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Pilocarpine HCl - 10mM in DMSO, high purity , CAS No.54-71-7, Muscarinic acetylcholine receptor M3 agonist

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
P424663
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P424663-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$47.90

Non-selective muscarinic receptor agonist

Basic Description

Synonyms Pilocarpine hydrochloride | 54-71-7 | (+)-Pilocarpine hydrochloride | Pilocarpine HCl | Almocarpine | Pilocarpal | Salagen | Pilocar SMP | Adsorbocarpine | Pilomiotin | Pilocar | Pilocel | Pilovisc | Epicar | Pilocarpine monohydrochloride | Sno pilo | Mistura P | Pilocarpine muriate | Isopt
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms Pilocarpine is a parasympathomimetic alkaloid obtained from the leaves of tropical American shrubs from the genus Pilocarpus. It is a non-selective muscarinic receptor agonist in the parasympathetic nervous system, which acts therapeutically at themuscari
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type AGONIST
Mechanism of action Muscarinic acetylcholine receptor M3 agonist
Product Description

Pilocarpine HCl is a nonselective muscarinic acetylcholine receptor agonist used to produce an experimental model of epilepsy.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Alkaloids and derivatives
Class Not available
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Alkaloids and derivatives
Alternative Parents N-substituted imidazoles  Gamma butyrolactones  Tetrahydrofurans  Heteroaromatic compounds  Carboxylic acid esters  Oxacyclic compounds  Monocarboxylic acids and derivatives  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrochlorides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aromatic heteromonocyclic compounds
Substituents Alkaloid or derivatives - Gamma butyrolactone - N-substituted imidazole - Azole - Imidazole - Tetrahydrofuran - Heteroaromatic compound - Carboxylic acid ester - Lactone - Carboxylic acid derivative - Oxacycle - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic oxide - Hydrochloride - Aromatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
External Descriptors Not available

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
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A498 (42825 Activities)
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ACHN (49357 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DU-145 (51482 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PC-3 (62116 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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NCI/ADR-RES (33767 Activities)
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T47D (39041 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HEK293 (82097 Activities)
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HOP-92 (41141 Activities)
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Hs-578T (29457 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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IGROV-1 (47897 Activities)
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LOX IMVI (44321 Activities)
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HOP-62 (47048 Activities)
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MDA-MB-435 (38290 Activities)
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Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)
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Klebsiella pneumoniae (43867 Activities)
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Staphylococcus aureus (210822 Activities)
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Acinetobacter baumannii (41033 Activities)
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Escherichia coli (133304 Activities)
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Cryptococcus neoformans (21258 Activities)
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Candida albicans (78123 Activities)
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BCHE Cholinesterase (8742 Activities)
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Mapt Microtubule-associated protein tau (6 Activities)
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nfo Endonuclease 4 (425 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;hydrochloride
INCHI InChI=1S/C11H16N2O2.ClH/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;/h5,7-8,10H,3-4,6H2,1-2H3;1H/t8-,10-;/m0./s1
InChIKey RNAICSBVACLLGM-GNAZCLTHSA-N
Smiles CCC1C(COC1=O)CC2=CN=CN2C.Cl
Isomeric SMILES CC[C@H]1[C@H](COC1=O)CC2=CN=CN2C.Cl
WGK Germany 3
Molecular Weight 244.72
Beilstein 4034491
Reaxy-Rn 4034491
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4034491&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Melt Point(°C) 202-205℃
Molecular Weight 244.720 g/mol
XLogP3
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 3
Exact Mass 244.098 Da
Monoisotopic Mass 244.098 Da
Topological Polar Surface Area 44.100 Ų
Heavy Atom Count 16
Formal Charge 0
Complexity 245.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
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 2

Citations of This Product

1. Nan Miao, Yuanbo Zhan, Yingying Xu, Haoze Yuan, Chunlin Qin, Feng Lin, Xiaohua Xie, Sen Mu, Mengtong Yuan, Haibin Mu, Shouli Guo, Ying Li, Bin Zhang.  (2019)  Loss of Fam20c causes defects in the acinar and duct structure of salivary glands in mice.  INTERNATIONAL JOURNAL OF MOLECULAR MEDICINE,  43  (5): (2103-2117). 
2. Zhang Jinghui, Qiao Nana, Ding Xiufang, Wang Jiwen.  (2018)  Disruption of the GluA2/GAPDH complex using TAT-GluA2NT1-3-2 peptide protects against AMPAR-mediated excitotoxicity after epilepsy.  NEUROREPORT,  29  (5): (432). 
3. Baihui Zeng, Lina Xu, Guoliang Wang, Ruize Shi, Kerui Wang, Shurong Wang, Cheng Li.  (2024)  Distinctive small molecules blend: Promotes lacrimal gland epithelial cell proliferation in vitro and accelerates lacrimal gland injury repair in vivo.  Ocular Surface,  34  (283). 
4. Dai Jie, Shen Hai-lin, Li Jia, Zhou Yong, Dong Zheng-xie, Zhu Xiang-yang.  (2024)  Gastrodin Attenuates Neuroinflammation and Injury in Young Rats with LiCl/Pilocarpine-Induced Status Epilepticus.  BIOCHEMICAL GENETICS,    (1-16). 
5. Jiaying Lin, Fengjiao Bu, Dan Wu, Pin Jiang, Qingfeng He, Dongsheng Yang, Xiao Zhu, Yixue Wang, Xiaoqiang Xiang.  (2024)  Physiologically Based Pharmacokinetic Modeling and Clinical Extrapolation for Topical Application of Pilocarpine on Eyelids: A Comprehensive Study.  JOURNAL OF PHARMACEUTICAL SCIENCES,     

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