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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
Beilstein/REAXYS Number:
3138020
MDL number:
MFCD00075694
UNSPSC Code:
85151701
PubChem Substance ID:
329757769
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

SMILES string

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

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

InChI key

FEBNTWHYQKGEIQ-SUKRRCERSA-N

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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_germany

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
BCCL5239
BCCJ8582
BCCH9736
BCCG4885
BCCF8852

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P J Houghton
The Journal of pharmacy and pharmacology, 51(5), 505-512 (1999-07-20)
The underground organs of members of the genus Valeriana (Valerianaceae), as well as related genera such as Nardostachys, are used in the traditional medicine of many cultures as mild sedatives and tranquillizers and to aid the induction of sleep. V.
Highly potent modulation of GABA(A) receptors by valerenic acid derivatives.
Sascha Kopp et al.
ChemMedChem, 5(5), 678-681 (2010-03-18)
Juergen Ramharter et al.
Organic letters, 13(19), 5310-5313 (2011-09-08)
A mild and selective one-pot procedure to provide 2,4-dienols from simple cycloalkenones in high yields is described. This transformation is based on the in situ formation of acid-labile allylic alcohols, which on treatment with trifluoroacetic acid undergo a formal [1,3]-hydroxy
Takashi Kitayama et al.
Bioscience, biotechnology, and biochemistry, 74(9), 1963-1964 (2010-09-14)
A concise synthesis of valerena-4,7(11)-diene with potent sedative activity was achieved in three steps involving, reduction of carboxylic acid, bromination of the resulting alcohol, and reduction of the bromide from valerenic acid in a 63% total yield. This synthetic method
Nicholas K Chow et al.
Planta medica, 77(8), 795-803 (2010-12-15)
Valeriana officinalis L. is a popular herbal treatment for mild sleep disorders. Clinical and non-clinical studies found contradictory results for valerian extracts and single constituents regarding the influence on sleep parameters. It was the aim of this study to investigate
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