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SML1269

Cepharanthine

≥95% (HPLC)

Synonym(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

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About This Item

Empirical Formula (Hill Notation):
C37H38N2O6
CAS Number:
481-49-2
Molecular Weight:
606.71
NACRES:
NA.77
PubChem Substance ID:
329825757
UNSPSC Code:
12352200
MDL number:
MFCD00210482
Assay:
≥95% (HPLC)
Form:
powder
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biological source

(isolated from the tuber of Stephania Cepharantha Hayata (plant).)

Quality Segment

100

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

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.
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.

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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