Molecular Details

DICL_CP_0323945 - (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0323945

PubChem CID

638024

Molecular Formula

C₁₇H₁₉NO₃

Molecular Weight

285.343 g/mol

Synonyms/Alias

[piperine; 94-62-2; 1-Piperoylpiperidine; Piperin; Bioperine; 7780-20-3; Piperoylpiperidine; FEMA No. 2909; (E;E)-1-piperoylpiperidine; Piperidine; 1-piperoyl-; (E;E)-; (2E;4E)-5-(benzo[d][1;3]dioxol-...[piperine; 94-62-2; 1-Piperoylpiperidine; Piperin; Bioperine; 7780-20-3; Piperoylpiperidine; FEMA No. 2909; (E;E)-1-piperoylpiperidine; Piperidine; 1-piperoyl-; (E;E)-; (2E;4E)-5-(benzo[d][1;3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2;4-dien-1-one; CCRIS 5572; N-[(E;E)-Piperoyl]piperidine; 1-Piperoylpiperidine; (E;E)-; AI 3-01439; EINECS 202-348-0; UNII-U71XL721QK; NSC 21727; NSC-21727; Piperine [USP]; N-(E;E)-piperoyl-piperidine; piperidine; 1-[(2E;4E)-5-(1;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl]-; (2E;4E)-5-(2H-1;3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2;4-dien-1-one; U71XL721QK; 1-Piperoyl-piperidine; DTXSID3021805; CHEBI:28821; 1-[(2E;4E)-5-(1;3-benzodioxol-5-yl)penta-2;4-dienoyl]piperidine; (2E;4E)-5-(1;3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2;4-dien-1-one; 1;3-Benzodioxol-5-yl-1-oxo-2;4-pentadienyl-piperine; CHEMBL43185; Piperidine; 1-(5-(1;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl)-; (E;E)-; DTXCID701805; 1-(5-(1;3-Benzodioxol-5-yl)-1-oxo-2;4-pentadienyl)piperidine; (E;E)-; NSC21727; Piperine (USP); MFCD00005839; Piperidine; 1-(5-(3;4-methylenedioxyphenyl)-1-oxo-2;4-pentadienyl)-; PIPERINE (USP-RS); PIPERINE [USP-RS]; 1-[(2E;4E)-5-(1;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl]piperidine; Piperidine; 1-((2E;4E)-5-(1;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl)-; Piperidine; 1-[5-(1;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl]-; (E;E)-; N-((E;E)-Piperoyl)piperidine; 1-[(2E;4E)-5-(1;3-Benzodioxol-5-yl)-2;4-pentadienoyl]piperidine; (E;E)-1-(5-(1;3-BENZODIOXOL-5-YL)-2;4-PENTADIENOYL)PIPERIDINE; 5-(Benzo[d][1;3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2;4-dien-1-one; SMR000112278; Piperine (aliphatic); SR-01000638580; Piperidine; 1-piperoyl-; Bioperine;1-Piperoylpiperidine; 1-((2E;4E)-5-(1;3-benzodioxol-5-yl)-2;4-pentadienoyl)piperidine; 1-((2E;4E)-5-(1;3-benzodioxol-5-yl)penta-2;4-dienoyl)piperidine; 1-((2E;4E)-5-(1;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl)piperidine; (2E;4E)-5-(1;3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2;4-dien-1-one; CAS-94-62-2; Piperine;(S); 1-Piperylpiperidine; Prestwick_398; Piperine1537; NSC 242267; Piperine; >=97%; ST079380; starbld0008505; Piperidine; (E;E)-; PIPERINE [FHFI]; AI3-01439; PIPERINE [MI]; Prestwick2_000474; Prestwick3_000474; Spectrum5_001507; PIPERINE [WHO-DD]; Piperine; >=97%; FG; SCHEMBL94058; SCHEMBL94059; BSPBio_000608; BSPBio_002515; Piperine; analytical standard; MLS002153830; MLS002473213; BIDD:ER0675; SPECTRUM1500873; BPBio1_000670; GTPL2489; N-EE-PIPEROYL-PIPERIDINE; Piperine (1-Piperoylpiperidine); CHEBI:93043; FEMA 2909; HMS502P16; 2;4-Pentadien-1-one; 5-(1;3-benzodioxol-5-yl)-1-(1-piperidinyl)-; (2E;4E)-; HMS1569O10; HMS1921M12; HMS2092M22; HMS2096O10; HMS2270M18; Pharmakon1600-01500873; 1-trans;trans-piperinoyl-piperidine; AMY40672; BCP18901; HY-N0144; Tox21_201990; Tox21_302746; ((1-5-(1;3)-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl)piperidine; (1-(5-(1;3)-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl)piperidine; 1-(5-(3;4-Methylenedioxyphenyl)-1-oxo-2;4-pentadienyl)piperidine; 1-PIPEROYL-(E;E)-PIPERIDINE; BBL027541; BDBM50148573; CCG-39991; NSC757803; s2344; STL377909; (2E;4E)-5-(1;3-benzodioxol-5-yl)-1-(1-piperidyl)penta-2;4-dien-1-one; AKOS003369047; AKOS040750229; CS-6155; DB12582; NSC-757803; SDCCGMLS-0066693.P001; IDI1_000954; (piperidin-1-yl)penta-2;4-dien-1-one; NCGC00094872-01; NCGC00094872-02; NCGC00094872-03; NCGC00094872-04; NCGC00094872-05; NCGC00094872-06; NCGC00094872-09; NCGC00256392-01; NCGC00259539-01; AC-11746; AS-17442; LS-14576; SBI-0051621.P002; CS-0368434; NS00009248; P0460; SW196642-2; EN300-20100; PIPERINE (CONSTITUENT OF BLACK PEPPER); C03882; P-6920; AB00052185_08; EN300-7392817; AG-205/01792022; Q414501; (2E;4E)-5-(benzo[d][1;3]dioxol-5-yl)-1-; SR-01000638580-1; SR-01000638580-2; SR-01000638580-5; SR-01000638580-6; BRD-K59522102-001-08-8; PIPERINE (CONSTITUENT OF BLACK PEPPER) [DSC]; Q27164772; 1;3-Benzodioxol-5-yl-1-oxo-2;4-pentadienyl-piperidine; Piperine; European Pharmacopoeia (EP) Reference Standard; Z104476830; 1-[5-(1;3-Benzodioxol-5-yl)-2;4-pentadienoyl]piperidine; (E;E)-5-(3;4-Methylenedioxyphenyl)-2;4-pentadienoylpiperidide; Piperine; United States Pharmacopeia (USP) Reference Standard; 5-(1;3-benzodioxol-5-yl)-1-(1-piperidinyl)-1-penta-2;4-die; 5-(1;3-dioxaindan-5-yl)-1-(piperidin-1-yl)penta-2;4-dien-1-one; Piperidine;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl]-; (E;E)-; (E;E) 1-[5-(1;3-benzodioxol-5-yl)-1-oxo-2;4-pentadienyl]piperidine; 1-[(2E;4E)-5-(1;3-Benzodioxol-5-yl)-2;4-pentadienoyl]piperidine #; (2E;4E)-5-(1;3-dioxaindan-5-yl)-1-(piperidin-1-yl)penta-2;4-dien-1-one; 147030-08-8; InChI=1/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3;6-9;12H;1;4-5;10-11;13H2/b6-2+;7-3]

InChI Key

MXXWOMGUGJBKIW-YPCIICBESA-N

InChI

InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-...

IUPAC Name

(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one

CAS Number

94-62-2

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

40 42 0 0 0 0 0 0 0 0999 V2000
6.3108 0.5884 0.0690 C 0 0 0 0 0 0 0 0 0 0 0 0
5.4291 -0.2687 -0.8529 C 0 0 0 0 0 0 0 0 0 0 0 0
3.9387 -0.099...

Download SDF File (3423 bytes)

Experimental Data

Activity Data

Target Ion Channel

Transient receptor potential vanilloid 1 (E571A)

Uniprot Accession Number

Q704Y3

Function

Activator

Species

Mus musculus (Mouse)

IC₅₀

N/A (Not available)

EC₅₀

EC₅₀: 276800 nM

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.2

Holding Potential

0 to 80 mV mV

Temperature

25 °C

Test Method

Patch-clamping

Test Species

HEK293 cell (Homo sapiens embryonic kidney 293 cell)

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1016/j.bbrc.2019.06.039

URL

N/A (Not available)

PMID

31213294

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

2.9972

Complexity

81.17

TPSA (Å²)

38.77

H-Bond Donors

H-Bond Acceptors

Ring Count

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