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Merck
CN

51964

Valerenic acid

analytical standard

Synonym(s):

(2E)-3-[(4S,7R,7aR)-2,4,5,6,7,7a-Hexadydro-3,7-dimethyl- 1H-inden-4-yl]-2-methyl-2-propenoic acid

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About This Item

Empirical Formula (Hill Notation):
C15H22O2
CAS Number:
3569-10-6
Molecular Weight:
234.33
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329757769
MDL number:
MFCD00075694
Beilstein/REAXYS Number:
3138020

Key Documents

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InChI

1S/C15H22O2/c1-9-4-6-12(8-11(3)15(16)17)14-10(2)5-7-13(9)14/h8-9,12-13H,4-7H2,1-3H3,(H,16,17)/b11-8+/t9-,12+,13-/m1/s1

SMILES string

[H][C@]12CCC(C)=C1[C@@H](CC[C@H]2C)\C=C(/C)C(O)=O

InChI key

FEBNTWHYQKGEIQ-SUKRRCERSA-N

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

Quality Level

100

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General description

Valerenic acid is a bioactive sesquiterpene and a natural product, isolated from Valeriana officinalis type of plant. It can find applications in the treatment of several dis-functions of the central nervous system, since it is potent modulator of the GABAA receptor.

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.

Other Notes

Constituent of Valeriana officinalis

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3289
BCCN1144
BCCL5239
BCCJ8582
BCCH9736

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Total synthesis of valerenic acid, a potent GABAA receptor modulator
Ramharter J and Mulzer J
Organic Letters, 11, 1151-1153 (2009)
The design, synthesis, and anti-inflammatory evaluation of a drug-like library based on the natural product valerenic acid
Egbewande.AF
Bioorganic & Medicinal Chemistry Letters, 27, 3185-3189 (2017)
Gabriele Trauner et al.
Planta medica, 74(1), 19-24 (2007-12-21)
Valeriana Officinalis L . is a traditionally used sleep remedy, however, the mechanism of action and the substances responsible for its sedative and sleep-enhancing properties are not fully understood. As we previously identified valerenic acid as a subunit-specific allosteric modulator
Mohamad Mirzaei et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(21), 1870-1874 (2011-06-07)
In the present work, the applicability of hollow fiber-based liquid phase microextraction (HF-LPME) was evaluated for the extraction and preconcentration of valerenic acid prior to its determination by reversed-phase HPLC/UV. The target drug was extracted from 5.0 mL of aqueous
S Khom et al.
Neuropharmacology, 53(1), 178-187 (2007-06-26)
Valerian is a commonly used herbal medicinal product for the treatment of anxiety and insomnia. Here we report the stimulation of chloride currents through GABA(A) receptors (I(GABA)) by valerenic acid (VA), a constituent of Valerian. To analyse the molecular basis
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