Valerenic acid

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Names

[ Name ]:
Valerenic acid

[Synonym ]:
2-Propenoic acid, 3-[(4S,7R,7aR)-2,4,5,6,7,7a-hexahydro-3,7-dimethyl-1H-inden-4-yl]-2-methyl-, (2E)-
MFCD00075694
(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
Valerenic acid,(2E)-3-[(4S,7R,7aR)-2,4,5,6,7,7a-Hexadydro-3,7-dimethyl-1H-inden-4-yl]-2-methyl-2-propenoicacid

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

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

valerenic acid ethyl ester
valerenal
Cyclopentenone
(E)-3-((3S,3aS,4S,7R,7aR)-3-hydroxy-7-methyl-octahydro-inden-4-yl)-2-methylacrylic acid ethyl ester
(E)-2-methyl-3-((3aS,4S,7R,7aR)-7-methyl-3-oxo-octahydro-inden-4-yl)-acrylic acid ethyl ester
(2aR,7aS,7bR)-5-methyl-3,4,6,7,7a,7b-hexahydro-2aH-indeno[1,7-bc]furan-2-one
(E)-3-((3S,3aR,4S)-3-hydroxy-7-methyl-2,3,3a,4,5,6-hexahydro-1H-inden-4-yl)-2-methyl-acrylic acid ethyl ester
(R)-3-(prop-1-en-2-yl)cyclopent-2-enyl acetate
3-(1-Methylethenyl)-2-cyclopentenone

DownStream

Articles

Concise synthesis of Valerena-4,7(11)-diene, a highly active sedative, from valerenic acid.

Biosci. Biotechnol. Biochem. 74(9) , 1963-4, (2010)

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 ...

Root colonization by symbiotic arbuscular mycorrhizal fungi increases sesquiterpenic acid concentrations in Valeriana officinalis L.

Planta Med. 76(4) , 393-8, (2010)

In some medicinal plants a specific plant-fungus association, known as arbuscular mycorrhizal (AM) symbiosis, increases the levels of secondary plant metabolites and/or plant growth. In this study, th...

Valerian extract and valerenic acid are partial agonists of the 5-HT5a receptor in vitro.

Brain Res. Mol. Brain Res. 138(2) , 191-7, (2005)

Insomnia is the most frequently encountered sleep complaint worldwide. While many prescription drugs are used to treat insomnia, extracts of valerian (Valeriana officinalis L., Valerianaceae) are also...

Valerenic acid
valerenic acid ethylate
Octanethioic acid S-propyl ester
Hexanethioic acid S-decyl ester
Thiopropionic acid S-undecyl ester
trisporic acid
2-({Benzyl[2-(benzyl{[(1R,2S)-2-carboxycyclohexyl]carbonyl}amino)ethyl]amino}carbonyl)cyclohexanecarboxylic acid
4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
(4-Methyl-tetrahydro-furan-2-yl)-methanol
N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
tert-Butyl-DL-alanine
4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide