa
Atypical antipsychotics : Alentemol (U-66444B)
Aripiprazole (+sertraline )
Aripiprazole lauroxil
Bifeprunox
Brexpiprazole
Brilaroxazine
Cariprazine
F-15063
Lumateperone
Norclozapine
Others : 3-PPP
A-412997
ABT-670
ABT-724
Adrafinil
Aplindore
Apomorphine
Arketamine
Armodafinil
BP-897
Captodiame
CP-226,269
Dizocilpine
Esketamine
Flibanserin
Ketamine
Mesulergine
Modafinil
OSU-6162
Pardoprunox
PD-128,907
PD-168,077
PF-219,061
PF-592,379
Phencyclidine
Piribedil
Pramipexole
Preclamol
Propylnorapomorphine
Pukateine
Quinagolide
Quinelorane
Quinpirole
RDS-127
Ro10-5824
Ropinirole
Roxindole
Salvinorin A
SKF-83,959
Sumanirole
Talipexole
Umespirone
WAY-100,635
Antagonists
Antiemetics/gastroprokinetics/sedatives : Aceprometazine
AS-8112
Alimemazine
Alizapride
Benzquinamide
Bromopride
Clebopride
Deudomperidone
Domperidone
Eticlopride
Hydroxyzine
Itopride
Metoclopramide
Metopimazine
Promethazine
Thiethylperazine
Trimethobenzamide
Antidepressants : Amoxapine
Nefazodone
Opipramol
Propiomazine
Trimipramine
Others : 3-PPP
Azapride
Bromerguride
Bromocriptine
Buspirone
Desmethoxyfallypride
EEDQ
F-15063
Fallypride
Fananserin
Fenfluramine
Iodobenzamide
L-741,626
L-745,870
Levofenfluramine
Metergoline
Metitepine (methiothepin)
N-Methylspiperone
Nafadotride
Nuciferine
PNU-99,194
Pridopidine
Raclopride
Sarizotan
SB-277,011-A
Sonepiprazole
Spiroxatrine
Stepholidine
Terguride
Tetrahydropalmatine
Tiapride
UH-232
Yohimbine
See also: Receptor/signaling modulators
Adrenergics
Serotonergics
Monoamine reuptake inhibitors
Monoamine releasing agents
Monoamine metabolism modulators
Monoamine neurotoxins
GABA A receptor positive modulatorsAlcohols
Butanol
Chloralodol
Chlorobutanol (cloretone)
Ethanol (alcohol) (alcoholic drink )
Ethchlorvynol
Isobutanol
Isopropanol
Menthol
Methanol
Methylpentynol
Pentanol
Petrichloral
Propanol
tert -Butanol (2M2P)
tert -Pentanol (2M2B)
Tribromoethanol
Trichloroethanol
Triclofos
Trifluoroethanol
Barbiturates Benzodiazepines Carbamates Flavonoids
Ampelopsin (dihydromyricetin)
Apigenin
Baicalein
Baicalin
Catechin
EGC
EGCG
Hispidulin
Luteolin
Skullcap constituents (e.g., baicalin )
Wogonin
Imidazoles Kava constituents
Desmethoxyyangonin
Kavain
Methysticin
Yangonin
Monoureides Neuroactive steroids Nonbenzodiazepines
Cyclopyrrolones : Eszopiclone
Pagoclone
Pazinaclone
Suproclone
Suriclone
Zopiclone
Phenols
Fospropofol
Propofol
Thymol
Piperidinediones Pyrazolopyridines Quinazolinones Volatiles /gases
Acetone
Acetophenone
Acetylglycinamide chloral hydrate
Aliflurane
Benzene
Butane
Butylene
Centalun
Chloral
Chloral betaine
Chloral hydrate
Chloroform
Cryofluorane
Desflurane
Dichloralphenazone
Dichloromethane
Diethyl ether
Enflurane
Ethyl chloride
Ethylene
Fluroxene
Gasoline
Halopropane
Halothane
Isoflurane
Kerosine
Methoxyflurane
Methoxypropane
Nitric oxide
Nitrogen
Nitrous oxide
Norflurane
Paraldehyde
Propane
Propylene
Roflurane
Sevoflurane
Synthane
Teflurane
Toluene
Trichloroethane (methyl chloroform)
Trichloroethylene
Vinyl ether
Others/unsorted
3-Hydroxybutanal
Avermectins (e.g., ivermectin )
Bromide compounds (e.g., lithium bromide , potassium bromide , sodium bromide )
Carbamazepine
Chloralose
Chlormezanone
Clomethiazole
DEABL
Dihydroergolines (e.g., dihydroergocryptine , , dihydroergotamine , ergoloid (dihydroergotoxine) )
Efavirenz
Etazepine
Etifoxine
Fenamates (e.g., flufenamic acid , mefenamic acid , niflumic acid , tolfenamic acid )
Fluoxetine
Flupirtine
Hopantenic acid
Lanthanum
Lavender oil
Lignans (e.g., 4-O-methylhonokiol , honokiol , magnolol , obovatol )
Loreclezole
Menthyl isovalerate (validolum)
Monastrol
Niacin
Niacinamide
Org 25,435
Phenytoin
Propanidid
Retigabine (ezogabine)
Safranal
Seproxetine
Stiripentol
(e.g., sulfonmethane (sulfonal) , tetronal , trional )
Terpenoids (e.g., borneol )
Topiramate
Valerian constituents (e.g., isovaleric acid , isovaleramide , valerenic acid , )
Unsorted benzodiazepine site positive modulators: α-Pinene
See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators
Categories :
Kavalactones Anxiolytics GABAA receptor positive allosteric modulators Monoamine oxidase inhibitors Psychoactive drug stubs Hidden categories:
Articles without EBI source Articles without KEGG source Chembox CAS registry number not linked Articles with changed ChemSpider identifier Articles with changed InChI identifier Pages using collapsible list with both background and text-align in titlestyle Articles containing unverified chemical infoboxes Chembox image size set Articles with short description Short description matches Wikidata All stub articles