23434-88-0

23434-88-0 structure

Name: Tetrahydropiperin
Chemical Name: 5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpentan-1-one
CAS Number: 23434-88-0
Molecular Formula: C₁₇H₂₃NO₃
Molecular Weight: 289.369
Catalog: Signaling Pathways Metabolic Enzyme/Protease Cytochrome P450
Create Date: 2018-04-25 08:00:00
Modify Date: 2024-01-04 06:07:37
Tetrahydropiperine, a cyclohexyl analogue of piperine, is the first natural aryl pentanamide from Piper longum[1]. Tetrahydropiperine (compound 14) inhibits the cytochrome P450 (CYP) isoform CYP1A1/arylhydrocarbon hydroxylase (AHH; IC50=23 µM)[2].

Name	5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpentan-1-one
Synonyms	1-[5-(1,3-Benzodioxol-5-yl)pentanoyl]piperidine Tetrahydropiperidine 5-(1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)pentan-1-one Tetrahydropiperin 1-Pentanone, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)- 5-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-1-pentanone Piperidine, 1-[5-(1,3-benzodioxol-5-yl)-1-oxopentyl]- Cosmoperine Tetrahydropiperine

Description	Tetrahydropiperine, a cyclohexyl analogue of piperine, is the first natural aryl pentanamide from Piper longum[1]. Tetrahydropiperine (compound 14) inhibits the cytochrome P450 (CYP) isoform CYP1A1/arylhydrocarbon hydroxylase (AHH; IC50=23 µM)[2].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450
Target	CYP1A1:23 μM (IC50)
References	[1]. Madhusudhan P, et al. Tetrahydropiperine, the first natural aryl pentanamide from Piper longum. Biochem Syst Ecol. 2001 May;29(5):537-538. [2]. Koul S, et al. Structure-activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochromeP450 activities. Bioorg Med Chem. 2000 Jan;8(1):251-68.

Density	1.2±0.1 g/cm3
Boiling Point	469.9±24.0 °C at 760 mmHg
Melting Point	41ºC
Molecular Formula	C₁₇H₂₃NO₃
Molecular Weight	289.369
Flash Point	238.0±22.9 °C
Exact Mass	289.167786
PSA	38.77000
LogP	3.67
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.556
Storage condition	-20℃

94-62-2

~96%

23434-88-0

Literature: Sondengam, B. Lucas; Fomum, Z. Tanee; Charles, Georges; Akam, T. Mac Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , p. 1219 - 1222

120-57-0

23434-88-0

Literature: Kiuchi, Fumiyuki; Nakamura, Norio; Saito, Makiko; Komagome, Kazue; Hiramatsu, Hirokuni; Takimoto, Noriaki; Akao, Nobuaki; Kondo, Kaoru; Tsuda, Yoshisuke Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 4 p. 685 - 696

Precursor 2
94-62-2 120-57-0
DownStream 1
110-89-4

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