CAS 546-78-1

(1R,5S)-4-Methyl-1-(1-methylethyl)bicyclo[3.1.0]hex-3-en-2-one

Description:

The chemical substance known as (1R,5S)-4-Methyl-1-(1-methylethyl)bicyclo[3.1.0]hex-3-en-2-one, with the CAS number 546-78-1, is a bicyclic compound characterized by its unique structural framework. This compound features a bicyclo[3.1.0]hexane core, which is a fused ring system that contributes to its rigidity and specific stereochemistry. The presence of a ketone functional group at the 2-position and a double bond at the 3-position enhances its reactivity and potential applications in organic synthesis. The stereochemistry, indicated by the (1R,5S) configuration, suggests that the compound exhibits specific spatial arrangements that can influence its biological activity and interactions. Additionally, the presence of a methyl group and an isopropyl group contributes to its hydrophobic characteristics, which may affect its solubility and partitioning behavior in various solvents. Overall, this compound is of interest in the fields of organic chemistry and potentially in the development of pharmaceuticals or agrochemicals due to its unique structural properties.

Formula: C₁₀H₁₄O

InChI: InChI=1S/C10H14O/c1-6(2)10-5-8(10)7(3)4-9(10)11/h4,6,8H,5H2,1-3H3/t8-,10+/m0/s1

InChI key: InChIKey=LTTVJAQLCIHAFV-WCBMZHEXSA-N

SMILES: [C@@H](C)(C)[C@@]12[C@@](C1)(C(C)=CC2=O)[H]

Synonyms:

• Umbellulone, (-)-
• 3-Thujen-2-one, (1R,5S)-(-)-
• Bicyclo[3.1.0]hex-3-en-2-one, 4-methyl-1-(1-methylethyl)-, (1R,5S)-
• (1R,5S)-4-Methyl-1-(1-methylethyl)bicyclo[3.1.0]hex-3-en-2-one
• Bicyclo[3.1.0]hex-3-en-2-one, 4-methyl-1-(1-methylethyl)-, (1R)-

Umbellulone

CAS: 546-78-1

Formula: C₁₀H₁₄O

Molecular weight: 150.2

Ref: 7W-GL5507

Umbellulone

CAS: 546-78-1

Umbellulone is a natural product isolated from Umbellularia californica, and stimulates the TRPA1 channel in a subset of peptidergic, nociceptive neurons, activating the trigeminovascular system via this mechanism.

Formula: C₁₀H₁₄O

Purity: 98%

Color and Shape: Solid

Molecular weight: 150.22

Ref: TM-T13953