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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
Beilstein:
15362
MDL number:
MFCD01694032
UNSPSC Code:
85151701
PubChem Substance ID:
329756158
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

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

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

InChI key

VOOYTQRREPYRIW-LBPRGKRZSA-N

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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

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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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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
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
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
Michael P Pollastri et al.
Chemical biology & drug design, 74(2), 121-128 (2009-06-23)
There is a substantial unmet need for new classes of drugs that block TNF-alpha-mediated inflammation, and particularly for small molecule agents that can be taken orally. We have screened a library of natural products against an assay measuring TNF-alpha secretion
Johanna Weiss et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(11), 1580-1583 (2005-07-30)
Root extracts from kava-kava (Piper methysticum G. Forst) are clinically used for the treatment of anxiety and restlessness. Due to reported cases of liver toxicity, kava-kava extracts were withdrawn from the market in several countries in 2002. Because the efflux
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