CAS 6880-91-7|Dihydrochelerythrine

Introduction：Basic information about CAS 6880-91-7|Dihydrochelerythrine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Dihydrochelerythrine BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

Common Name	Dihydrochelerythrine
CAS Number	6880-91-7	Molecular Weight	349.380
Density	1.3±0.1 g/cm3	Boiling Point	565.9±50.0 °C at 760 mmHg
Molecular Formula	C₂₁H₁₉NO₄	Melting Point	/
MSDS	/	Flash Point	171.6±27.3 °C

Names

Name	1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
Synonym	More Synonyms

Dihydrochelerythrine BiologicalActivity

Description	Dihydrochelerythrine is a natural compound isolated from the leaves of Macleaya microcarpa; 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 [1]. 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 [2]. 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 [3].
Related Catalog	Signaling Pathways >>Anti-infection >>FungalNatural Products >>AlkaloidResearch Areas >>Infection
References	[1]. Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9. [2]. Vrba J, et al. Chelerythrine and dihydrochelerythrine induce G1 phase arrest and bimodal cell death in human leukemia HL-60 cells. Toxicol In Vitro. 2008 Jun;22(4):1008-17. [3]. Tantapakul C, et al. Antibacterial compounds from Zanthoxylum rhetsa. Arch Pharm Res. 2012 Jul;35(7):1139-42.

Description

Dihydrochelerythrine is a natural compound isolated from the leaves of Macleaya microcarpa; 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 [1]. 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 [2]. 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 [3].

Related Catalog

Signaling Pathways >>Anti-infection >>FungalNatural Products >>AlkaloidResearch Areas >>Infection

References

[1]. Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9.

[2]. Vrba J, et al. Chelerythrine and dihydrochelerythrine induce G1 phase arrest and bimodal cell death in human leukemia HL-60 cells. Toxicol In Vitro. 2008 Jun;22(4):1008-17.

[3]. Tantapakul C, et al. Antibacterial compounds from Zanthoxylum rhetsa. Arch Pharm Res. 2012 Jul;35(7):1139-42.

Chemical & Physical Properties

Density	1.3±0.1 g/cm3
Boiling Point	565.9±50.0 °C at 760 mmHg
Molecular Formula	C₂₁H₁₉NO₄
Molecular Weight	349.380
Flash Point	171.6±27.3 °C
Exact Mass	349.131409
PSA	40.16000
LogP	4.56
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.657
InChIKey	ALZAZMCIBRHMFF-UHFFFAOYSA-N
SMILES	COc1ccc2c(c1OC)CN(C)c1c-2ccc2cc3c(cc12)OCO3
Storage condition	2-8℃

Safety Information

HS Code	2933990090

Customs

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

bocconoline

[1,3]Benzodioxolo[5,6-c]phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl-

Dihydrochelerythrine

(1,3)Benzodioxolo(5,6-c)phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl-

5,6-dihydrochelerythrine

12,13-dihydrochelerythrine

1,2-Dimethoxy-12-methyl-12,13-dihydro[1,3]benzodioxolo[5,6-c]phenanthridine

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