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475-67-2

475-67-2 Structure

475-67-2 Structure
IdentificationBack Directory
[Name]

ISOCORYDINE HYDROCHLORIDE
[CAS]

475-67-2
[Synonyms]

luteanin
LUTEANINE
artabotrin
Aids138466
Uzokoridin
Aids-138466
Isocorydine
d-isocorydine
l-(+)-isocorydine
S-ISOCORYDINE (+)
(+)-isocorynoline
(+)-ISOCORYDINE HCL
luteanine(aporphine)
ISOCORYDINE HCL, (+)-
LUTEANINE HYDROCHLORIDE
ISOCORYDINE HYDROCHLORIDE
D-ISOCORYDINE HYDROCHLORIDE
(+)-ISOCORYDINE HYDROCHLORIDE
(+)-Isocorynoline hydrochloride
Aporphin-11-ol, 1,2,10-trimethoxy-
11-HYDROXY-1,2,10-TRIMETHOXYAPORPHINE
1,2,10-trimethoxy-6a-alpha-aporphin-11-o
11-HYDROXY-1,2,10-TRIMETHOXYAPORPHINE HYDROCHLORIDE
4h-dibenzo(de,g)quinolin-11-ol,5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methy
1,2,10-Trimethoxy-6-methyl-5,6,6A,7-tetrahydro-4H-dibenzo[de,G]quinolin-11-ol
(6aS)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-11-ol
(6aS)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinoline-11-ol
4H-Dibenzo[de,g]quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (6aS)-
[6aS,(+)]-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinoline-11-ol
[Molecular Formula]

C20H23NO4
[MDL Number]

MFCD00134198
[MOL File]

475-67-2.mol
[Molecular Weight]

341.4
Chemical PropertiesBack Directory
[Melting point ]

216-220 °C(lit.)
[alpha ]

D20 +195° (chloroform)
[Boiling point ]

477.03°C (rough estimate)
[density ]

1.2064 (rough estimate)
[refractive index ]

1.5614 (estimate)
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Cryst.
[pka]

9.41±0.20(Predicted)
[color ]

White to off-white
[InChI]

InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1
[InChIKey]

QELDJEKNFOQJOY-ZDUSSCGKSA-N
[SMILES]

N1(C)[C@]2([H])C3=C(C(OC)=C(OC)C=C3CC1)C1=C(O)C(OC)=CC=C1C2
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

CE1057950
[Toxicity]

LD50 intraperitoneal in mouse: 104mg/kg
Hazard InformationBack Directory
[Description]

Isocorydine is an aporphine alkaloid that has been found in A. squamosa that has vasodilatory and anticancer activities. It reduces the action potential duration and increases the effective refractory period in isolated canine Purkinje fibers when used at a concentration of 30 μM. Isocorydine induces relaxation of norepinephrine-precontracted isolated rabbit aortic strips with an EC50 value of 12.6 μM. It is cytotoxic to A549 lung cancer cells (IC50 = 197.7 μM), as well as Huh7, HepG2, SNU-449, and SNU-387 hepatic cancer cells (IC50s = 161.3, 148, 262.2, and 254.1 μg/ml, respectively). Isocorydine, in combination with doxorubicin, reduces tumor growth in a Huh7 mouse xenograft model.
[Chemical Properties]

White powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Corydalis tuberosa DC., a plant of the Poppy family.
[Uses]

sedative, cholinergic
[Definition]

ChEBI: Isocorydine is an aporphine alkaloid.
[in vivo]

Isocorydine (intraperitoneal injection; 0.4 mg/kg; every 2 days for 2 weeks) retards the tumor growth, but the combined treatment of Doxorubicin (DOX) or ICD significantly inhibits tumor growth[1].

Animal Model:Female nude mice[1]
Dosage:0.4 mg/ml
Administration:Injected intraperitoneally every 2 days for 2 weeks
Result:Combined treatment of isocorydine and DOX showed a promising potential to eradicate HCC.
[target]

Dopamine Receptor | P450 (e.g. CYP17)
[References]

See Isocorydine
Spectrum DetailBack Directory
[Spectrum Detail]

ISOCORYDINE HYDROCHLORIDE(475-67-2)1HNMR
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