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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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1 of 4

This Item
PHL892881707908Y0000583
Valerenic acid analytical standard

Supelco

51964

Valerenic acid

Valerenic acid phyproof® Reference Substance

PHL89288

Valerenic acid

Valerenic acid United States Pharmacopeia (USP) Reference Standard

USP

1707908

Valerenic acid

Valerian standardised dry extract European Pharmacopoeia (EP) Reference Standard

Y0000583

Valerian standardised dry extract

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

grade

analytical standard

grade

primary reference standard

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

format

neat

format

-

format

neat

format

neat

assay

≥98.0% (HPLC)

assay

≥95.0% (HPLC)

assay

-

assay

-

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

-

shelf life

-

General description

Valerenic acid is a bioactive sesquiterpene and a natural product, isolated from Valeriana officinalis type of plant.[1][2] 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.[2]

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[3]

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)
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
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
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
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