SML1269

Cepharanthine

≥95% (HPLC)

• Synonyme(s) : (+)-Cepharanthine, 6′,12′-Dimethoxy-2,2′-dimethyl-6,7-(methylenebis(oxy))oxyacanthan, O-Methylcepharanoline, CEP, Cepharanthin, Cepharantin, NSC 623442, [14aS-(14aR*,26aS*)]-2,3,13,14,14a,15,26,26a-octahydro-22,30-dimethoxy-1,14-dimethyl- H-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
• Formule empirique (notation de Hill) : C₃₇H₃₈N₂O₆
• Numéro CAS: 481-49-2
• Poids moléculaire : 606.71
• NACRES: NA.77
• PubChem Substance ID: 329825757
• UNSPSC Code: 12352200
• MDL number: MFCD00210482
• Assay: ≥95% (HPLC)
• Form: powder

Propriétés

• biological source: (isolated from the tuber of Stephania Cepharantha Hayata (plant).)
• assay: ≥95% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• storage temp.: −20°C
• SMILES string: CN1CCC2=CC3=C(OCO3)C(O4)=C2[C@@H]1CC5=CC=C(OC6=C(OC)C=CC(C[C@@H]7C8=CC4=C(OC)C=C8CCN7C)=C6)C=C5
• InChI: 1S/C37H38N2O6/c1-38-13-11-24-18-31(41-4)33-20-27(24)28(38)16-23-7-10-30(40-3)32(17-23)44-26-8-5-22(6-9-26)15-29-35-25(12-14-39(29)2)19-34-36(37(35)45-33)43-21-42-34/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+/m1/s1
• InChI key: YVPXVXANRNDGTA-WDYNHAJCSA-N

Description

Biochem/physiol Actions

Cepharanthine is an anti-inflammatory, antiallergic, immunomo- modulatory and antineoplastic alkaloid isolated from Stephania cepharantha Hayata. Cepharanthine is an inhibitor of efflux transporter ABCC10. Also, Cepharanthine binds to central portion of Hsp90 with Kd 15 nM. Recent studies suggest that Cepharanthine inhibits the entry of HIV-1 by reducing plasma membrane fluidity.

Cepharanthine is known to be the only biscoclaurine alkaloid containing a methylenedioxy group. It promotes leukocytosis, as a result, it might activate the reticular endothelial system, hematopoietic tissue and bone marrow hyperplasia. It is known to inhibit Ehrlich tumor proliferation. Cepharanthine can increase the sensitivity and efficacy of antitumor drugs.

Informations sur la sécurité

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable