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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.
Total synthesis of valerenic acid, a potent GABAA receptor modulator
Ramharter J and Mulzer J
Organic Letters, 11, 1151-1153 (2009)
S Khom et al.
British journal of pharmacology, 161(1), 65-78 (2010-08-20)
Subunit-specific modulators of gamma-aminobutyric acid (GABA) type A (GABA(A)) receptors can help to assess the physiological function of receptors with different subunit composition and also provide the basis for the development of new drugs. Valerenic acid (VA) was recently identified
Jürgen Ramharter et al.
Organic letters, 11(5), 1151-1153 (2009-01-31)
The first total synthesis of the sesquiterpenoid valerenic acid, a constituent of Valeriana officinalis, is described. The compound is a potent modulator of the GABA(A) receptor and may thus be useful in the treatment of various dysfunctions of the central
Chethan Sampath et al.
Planta medica, 78(6), 575-581 (2012-03-14)
Valerenic acid (VA), a sesquiterpenoid, is one of the major secondary bioactive metabolites of VALERIANA OFFICINALIS L. Until now IN VIVO studies on the absorption, bioavailability, disposition, and metabolism of VA are limited. We established and validated an LC-MS/MS assay
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