Diclofénac - Moligand™, ≥98% , Cyclooxygenase inhibitor, CAS No.15307-86-5, Cyclooxygenase inhibitor

CAS: 15307-86-5 Cat. No.: D155733 Formule: C₁₄H₁₁Cl₂NO₂ Poids moléculaire: 296.15 Numéro CE: 239-348-5

QUALITÉ & PURETÉ Moligand™, ≥98%

Synonyms

DICLOFENAC (MART.)|ACETIC ACID, (o-(2,6-DICHLOROANILINO)PHENYL)-|AM01 - Analgesic mixture|Diclofenac resinate|ACECLOFENAC IMPURITY A [EP IMPURITY]|Diclofenacum|Diclofenacum [INN-Latin]|2-(2-((2,6-Dichlorophenyl)amino)phenyl)acetic acid|2-[2-(2,6-dichloroanilino)phenyl]acetic acid|Benzeneacetic acid, 2-[(2,6-dichlorophenyl)amino]-|Diclofenac [USAN:INN:BAN]|DIF|2-((2,6-Dichlorophenyl)amino)benzeneacetic acid|Zorvolex (TN)|57 - Pharmaceuticals|Diclofenac free acid|Diclofenaco|Dicrofenac|(2-(2,6-dichloroanilino)phenyl)acetic acid|ACECLOFENAC IMPURITY A (EP IMPURITY)|DICLOFENAC [ORANGE BOOK]|(2-((2,6-DICHLOROPHENYL)AMINO)PHENYL)ACETIC ACID|Olfen|2-[2-(2,6-dichlorophenyl)aminophenyl]ethanoic acid|diclofenac|DICLOFENAC [USAN]|[2-(2,6-Dichloroanilino)phenyl]acetic acid|Zorovolex|DICLOFENAC [HSDB]|Diclofenamic acid|Solaraze|DICLOFENAC [MART.]|2-[2,6-DICHLOROPHENYL)AMINO]BENZENEACETIC ACID|DICLOFENAC [VANDF]|(O-(2,6-DICHLOROANILINO)PHENYL)ACETIC ACID|{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid|2-[2-[(2,6-Dichlorophenyl)amino]phenyl]acetic Acid (Diclofenac)|Enfenamic acid; N-Phenethylanthranilic acid; RH 8|dichlofenac|DICLOFENAC [INN]|DICLOFENAC [MI]|Zorvolex|ISV-205|Diclophenac|Dichlofenal|S17 - Pharmaceuticals|2-[(2,6-Dichlorophenyl)amino]benzeneacetic acid|Solaraze (TN)|Voltaren-XR|2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid|LAS41007|LAS-41007|(2-((2,6-Dichlorophenyl)amino-phenyl)acetic acid (HD)|Diclofenac acid|Voltarol|2-(2,6-Dichloroanilino)phenylacetic Acid|2-[2-[(2,6-dichlorophenyl)amino]phenyl]acetic acid|2-(2,6-dichloranilino) phenylacetic acid

Storage

A conserver entre 2 et 8°C

Shipped In

Glace humide

Vue d’ensemble

Le diclofénac est un inhibiteur non sélectif de la COX dont la CI50 est de 60 et 220 nM pour la COX-1 et la COX-2 ovine, respectivement. Cible : COX Le diclofénac est un anti-inflammatoire non stéroïdien (AINS) pris ou appliqué pour réduire l'inflammation et comme analgésique pour réduire la douleur dans certaines conditions. Le principal mécanisme responsable de son action anti-inflammatoire, antipyrétique et analgésique serait l'inhibition de la synthèse des prostaglandines par l'inhibition de la cyclo-oxygénase (COX). Il semble également présenter une activité bactériostatique en inhibant la synthèse de l'ADN bactérien. L'inhibition de la COX diminue également les prostaglandines dans l'épithélium de l'estomac, ce qui le rend plus sensible à la corrosion par l'acide gastrique. C'est également le principal effet secondaire du diclofénac. Le diclofénac a une préférence faible à modérée pour le blocage de l'isoenzyme COX2 et on dit qu'il a, par conséquent, une incidence un peu plus faible de troubles gastro-intestinaux que l'indométhacine et l'aspirine.

L'acide diclofénac est un composé anti-inflammatoire non stéroïdien et un inhibiteur de la décycloxygénase (COX).

Spécifications

Synonymes

DICLOFENAC (MART.) | ACETIC ACID, (o-(2,6-DICHLOROANILINO)PHENYL)- | AM01 - Analgesic mixture | Diclofenac resinate | ACECLOFENAC IMPURITY A [EP IMPURITY] | Diclofenacum | Diclofenacum [INN-Latin] | 2-(2-((2,6-Dichlorophenyl)amino)phenyl)acetic acid | 2-[2-(2,6-dichloroanilino)phenyl]acetic acid | Benzeneacetic acid, 2-[(2,6-dichloropheny Afficher plus

Spécifications et pureté

Moligand™, ≥98%

Conditions de stockage de stockage

A conserver entre 2 et 8°C

Expédié en

Glace humide

Grade

Moligand™

Type d'action

AGONIST, ANTAGONIST, CHANNEL BLOCKER, INHIBITOR

Mécanisme d'action

Cyclooxygenase inhibitor

Pureté

≥98%

Noms et identifiants

Pubchem Sid

504750628

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504750628

Sourires canoniques

C1=CC=C(C(=C1)CC(=O)O)NC2=C(C=CC=C2Cl)Cl

IUPAC Name

2-[2-(2,6-dichloroanilino)phenyl]acetic acid

InChIKey

DCOPUUMXTXDBNB-UHFFFAOYSA-N

INCHI

1S/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19/h1-7,17H,8H2,(H,18,19)

Isomères SMILES

C1=CC=C(C(=C1)CC(=O)O)NC2=C(C=CC=C2Cl)Cl

RTECS

AG6310000

Poids moléculaire

296.15

Reaxy-Rn

2146636

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2146636&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Benzene and substituted derivatives
      • Subclass Halobenzenes
        • Level5 Chlorobenzenes
          • Level6 Dichlorobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Halobenzenes
• Intermediate Tree Nodes: Chlorobenzenes
• Direct Parent: Dichlorobenzenes
• Alternative Parents: Aniline and substituted anilines Aryl chlorides Amino acids Secondary amines Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aniline or substituted anilines - 1,3-dichlorobenzene - Aryl chloride - Aryl halide - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Carboxylic acid - Secondary amine - Monocarboxylic acid or derivatives - Amine - Organochloride - Organohalogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.
• External Descriptors: monocarboxylic acid - secondary amino compound - dichlorobenzene - aromatic amine - amino acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Cibles associées (humaines)

CXCR1 Tchem C-X-C chemokine receptor type 1 (1 Activities)

Discover Target: CXCR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPM3 Tchem Transient receptor potential cation channel subfamily M member 3 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TTR Tclin Transthyretin (2 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTGS1 Tclin Prostaglandin G/H synthase 1 (10 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTGS2 Tclin Prostaglandin G/H synthase 2 (15 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ASIC3 Tchem Acid-sensing ion channel 3 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (1 Activities)

Discover Target: PPARG

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CXCL8 Tchem Interleukin-8 (1 Activities)

Discover Target: CXCL8

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

Discover Target: PDE5A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DHFR Tclin Dihydrofolate reductase (3072 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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F2 Tclin Thrombin (11687 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA2 Tclin Carbonic anhydrase II (17698 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HMGCR Tclin HMG-CoA reductase (2475 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

INSR Tclin Insulin receptor (5558 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

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ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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RARA Tclin Retinoic acid receptor alpha (1324 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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ACE Tclin Angiotensin-converting enzyme (1423 Activities)

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DRD2 Tclin Dopamine D2 receptor (23596 Activities)

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GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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DRD4 Tchem Dopamine D4 receptor (7907 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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HRH2 Tclin Histamine H2 receptor (5428 Activities)

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ADRA1D Tclin Alpha-1d adrenergic receptor (4171 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR1B Tclin Serotonin 1b (5-HT1b) receptor (2801 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

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HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AVPR2 Tclin Vasopressin V2 receptor (2912 Activities)

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ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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AGTR1 Tclin Type-1 angiotensin II receptor (5176 Activities)

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CALCR Tclin Calcitonin receptor (2215 Activities)

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CRHR1 Tclin Corticotropin releasing factor receptor 1 (2996 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

Discover Target: ADRA1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HRH1 Tclin Histamine H1 receptor (7573 Activities)

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ADRA1B Tclin Alpha-1b adrenergic receptor (2912 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRM1 Tclin Mu opioid receptor (19785 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AVPR1A Tclin Vasopressin V1a receptor (5412 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRD1 Tclin Delta opioid receptor (15096 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRK1 Tclin Kappa opioid receptor (16155 Activities)

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Cibles associées (non humaines)

Htr7 Serotonin 7 (5-HT7) receptor (19 Activities)

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Agtr2 Angiotensin II type 2 (AT-2) receptor (803 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mc4r Melanocortin receptor 4 (1205 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ltc4s Leukotriene C4 synthase (1 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Fdft1 Squalene synthetase (34 Activities)

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Sigmar1 Sigma opioid receptor (160 Activities)

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Ttr Transthyretin (14 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Npy1r Neuropeptide Y receptor type 1 (8 Activities)

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Cckar Cholecystokinin A receptor (90 Activities)

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Ntsr1 Neurotensin receptor 1 (48 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pde4d Phosphodiesterase 4D (4 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Bdkrb1 Bradykinin B1 receptor (77 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aplnr Apelin receptor (201 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcb1b P-glycoprotein 1 (174 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA4 Carbonic anhydrase IV (1713 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nos2 Nitric oxide synthase, inducible (3573 Activities)

Discover Target: Nos2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapk1 MAP kinase ERK2 (650 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PDE6A Phosphodiesterase 6A (40 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Fgfr3 Fibroblast growth factor receptor 3 (21 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

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Pneumocystis carinii (749 Activities)

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Leishmania infantum (5912 Activities)

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Trypanosoma brucei (78846 Activities)

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Trypanosoma brucei brucei (13300 Activities)

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Entamoeba histolytica (2676 Activities)

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Cryptosporidium parvum (1150 Activities)

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Plasmodium falciparum (966862 Activities)

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Leishmania amazonensis (3813 Activities)

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Leishmania donovani (89745 Activities)

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Leishmania major (2877 Activities)

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Leishmania mexicana (936 Activities)

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Trypanosoma cruzi (99888 Activities)

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Trichomonas vaginalis (2376 Activities)

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Toxoplasma gondii (4585 Activities)

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Cavia porcellus (23802 Activities)

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Oryctolagus cuniculus (11301 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Trypanosoma brucei rhodesiense (7991 Activities)

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MDCK (10148 Activities)

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PC-12 (7051 Activities)

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RAW264.7 (28094 Activities)

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H4 (48 Activities)

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L1.2 (32 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)

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Gpr119 Glucose-dependent insulinotropic receptor (270 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Chloroform (Slightly, Heated), Methanol (Slightly)
• Point de fusion (°C): 158 °C(dec.)
• Poids moléculaire: 296.100 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 295.017 Da
• Monoisotopic Mass: 295.017 Da
• Topological Polar Surface Area: 49.300 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 304.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1