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Cepharanthine

SIGMA/SML1269 - ≥95% (HPLC)

Synonym: (+)-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

CAS Number: 481-49-2
Empirical Formula (Hill Notation): C37H38N2O6
Molecular Weight: 606.71
MDL Number: MFCD00210482
Linear Formula: C37H38N2O6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1269-50MG 50 mg
 $128.00
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assay ≥95% (HPLC)
biological source (isolated from the tuber of Stephania Cepharantha Hayata (plant).)
color white to beige
form powder
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
Quality Level 100 
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
solubility DMSO: 10 mg/mL, clear
storage temp. −20°C
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.
Biochem/physiol Actions: 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.
Packaging: 50 mg in glass bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Precautionary statements P301 + P312 + P330
RIDADR NONH for all modes of transport
WGK Germany WGK 1
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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