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Merck
CN

41866

(S)-(+)-7,8-Dihydrokavain

analytical standard

Synonym(s):

(6S)-5,6-Dihydro-4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one, 7,8-Dihydrokawain, Dihydrokavain, Marindinin

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About This Item

Empirical Formula (Hill Notation):
C14H16O3
CAS Number:
587-63-3
Molecular Weight:
232.28
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329756158
MDL number:
MFCD01694032
Beilstein/REAXYS Number:
15362

Key Documents

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InChI key

VOOYTQRREPYRIW-LBPRGKRZSA-N

SMILES string

COC1=CC(=O)O[C@@H](CCc2ccccc2)C1

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

grade

analytical standard

assay

≥98.0% (HPLC)

optical activity

[α]/D 29±2°, c = 0.5 in methanol

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤5.0% water

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB1874
BCBZ6679
BCBW8423
BCBW7411
BCBW5864

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K K Smith et al.
Psychopharmacology, 155(1), 86-90 (2001-05-26)
Piper methysticum extract (kava kava) possesses numerous therapeutic properties, but it is unknown which of its principle constituents (kavalactones) subserve such effects. This experiment sought to characterize the putative anxiolytic properties of P. methysticum extract and its six principle kavalactones
J Friese et al.
Planta medica, 64(5), 458-459 (1998-08-05)
The mode of action of the kava pyrones, kavain, dihydrokavain and dihydromethysticin on the specific binding of [3H]-batrachotoxinin-A 20-alpha-benzoate to epitope 2 of voltage-dependent Na+ channels was investigated by performing saturation experiments in the presence and absence of these kava
Karen Savage et al.
Phytotherapy research : PTR, 32(1), 3-18 (2017-11-24)
Anxiety disorders are chronic and functionally disabling conditions with high psychological stress, characterised by cognitive symptoms of excessive worry and focus difficulties and physiological symptoms such as muscle tension and insomnia. Gamma-aminobutyric acid (GABA) is an inhibitory neurotransmitter within the
Matthias Unger et al.
Planta medica, 68(12), 1055-1058 (2002-12-21)
Inhibitors of cytochrome P450 3A4 (CYP3A4) were identified in crude extracts from the rhizomes of Piper methysticum G. Forst. (Kava-Kava) using bioassay-guided fractionation. After preliminary purification of an ethyl acetate extract with solid phase extraction, the eluate was further fractionated
Lili Lin et al.
Organic letters, 10(6), 1311-1314 (2008-02-29)
An efficient catalytic asymmetric hetero-Diels-Alder reaction of Brassard's diene with aliphatic aldehydes was reported. The catalyst, which was generated from (R)-BINOL, Ti(i-PrO)4, and 4-picolyl chloride hydrochloride, promoted the reaction smoothly to afford the corresponding alpha,beta-unsaturated delta-lactone derivatives in moderate-to-good yields
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