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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H16O3
Molecular Weight 232.275
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDROKAWAIN

SMILES

COC1=CC(=O)O[C@@H](CCC2=CC=CC=C2)C1

InChI

InChIKey=VOOYTQRREPYRIW-LBPRGKRZSA-N
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/t12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C14H16O3
Molecular Weight 232.275
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Dihydrokavain (or DIHYDROKAWAIN) is one of the six major kavalactones found in the kava plant. It was shown that dihydrokavain might play an important role in regulation of GABAergic neurotransmission, because this compound can modulate the brainstem GABAergic mechanism.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Pretreatment with dihydrokavain (300 uM) significantly decreased the nucleus tractus solitarius (NTS) inhibitory effects induced by muscimol (30 uM), approximately from 51 % to 36 %. Dihydrokavain induced inhibitory effects was not reduced after co-application of saclofen or naloxone.
Substance Class Chemical
Record UNII
NW8ZGW9XRZ
Record Status Validated (UNII)
Record Version