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SMB00472

Sigma-Aldrich

Palmatine chloride

≥98% (HPLC)

Synonym(s):

Berbinium, Dibenzo[a,g]quinolizinium,5,6-dihydro-2,3,9,10-tetramethoxychloride, Fibrauretin chloride

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About This Item

Empirical Formula (Hill Notation):
C21H22ClNO4
CAS Number:
10605-02-4
Molecular Weight:
387.86
MDL number:
MFCD00016656
UNSPSC Code:
12352205
PubChem Substance ID:
329825027
NACRES:
NA.25

Quality Level

200

Assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

shipped in

wet ice

storage temp.

−20°C

SMILES string

COC1=CC2=C(C=C1OC)CC[N+]3=CC4=C(OC)C(OC)=CC=C4C=C32.[Cl-]

InChI

1S/C21H22NO4.ClH/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/q+1;/p-1

InChI key

RLQYRXCUPVKSAW-UHFFFAOYSA-M

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General description

Palmatineis an isoquinoline alkaloid. Palmatine chloride (PMTCl) is a protoberberine isoquinoline alkaloid with no ketone group and a soluble drug form of palmatine. It has low hygroscopic stability because of chloride ions present in its structure. PMTCl is a natural compound found in the rhizomes of Coptischinensis.

Application

Palmatine chloride has been used to test its effects as an inhibitor of soluble epoxide hydrolase (sEH) in vitro.

Biochem/physiol Actions

Palmatine chloride acts as a microbial collagenase inhibitor and a potential anti-infective agent. It possesses many other pharmacological properties such as antioxidant, anti-inflammatory, anticancer, anti-viral, and neuroprotective.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Georgiana Nitulescu et al.
Life (Basel, Switzerland), 12(12) (2022-12-24)
Bacterial virulence factors are mediating bacterial pathogenesis and infectivity. Collagenases are virulence factors secreted by several bacterial stains, such as Clostridium, Bacillus, Vibrio and Pseudomonas. These enzymes are among the most efficient degraders of collagen, playing a crucial role in
Improving hygroscopic stability of palmatine chloride by forming a pharmaceutical salt cocrystal of palmatine chloride-gallic acid with neutral molecule
Zhang YN, et al.,
Journal of drug delivery science and technology, 66, 102839-102839 (2021)
Jang Hoon Kim et al.
Current issues in molecular biology, 44(9), 4282-4289 (2022-09-23)
The quaternary isoquinoline alkaloids of palmatine (1), berberine (2), and jatrorrhizine (3) were evaluated in terms of their ability to inhibit soluble epoxide hydrolase (sEH). They had similar inhibitory activities, with IC50 values of 29.6 ± 0.5, 33.4 ± 0.8

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