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SML3024

Sigma-Aldrich

Isoliensinine

≥98% (HPLC)

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Synonym(s):
(+)-Isoliensinine, (1R)-1,2,3,4-Tetrahydro-1-[[4-hydroxy-3-[[(1R)-1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-7-isoquinolinyl]oxy]phenyl]methyl]-6-methoxy-2-methyl-7-isoquinolinol
Empirical Formula (Hill Notation):
C37H42N2O6
CAS Number:
6817-41-0
Molecular Weight:
610.74
MDL number:
MFCD11042260
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D 45.0 to 55.0°, c = 0.5 in acetone

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

CN1[C@H](CC(C=C2)=CC=C2OC)C3=C(C=C(C(OC4=C(O)C=CC(C[C@@H]5C(C=C(O)C(OC)=C6)=C6CCN5C)=C4)=C3)OC)CC1

InChI

1S/C37H42N2O6/c1-38-15-13-26-20-36(44-5)37(22-29(26)30(38)16-23-6-9-27(42-3)10-7-23)45-35-18-24(8-11-32(35)40)17-31-28-21-33(41)34(43-4)19-25(28)12-14-39(31)2/h6-11,18-22,30-31,40-41H,12-17H2,1-5H3/t30-,31-/m1/s1

InChI key

AJPXZTKPPINUKN-FIRIVFDPSA-N

Biochem/physiol Actions

Isoliensinine is a major bisbenzylisoquinoline alkaloid found in the seed-embryos of Nelumbo nucifera that exhibits potent anticancer, anti-diabetic and anti-pulmonary fibrosis effects. It induces apoptosis in triple negative breast cancer cells through induction of ROS and p38 MAPK/JNK activation, while showing only mild effects on normal MCF-10A cells. Isoliensinine shows chemosensitizing properties in several cancer cells. It appears that if augments cisplatin uptake int cancer cells.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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