Cepharanthine, Naturally occurring alkaloid

Key facts

CAS number

481-49-2

Purity

>95%

Form

Solid

form

Source

Sephania cepharantha

Molecular weight

606.7 Da

Molecular formula

C₃₇H₃₈N₂O₆

PubChem

10206

Nature

Native

Solubility

Soluble in DMSO

Soluble in ethanol

Biochemical name

Cepharanthine

Biological description

Naturally occurring alkaloid extracted from the Stephania cepharantha Hayata plant. Displays anti-inflammatory, antiallergic and immunomodulatory effects. Able to suppress NO production. Active in vivo.

Canonical smiles

CN1CCC2=CC3=C(C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3

Isomeric smiles

CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3

InChi

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

InChiKey

YVPXVXANRNDGTA-WDYNHAJCSA-N

IUPAC Name

(14S,27R)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene