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Palmatine hydrochloride - 97%, high purity , CAS No.171869-95-7
Basic Description
Synonyms
CAS-171869-95-7 | ZMR2H7M7PK | Tox21_200059 | AKOS015968461 | SCHEMBL3321462 | 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium;chloride;hydrate | Palmatine (chloride hydrate) | 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[3,2-a]isoq
Specifications & Purity
≥97%
Shipped In
Normal
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Alkaloids and derivatives
Class
Protoberberine alkaloids and derivatives
Subclass
Not available
Intermediate Tree Nodes
Not available
Direct Parent
Protoberberine alkaloids and derivatives
Alternative Parents
Isoquinolines and derivatives Anisoles Alkyl aryl ethers Pyridinium derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Organic chloride salts Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Protoberberine skeleton - Isoquinoline - Anisole - Alkyl aryl ether - Pyridine - Pyridinium - Benzenoid - Heteroaromatic compound - Organoheterocyclic compound - Azacycle - Ether - Organic salt - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic chloride salt - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.
External Descriptors
Not available
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.
Associated Targets(Human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
Pubchem Sid
504768168
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504768168
IUPAC Name
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium;chloride;hydrate
INCHI
InChI=1S/C21H22NO4.ClH.H2O/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4;;/h5-6,9-12H,7-8H2,1-4H3;1H;1H2/q+1;;/p-1
InChIKey
PIQNSCSNSSZUIT-UHFFFAOYSA-M
Smiles
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)OC)OC)OC.O.[Cl-]
Isomeric SMILES
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)OC)OC)OC.O.[Cl-]
WGK Germany
3
UN Number
2811
Molecular Weight
387.86
Reaxy-Rn
25494309
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25494309&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Flash Point(°F)
113 °C
Flash Point(°C)
113°C
Melt Point(°C)
206-207°C
Molecular Weight
405.900 g/mol
XLogP3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
4
Exact Mass
405.134 Da
Monoisotopic Mass
405.134 Da
Topological Polar Surface Area
41.800 Ų
Heavy Atom Count
28
Formal Charge
0
Complexity
475.000
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
3
Citations of This Product
1.
Wang Lei, Li Min, Zhu Cuiping, Qin Aiping, Wang Jinchun, Wei Xianni.
(2022)
The protective effect of Palmatine on depressive like behavior by modulating microglia polarization in LPS-induced mice. NEUROCHEMICAL RESEARCH,
47
(10):
(3178-3191).
2.
Yingxin Chen, Xiaotong Huang, Lu Li, Junxian Wu, Yongqi Guo, Yachao Yao, Lihua Zhou.
(2022)
Paper mill sludge-based carbon quantum dots as a specifically ratiometric fluorescent probe for the sensitive and selective detection of coptisine. LUMINESCENCE,
37
(7):
(1078-1086).
3.
Zhen Li, Tan Wang, Xianbao Xu, Cong Wang, Daoliang Li.
(2021)
An “on–off” fluorescent probe based on cucurbit[7]uril for highly sensitive determination of ammonia nitrogen in aquaculture water. Analytical Methods,
13
(36):
(4090-4098).
4.
Tian Xusheng, Zhang Yukun, Li Han, Li Yunfeng, Wang Ning, Zhang Wei, Ma Boyan.
(2020)
Palmatine ameliorates high fat diet induced impaired glucose tolerance. BIOLOGICAL RESEARCH,
53
(1):
(1-12).
5.
Chao Fan, Hao Tang, Licheng Wang, Yijing Li, Xusheng Wang, Shuai Wang, Xiaojing Liang.
(2020)
The preparation of a core–shell stationary phase by the in situ polymerization of a hydrophilic polymer on the surface of silica and its chromatographic performance. NEW JOURNAL OF CHEMISTRY,
44
(27):
(11704-11709).
6.
Lei Wang, Jinchun Wang, Lei Han, Tong Chen.
(2024)
Palmatine Attenuated Lipopolysaccharide-Induced Acute Lung Injury by Inhibiting M1 Phenotype Macrophage Polarization via NAMPT/TLR2/CCR1 Signaling. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,
72
(16):
(9087-9101).
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6 Citations
G2131353