Dihydrochelerythrine

CAS
6880-91-7
Catalog Number
ACM6880917
Category
Inhibitors
Molecular Weight
349.4
Molecular Formula
C21H19NO4

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Specification

Description
Dihydrochelerythrine is a natural compound isolated from Corydalis yanhusuo; has antifungal activity.IC50 value:Target:in vitro: Dihydrochelerythrine showed the highest antifungal activity against B. cinerea Pers, with 98.32% mycelial growth inhibition at 50 μg/mL. Dihydrochelerythrine inhibited spore germination in vitro in a concentration-dependent manner . Dihydrochelerythrine appeared to be less cytotoxic since the viability of cells exposed to 20 microM dihydrochelerythrine for 24h was reduced only to 53%. A dose-dependent induction of apoptosis and necrosis by chelerythrine and dihydrochelerythrine was confirmed by annexin V/propidium iodide dual staining flow cytometry . Dihydrochelerythrine (4) exhibited strong activity against methicillin-resistant Staphylococcus aureus SK1 and moderate activity against Escherichia coli TISTR 780 with MIC values of 8 and 16 μg/mL, respectively .
Synonyms
12,13-Dihydro-1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridine
Canonical SMILES
CN1C(C2=CC(OCO3)=C3C=C2C=C4)=C4C5=CC=C(OC)C(OC)=C5C1
InChI
InChI=1S/C21H19NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-9H,10-11H2,1-3H3
InChI Key
ALZAZMCIBRHMFF-UHFFFAOYSA-N
Appearance
Solid
Storage
Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
Complexity
516
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
Exact Mass
349.13140809
Heavy Atom Count
26
Hydrogen Bond Acceptor Count
5
Hydrogen Bond Donor Count
0
Monoisotopic Mass
349.13140809
Physical State
Solid
Rotatable Bond Count
2
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
PlantsPapaveraceaeMacleaya cordata (Willd.) R. Br.PlantsPapaveraceaeCorydalis yanhusuo W. T. Wang
Topological Polar Surface Area
40.2 Ų
What is the chemical name of Dihydrochelerythrine?

The chemical name of Dihydrochelerythrine is 12,13-Dihydro-1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridine.

What is the molecular formula of Dihydrochelerythrine?

The molecular formula of Dihydrochelerythrine is C21H19NO4.

What is the melting point of Dihydrochelerythrine?

The melting point of Dihydrochelerythrine is 164-165 °C.

In which plant is Dihydrochelerythrine found?

Dihydrochelerythrine is found in Bocconia arborea.

What biological activities does Dihydrochelerythrine have?

Dihydrochelerythrine is active against S. aureus, S. faecalis, and C. albicans. It also inhibits secretion of hepatitis B virus antigens and is cytotoxic to certain cancer cells.

What is the solubility of Dihydrochelerythrine in DMSO?

The solubility of Dihydrochelerythrine in DMSO is 50 mg/mL.

What is the storage temperature recommended for Dihydrochelerythrine?

The recommended storage temperature for Dihydrochelerythrine is 2-8°C.

What is the predicted boiling point of Dihydrochelerythrine?

The predicted boiling point of Dihydrochelerythrine is 565.9±50.0 °C.

What is the use of Dihydrochelerythrine in pharmacokinetic studies?

Dihydrochelerythrine is used in the pharmacokinetic study of chelerythrine metabolites in agro-products.

What is the pka value of Dihydrochelerythrine?

The pka value of Dihydrochelerythrine is 2.36±0.20.

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