2-Propenoic acid, 3-[(4S,7R,7aR)-2,4,5,6,7,7a-hexahydro-3,7-dimethyl-1H-inden-4-yl]-2-methyl-, (2E)-
Basic information
- CAS
3569-10-6- Standard SMILES
CC1=C2C(/C=C(\C)C(=O)O)CCC(C)C2CC1- InChIKey
FEBNTWHYQKGEIQ-DHZHZOJOSA-N- Molecular formula
- C15H22O2
- Average molar mass
- 234.33 g/mol
- Monoisotopic mass
- 234.16197994
Overview
See also: (-)-Valerenic acid (annotation moved to).
Names & identifiers
- Preferred name
- 2-Propenoic acid, 3-[(4S,7R,7aR)-2,4,5,6,7,7a-hexahydro-3,7-dimethyl-1H-inden-4-yl]-2-methyl-, (2E)-
- IUPAC
- (E)-3-(3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl)-2-methylprop-2-enoic acid
- English name
- Valerenic acid
- Molecular formula
- C15H22O2
- Molecular weight
- 234.33
Names & synonyms
2-Propenoic acid, 3-[(4S,7R,7aR)-2,4,5,6,7,7a-hexahydro-3,7-dimethyl-1H-inden-4-yl]-2-methyl-, (2E)-valerensaure(E)-3-(3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl)-2-methylprop-2-enoic acidSCHEMBL400488FEBNTWHYQKGEIQ-DHZHZOJOSA-NIndene-4-acrylic acid, 2,4,5,6,7,7a-hexahydro-.alpha.,3,7-trimethyl-2-Propenoic acid, 3-(2,4,5,6,7,7a-hexahydro-3,7-dimethyl-1H-inden-4-yl)-2-methyl-, [4S-[4.alpha.(E),7.beta.,7a.alpha.]]-Valerian AcidValerenic aciValerenic acidVALERENIC ACID(P)VALERENIC ACID(AHP)
Show more names
Valerenic Acid (15 mg)VALERENIC ACID WITH HPLCValerian dry extract HRSVALERENIC ACID USP/EP/BPValerenic Acid (1707908)
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 390
Experimental & physicochemical properties
Solubilityslightly
Boiling Point374.00 to 375.00 °C. @ 760.00 mm Hg
Melting Point140 - 142 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 134 · 134-139°C
- Boiling point
- 374.5 · 374.5±21.0 °C(Predicted)
- Density
- 1.06 · 1.06±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- Chloroform (Slightly), Ethanol (Slightly),Methanol (Slightly)
- form
- Solid
- pka
- 4.88 · 4.88±0.19(Predicted)
- color
- White to Off-White
- BRN
- 3138020 · 3138020
- Major Application
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- UD3357700
- hs_code
- 2916205000
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
UsesValerenic Acid, acts as a subtype-selective GABAA receptor agonist in neonatal rat brainstem preparations. It can be used for the synthesis of Valerena-4,7(11)-diene, a highly active sedative.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: A monocarboxylic acid that is 2-methylprop-2-enoic acid which is substituted at position 3 by a 3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl group. A bicyclic sesquiterpenoid constituent of the essential oil of the Valerian plant.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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