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23434-88-0

23434-88-0 structure
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
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℃

~96%

23434-88-0 structure

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

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23434-88-0 structure

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

DownStream  1