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Cepharanthine

CAS No.
481-49-2
Chemical Name:
Cepharanthine
Synonyms
CEPHARANTHIN;cepharantin;(15S,31R)-36,54-Dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane;NSC-623442;Stephanotis;Stephanolin;CEPHARANTHINE;CEPHARANTHINUM;CEPHARANTHINE (RG);CepharanthineWIDELY
CBNumber:
CB3670192
Molecular Formula:
C37H38N2O6
Molecular Weight:
606.71
MDL Number:
MFCD00210482
MOL File:
481-49-2.mol
MSDS File:
SDS
Last updated:2023-12-26 17:07:23

Cepharanthine Properties

Melting point 145-155°
alpha D20 +277° (c = 2 in chloroform)
Boiling point 654.03°C (rough estimate)
Density 1.1761 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Soluble in DMSO (35 mg/mL) or ethanol (20 mg/mL)
form solid
pka 7.61±0.20(Predicted)
color Pale yellow
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
InChIKey YVPXVXANRNDGTA-WDYNHAJCSA-N
SMILES C1CC2C=C3OCOC3=C3OC4C(OC)=CC5CCN(C)[C@]([H])(CC6=CC(=C(OC)C=C6)OC6C=CC(C[C@@]([H])(C=23)N1C)=CC=6)C=5C=4
EWG's Food Scores 1
FDA UNII 7592YJ0J6T

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
NFPA 704
0
2 0

Cepharanthine price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 19648 Cepharanthine ≥98% 481-49-2 50mg $32 2024-03-01 Buy
Cayman Chemical 19648 Cepharanthine ≥98% 481-49-2 1g $201 2024-03-01 Buy
Cayman Chemical 19648 Cepharanthine ≥98% 481-49-2 100mg $55 2024-03-01 Buy
Cayman Chemical 19648 Cepharanthine ≥98% 481-49-2 500mg $122 2024-03-01 Buy
Usbiological 300061 Cepharanthine 481-49-2 20mg $280 2021-12-16 Buy
Product number Packaging Price Buy
19648 50mg $32 Buy
19648 1g $201 Buy
19648 100mg $55 Buy
19648 500mg $122 Buy
300061 20mg $280 Buy

Cepharanthine Chemical Properties,Uses,Production

Description

Cepharanthine is diclofenac quinoline alkaloid isolated from rhizome of Stephania japonica, which was first recorded in “Bencao shiyi” and functions as clearing heat, promoting diuresis and detumescence in traditional Chinese medicine. Cepharanthine is a pure and natural extract of the Stephania cepharantha Hayata plant, a rare species that is native to Kotosho Island, southeast of Taiwan. In 1914, the renowned botanist, Bunzo Hayata reported the plant for the first time. Two decades later, Dr. Heisaburo Kondo purified its active ingredient and named it “Cepharanthine.” Stephania japonica was used to treat tuberculosis and other consumptive diseases which provided a clue for its development on lung disease.

Physical properties

Appearance: light yellow or yellow powder. Solubility: soluble in acidic aqueous solution and ether, acetone, and other organic solvents; insoluble in petroleum ether. Melting point: 148–150?°C. Specific optical rotation: +277°.

History

Promoting leukocytosis of cepharanthine in tuberculosis patients was first recorded in the proceeding Institute of Chemotherapy by the Japanese scholar Yamaguchi in 1946. In 1948, Chinese scholar Yuhuang Zhao also received this compound and published it in D.M.?Med.
It is thought that cepharanthine may stimulate the reticuloendothelial system, then activate hematopoietic tissue, and promote myeloproliferation. Therefore, the number of white blood cells in the peripheral blood increased significantly. Due to its good safety, cepharanthine is currently widely used in cancer patients with granulocytopenia or leukopenia embolism after radiotherapy and chemotherapy and so on.
In addition, Chinese scientists extracted five kinds of dibenzylisoquinoline alkaloids from Chinese herbal medicine in 1977, which could significantly improve the silicosis symptoms in rat . In 1993, it was issued as anti-pneumoconiosis drug by CFDA and is used for delaying the progress of pneumoconiosis in clinic.

Uses

Cepharanthine is a biscoclaurine alkaloid that has antiinflammatory, antineoplastic, hepatoprotectant, radiopropective and other biological functions. It is used to treat many acute and chronic diseases, including pit viper bites, alopecia areata, and leucopenia in radiation therapy.

Definition

ChEBI: Cepharanthine is a bisbenzylisoquinoline alkaloid from tubers of Stephania; stimulates recovery of immunologic function in lymphatic system after administration of antineoplastic agents or x-irradiation. It is a member of isoquinolines and a bisbenzylisoquinoline alkaloid.

benefits

When Cepharanthine is absorbed into the body, it acts through multiple biochemical and pharmacological mechanisms and generates a tremendous amount of beneficial effects on one's health.
Regrow hair in a number of patients with different types of alopecia
Inhibit various types of cancerous tumor growth
Prevent cancer metastasis
Stimulate white blood cell production
Induce apoptosis (cell death) and autophagy in cancerous cells
Restore the effectiveness of anticancer drugs for resistant tumors
Boost the effectiveness of certain chemotherapies
Inhibit the replication of HIV-1 virus
Inhibit different types of Coronavirus
Provide relief of allergies by inhibiting the release of histamine
Possess anti-viral and anti-inflammatory effects
Scavenge free radicals and prevent oxidation

Biological Activity

Cepharanthine, a biscoclaurine alkaloid isolated from a Chinese folklore plant Stephania cepharantha, inhibited HIV-1 replication by inhibiting kappa B, a potent inducer of HIV-1 gene expression and displayed potent activity against SARS coronavirus, HSV-1, and coxsackie B3 along with antitumor and immunomodulating activity. As cepharanthine had strong activity against both RNA and DNA viruses it may be a source of potential lead compounds for developing new antivirals.

Pharmacology

The pharmacological effects of cepharanthine are very broad, mainly for the promotion of leukocytosis, antitumor, anti-inflammation, improvement of the body immunity, and other aspects of efficacy. Improvement of leukocytosis is the most widely studied among them, and the mechanism may be to stimulate the reticular endothelium system, activate hematopoietic tissue, and promote bone marrow hyperplasia .
Cepharanthine is also a good antitumor drug sensitizer. It can significantly improve their efficacy and reduce their side effects when combined with other antitumor drugs, as manifested by increasing the concentration of FT-207 metabolite (5-Fu) in tumor tissue under cepharanthine and FT-207 combination therapy, which was significantly higher than that in blood , suggesting that cepharanthine has the potential to improve the efficacy of antitumor drugs.

Clinical Use

The major clinical application of cepharanthine is to improve their immunity impaired by chemotherapy or radiotherapy in tumor patients. In addition, cepharanthine can increase the sensitivity to antitumor drugs, and itself also has a certain antitumor effect. Now, it is commonly used as adjuvant drug for anticancer treatment.

Side effects

Cepharanthine is an extraordinary medicine from Japan, where it has been widely used for the past seventy years to treat a variety of acute and chronic diseases, with little known side-effects.
Common side effects are reported as below.
loss of appetite, disc omfort in stomach, rash/eruption, itch , nausea, diarrhea, headache, dizziness, swelling in face/hands/feet, irregular menstruation, etc.

References

Rogosnitzky and Dank (2011), Therapeutic potential of the biscoclaurine alkaloid, cepharanthine, for a range of clinical conditions; Pharmacol. Rep., 63 337 Huang et al. (2014), Cepharanthine, an alkaloid from Stephania cepharantha Hayata inhibits the inflammatory response in the RAW264.7 cell and mouse models; Inflammation, 37 235 Wang et al. (2020), Cepharanthine hydrochloride induces mitophagy targeting GPR30 in hepatocellular carcinoma (HCC); Expert Opin. Ther. Targets, 24 389 Zhang et al. (2019), Downregulation of MYO1C mediated by cepharanthine inhibits autophagosome-lysosome fusion through blockade of the F-actin network; J. Exp. Clin. Cancer Res. 38 457 Rosognitzky et al. (2020), Cepharanthine: a review of the antiviral potential of a Japanese-approved alopecia drug in COVID-19; Pharmacol. Rep., 72 1509

Cepharanthine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 302)Suppliers
Supplier Tel Email Country ProdList Advantage
Anhui Yiao New Material Technology Co., Ltd
+86-199-55145978 +8619955145978 sales8@anhuiyiao.com China 253 58
Xiamen Wonderful Bio Technology Co., Ltd.
+8613043004613 Sara@xmwonderfulbio.com China 305 58
Wuhan Haorong Biotechnology Co.,ltd
+8618565342920 sales@chembj.net China 268 58
Hebei Jingbo New Material Technology Co., Ltd
+8619931165850 hbjbtech@163.com China 1000 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9354 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58

View Lastest Price from Cepharanthine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cepharanthine pictures 2024-03-28 Cepharanthine
481-49-2
US $4000.00 / kG 1kG 98% 99% 1000 Changsha Staherb Natural Ingredients Co., Ltd.
Stephania extract   Cepharanthine  pictures 2024-03-28 Stephania extract   Cepharanthine
481-49-2
US $4000.00 / kG 1kG 98% 99% 1000 Changsha Staherb Natural Ingredients Co., Ltd.
Cepharanthine pictures 2024-03-26 Cepharanthine
481-49-2
US $0.00-0.00 / kg 20kg 99% 200000 Wuhan Haorong Biotechnology Co.,Ltd
  • Cepharanthine pictures
  • Cepharanthine
    481-49-2
  • US $4000.00 / kG
  • 98% 99%
  • Changsha Staherb Natural Ingredients Co., Ltd.
  • Cepharanthine pictures
  • Cepharanthine
    481-49-2
  • US $0.00-0.00 / kg
  • 99%
  • Wuhan Haorong Biotechnology Co.,Ltd

Cepharanthine Spectrum

1H-4,6:16,19-Dietheno-21,25-metheno-12H-[1,3]dioxolo[4,5-g]pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinoline, 2,3,13,14,14a,15,26,26a-octahydro-22,30-dimethoxy-1,14-dimethyl-, (14aS,26aR)- Cepharanthine, >=98% CEPHARANTHINE OXYACANTHAN,6',12'-DIMETHOXY-2,2'-DIMETHYL-6,7-(METHYLLENEBIS (OXY))- o-methylcepharanoline 6',12'-DIMETHOXY-2,2'-DIMETHYL-6,7-(METHYLENEBIS(OXY)OXYACANTHAN) CEPHARANTHINE95%,98% CEPHARANTHINE: OXYACANTHAN,6'',12''-DIMETHOXY-2,2''-DIMETHY1-6,7-(METHYLLENEBIS (OXY))-, [methylenebis(oxy)]- Oxyacanthan,6',12'-dimethoxy-2,2'-dimethyl-6,7- 12-O-Methylcepharanoline Stephanotis Oxyacanthan, 6',12'-dimethoxy-2,2'-dimethyl-6,7-(methylenebis(oxy))- NSC-623442 CEPHARANTHINE (RG) CEPHARANTHINUM Cepharanthin, 98%, from Stephania japonica (Thunb.) Miers Cepharanthine|||CEPHARANTHINE 6',12'-Dimethoxy-2,2'-dimethyl-6,7-[methylenebis(ox Cepharanthine USP/EP/BP CepharanthineWIDELY Stephania extract   Cepharanthine CEPHARANTHIN cepharantin (15S,31R)-36,54-Dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane (15S, 31R) -36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,32,33,34-octahydro-2,6-dioxa-1 (4,5) - [1,3] dioxane [4,5-g] isoquinoline-3 (7,1) - isoquinoline-5 (1,3), 7 (1,4) - dibenzocyclooctane Stephanolin 481-49-2 C46H50N2O7 C37H38N2O6 Inhibitors Other APIs standardized herbal extract Alkaloids chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM).