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Valerenic acid structure, CAS 3569-10-6

Valerenic acid

CAS Number3569-10-6

SynonymsMFCD00075694; (2E)-3-[(4S,7R,7aR)-3,7-Dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylacrylic acid; 7-Hydroxy-PIPAT maleate; (2E)-3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid; Valerenic acid

Molecular FormulaC15H22O2

Molecular Weight234.33

Purity98.00%

Density1.1±0.1 g/cm3

Boiling Point374.5±21.0 °C at 760 mmHg

Melting Point134-139ºC

Flash Point

AppearanceBrown-yellow powder

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Cat. No.: 2A-9029944 Purity: 98.00%
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Quality Control of [ 3569-10-6 ] Purity: 98.00% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number3569-10-6
Catalog No.2A-9029944
Chinese Name缬草素
SynonymsMFCD00075694; (2E)-3-[(4S,7R,7aR)-3,7-Dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylacrylic acid; 7-Hydroxy-PIPAT maleate; (2E)-3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid; Valerenic acid
Molecular FormulaC15H22O2
Molecular Weight234.33
Purity98.00
Density1.1±0.1 g/cm3
Boiling Point374.5±21.0 °C at 760 mmHg
Melting Point134-139ºC
AppearanceBrown-yellow powder
Storage Condition−20°C
ApplicationValeric acid ((-)-valeric acid) is a sesquiterpenoid and an orally active positive allosteric modulator of GABAA receptors. Valeric acid is also a partial agonist of 5-HT5a receptors. Valeric acid med
PubChem ID329747383
SMILESCC(=CC1CCC(C)C2CCC(C)=C12)C(=O)O
InChIInChI=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 KeyFEBNTWHYQKGEIQ-SUKRRCERSA-N
BioactivityValerenic acid ((-)-Valerenic Acid), a sesquiterpenoid, is an orally active positive allosteric modulator of GABAA receptors. Valerenic acid is also a partial agonist of the 5-HT5a receptor. Valerenic acid mediates anxiolytic activity via GABAA receptors containing the β3 subunit. Valerenic acid also exhibits potent antioxidant properties[1][2][3]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Research Areas >> Neurological Disease Signaling Pathways >> Neuronal Signaling >> GABA Receptor Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Target 5-HT5A Receptor:17.2 μM (IC50) GABAA In Vitro Valerenic acid (1-100 μM) enhances the whole cell currents on GABAA receptors expressed in HEK 293 cells[1]. Valerenic acid exhibits significant affinity for the 5-HT5a receptor, with an IC50 of 17.2 μM (Ki=10.7 μM)[2]. [3H]Valerenic acid binds to brain membranes reveals both a high affinity binding site (KD=25 nM) and a low affinity site (KD=16 μM)[1]. [3H]Valerenic acid is displaced by Valerenol with high potency (IC50=3 nM)[1]. In Vivo Valerenic acid (1-6 mg/kg i.p. or 10 mg/kg p.o.) decreases the aversion of wild type mice to the lit area[2]. Valerenic acid (10 mg/kg; p.o.) increases the proportion of time 129X1/SvJ mice spent onto the open arms[2]. References [1]. Benke D, et, al. GABA A receptors as in vivo substrate for the anxiolytic action of valerenic acid, a major constituent of valerian root extracts. Neuropharmacology. 2009 Jan;56(1):174-81. [2]. Dietz BM, et, al. Valerian extract and valerenic acid are partial agonists of the 5-HT5a receptor in vitro. Brain Res Mol Brain Res. 2005 Aug 18;138(2):191-7. [3]. Kara M, et, al. Ameliorative Effects of the Sesquiterpenoid Valerenic Acid on Oxidative Stress Induced in HepG2 Cells after Exposure to the Fungicide Benomyl. Antioxidants (Basel). 2021 May 8;10(5):746. [4]. Becker A, et, al. The anxiolytic effects of a Valerian extract is based on valerenic acid. BMC Complement Altern Med. 2014 Jul 28;14:267. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 374.5±21.0 °C at 760 mmHg Melting Point 134-139ºC Molecular Formula C15H22O2 Molecular Weight 234.334 Flash Point 274.2±13.0 °C Exact Mass 234.161987 PSA 37.30000 LogP 5.13 Vapour Pressure 0.0±1.8 mmHg at 25°C Index of Refraction 1.529 InChIKey FEBNTWHYQKGEIQ-SUKRRCERSA-N SMILES CC(=CC1CCC(C)C2CCC(C)=C12)C(=O)O Storage condition −20°C
Use ofValerenic acid ((-)-Valerenic Acid), a sesquiterpenoid, is an orally active positive allosteric modulator of GABAA receptors. Valerenic acid is also a partial agonist of the 5-HT5a receptor. Valerenic acid mediates anxiolytic activity via GABAA receptors containing the β3 subunit. Valerenic acid also exhibits potent antioxidant properties[1][2][3]. Properties Articles28 Name valerenic acid Synonym More Synonyms Valerenic acid Biological Activity Description Valerenic acid ((-)-Valerenic Acid), a sesquiterpenoid, is an orally active positive allosteric modulator of GABAA receptors. Valerenic acid is also a partial agonist of the 5-HT5a receptor. Valerenic acid mediates anxiolytic activity via GABAA receptors containing the β3 subunit. Valerenic acid also exhibits potent antioxidant properties[1][2][3]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Research Areas >> Neurological Disease Signaling Pathways >> Neuronal Signaling >> GABA Receptor Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor 5-HT5A Receptor:17.2 μM (IC50) References [1]. Benke D, et, al. GABA A receptors as in vivo substrate for the anxiolytic action of valerenic acid, a major constituent of valerian root extracts. Neuropharmacology. 2009 Jan;56(1):174-81. [2]. Dietz BM, et, al. Valerian extract and valerenic acid are partial agonists of the 5-HT5a receptor in vitro. Brain Res Mol Brain Res. 2005 Aug 18;138(2):191-7. [4]. Becker A, et, al. The anxiolytic effects of a Valerian extract is based on valerenic acid. BMC Complement Altern Med. 2014 Jul 28;14:267. Chemical & Physical Properties Molecular Formula C15H22O2 Exact Mass 234.161987 PSA 37.30000 Index of Refraction 1.529 InChIKey FEBNTWHYQKGEIQ-SUKRRCERSA-N
Transport InfoProduct name: Valerenic acid
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