Basic information
- CAS
10605-02-4- Standard SMILES
COc1cc2c(cc1OC)-c1cc3ccc(OC)c(OC)c3c[n+]1CC2.[Cl-]- InChIKey
RLQYRXCUPVKSAW-UHFFFAOYSA-M- Molecular formula
- C21H22ClNO4
- Average molar mass
- 387.9 g/mol
- Monoisotopic mass
- 387.1237359
Overview
See also: Palmatine (annotation moved to).
Names & identifiers
- Preferred name
- Palmatine Chloride
- IUPAC
- 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium chloride
- English name
- Palmatine chloride
- Molecular formula
- C21H22ClNO4
- Molecular weight
- 387.86
Names & synonyms
Palmatine chloride10605-02-4Palmatine hydrochlorideZJ6W8881Z8NSC-209407berbinium, 7,8,13,13a-tetradehydro-2,3,9,10-tetramethoxy-, chloridedibenzo(a,g)quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-, chloride (1:1)RefChem:858397FibrauretinPalmatine (chloride)2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium chloride5,6-Dihydro-2,3,9,10-tetramethoxydibenzo[a,g]quinolizinium Chloride
Show more names
PalMatin hydrochlorideHuangtengsuPalmatine HCLPalatinechlorideBERBERICINE CHLORIDEFibrauretin ChloridePalmatine chloride-RMPalmatine chloride, ≥98%
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium chlorideMFCD00016656Prestwick_374UNII-ZJ6W8881Z82,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium;chlorideSPECTRUM1500872MLS002153886HMS3651D03
Properties
Computed structural properties
- Topological polar surface area
- 40.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 475
Experimental & physicochemical properties
Collision Cross Section185.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 205 ℃ · 205℃
- storage temp.
- Hygroscopic, Refrigerator, under inert atmosphere
- solubility
- Chloroform (Slightly), DMSO (Slightly)
- form
- Solid
- color
- Yellow
- InChI
- 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
- InChIKey
- RLQYRXCUPVKSAW-UHFFFAOYSA-M
- SMILES
- C12=CC3=C(C(OC)=C(OC)C=C3)C=[N+]1CCC1C=C(OC)C(OC)=CC2=1.[Cl-]
- FDA UNII
- 6 W8881Z8 · ZJ6W8881Z8
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (75%)
Safety data
- hs_code
- 29339900
- risk_code
- 20/22-36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/45
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
Applications
DescriptionCorydalis paUida yields this alkaloid which occurs in the quaternary base fraction. The alkaloid is separated by droplet countercurrent chromatography and crystallizes from H20 as yellow-green needles.
DescriptionPalmatine is an alkaloid that has been found in C. rhizoma and has diverse biological activities. It inhibits acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 0.51 and 6.84 μM, respectively). Palmatine (20, 40, and 80 μM) reduces Zika virus infection of Vero cells in a concentration-dependent manner. In vivo, palmatine (50 and 100 mg/kg) reduces colonic myeloperoxidase (MPO) activity and IL-10, IL-1β, IL-6, and TNF-α levels, as well as protects mucosal integrity in a mouse model of colitis induced by dextran sulfate (DSS; ). It reduces stomach ulcer area in a rat model of acetic acid-induced gastric ulcers. Palmatine (10 and 20 mg/kg) reduces the number of small intestine and colon tumors in the ApcMin+/- mouse model of multiple intestinal neoplasia.
UsesPalmatine Chloride is a protoberberine alkaloid, as a potential anti-inflammatory and anti-hypertensive agent.
Usesantibacterial, antimalarial, uterine contractant
Upstream & downstream products
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
成都曼思特生物科技有限公司18010516991 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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