| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 21 | No |
Popular Name: Piperine Piperine
Find On: PubMed — Wikipedia — Google
CAS Numbers: 7780-20-3 , 94-62-2 , 94-62-2 495-91-0 , [94-62-2]
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
(2E,4E)-5-Benzo[1,3]dioxol-5-yl-1-piperidin-1-yl-penta-2,4-dien-1-one
(E,E)-1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-piperidine
1-Piperoyl-piperidine; 94-62-2; C03882; N-[(E,E)-Piperoyl]piperidine; Piperine
5-(1,3-benzodioxol-5-yl)-1-piperidinopenta-2,4-dien-1-one
94-62-2; N-(E,E)-piperoyl-piperidine; N-EE-PIPEROYL-PIPERIDINE; piperine
94-62-2; Piperine; Prestwick_398
CHEBI:7348; CHEBI:21491; CHEBI:12539
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 3.33 | 7.98 | -12.07 | 0 | 4 | 0 | 39 | 285.343 | 3 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| mechanism | . | ZereneX Building Blocks |
| Mp [°C] | 128 - 132 | Acros Organics |
| Melting_Point | 128-133? | Alfa-Aesar |
| Melting_Point | 128-133° | Alfa-Aesar |
| MP | 129 | TCI |
| M.P | 131-135 °C | Indofine Natural Products |
| Purity | 98% | Fluorochem |
| mechanism | Activator of the heat and acidity sensing TRPV ion channel TRPV1 on nociceptors (pain sensing nerve cells). | IBScreen Bioactives |
| biological_use | Analeptic | IBScreen Bioactives |
| Therapy | analeptic, antibacterial | SMDC Pharmakon |
| biological_use | Analeptic | IBScreen Bioactives |
| biological_use | Bactericidal agent | IBScreen Bioactives |
| Target | Choline/ethanolamine kinase(Q9Y259)&Sterol O-acyltransferase 1(P35610)&Sterol O-acyltransferase 2(O75908)&Multidrug resistance protein 1(P08183)&ATP-binding cassette sub-family B member 5(Q2M3G0)&UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosa | Herbal Ingredients Targets |
| biological_source | Constit. of pepper (Piper nigrum) and many other Piper spp. (Piperaceae) | ZereneX Building Blocks |
| Patent Database Links | EP1639993; EP1792612; EP1902755; EP1902756; EP1927350; US2003018222; US2004052735; US2007183979; US2007183980; US2007190090; US2007190187; US2007253928; US2007253930; US2007258996; WO2007092811; WO2007103435; WO2007126430 | ChEBI |
| H phrase | H302: Harmful if swallowed | Acros Organics |
| Target | Others | Selleck Chemicals |
| P phrase | P280: Wear protective gloves/protective clothing/eye protection/face protection | Acros Organics |
| P phrase | P280: Wear protective gloves/protective clothing/eye protection/face protection; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell | Acros Organics |
| Target | P450 (e.g. CYP17) | Selleck Chemicals |
| R phrase | R21/22: Harmful in contact with skin and if swallowed. | Acros Organics |
| R phrase | R22: Harmful if swallowed.; R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. | Acros Organics |
| S phrase | S36/37: Wear suitable protective clothing and gloves. | Acros Organics |
| Hazard | XN: Harmful | Acros Organics |
| Hazard | XN: Harmful; N: Dangerous for the environment | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AOFB-6-E | Monoamine Oxidase B (cluster #6 Of 8), Eukaryotic | Eukaryotes | 3190 | 0.37 | Binding ≤ 10μM |
| Z50466-1-O | Trypanosoma Cruzi (cluster #1 Of 8), Other | Other | 7360 | 0.34 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AOFB_MOUSE | Q8BW75 | Monoamine Oxidase B, Mouse | 3190 | 0.37 | Binding ≤ 10μM |
| Z50466 | Z50466 | Trypanosoma Cruzi | 4910 | 0.35 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Monoamines are oxidized to aldehydes by MAOA and MAOB, producing NH3 and H2O2 |
