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
| 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 |
| 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 |
