CAS 3606-45-9|dihydrosanguinarine

Introduction：Basic information about CAS 3606-45-9|dihydrosanguinarine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. dihydrosanguinarine BiologicalActivity
3. Chemical & Physical Properties
4. Synonyms

Common Name	dihydrosanguinarine
CAS Number	3606-45-9	Molecular Weight	333.337
Density	1.4±0.1 g/cm3	Boiling Point	566.9±29.0 °C at 760 mmHg
Molecular Formula	C₂₀H₁₅NO₄	Melting Point	/
MSDS	/	Flash Point	176.8±21.5 °C

Names

Name	dihydrosanguinarine
Synonym	More Synonyms

dihydrosanguinarine BiologicalActivity

Description	Dihydrosanguinarine is a natural compound isolated from the leaves of Macleaya microcarpa; has antifungal and anticancer activity.IC50 value:Target:in vitro: Dihydrosanguinarine showed much less cytotoxicity than sanguinarine: at the highest concentration tested (20 microM) and 24h exposure, dihydrosanguinarine decreased viability only to 52% [1]. Dihydrosanguinarine showed the highest antifungal activity against B. cinerea Pers, with 95.16% mycelial growth inhibition at 50 μg/ml [2]. dihydrosanguinarine showed the most potent leishmanicidal activities (IC(50) value: 0.014 microg/ml, respectively) [4].in vivo: Repeated dosing of DHSG for 90 days at up to 500 ppm in the diet (i.e. approximately 58 mg/kg/day) showed no evidence of toxicity in contrast to results published in the literature [3].
Related Catalog	Signaling Pathways >>Others >>OthersNatural Products >>AlkaloidResearch Areas >>Infection
References	[1]. Vrba J, et al. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol In Vitro. 2009 Jun;23(4):580-8. [2]. Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9. [3]. Vrublova E, et al. The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study. Food Chem Toxicol. 2008 Jul;46(7):2546-53. [4]. Fuchino H, et al. In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1047-50.

Description

Dihydrosanguinarine is a natural compound isolated from the leaves of Macleaya microcarpa; has antifungal and anticancer activity.IC50 value:Target:in vitro: Dihydrosanguinarine showed much less cytotoxicity than sanguinarine: at the highest concentration tested (20 microM) and 24h exposure, dihydrosanguinarine decreased viability only to 52% [1]. Dihydrosanguinarine showed the highest antifungal activity against B. cinerea Pers, with 95.16% mycelial growth inhibition at 50 μg/ml [2]. dihydrosanguinarine showed the most potent leishmanicidal activities (IC(50) value: 0.014 microg/ml, respectively) [4].in vivo: Repeated dosing of DHSG for 90 days at up to 500 ppm in the diet (i.e. approximately 58 mg/kg/day) showed no evidence of toxicity in contrast to results published in the literature [3].

Related Catalog

Signaling Pathways >>Others >>OthersNatural Products >>AlkaloidResearch Areas >>Infection

References

[1]. Vrba J, et al. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol In Vitro. 2009 Jun;23(4):580-8.

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

[3]. Vrublova E, et al. The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study. Food Chem Toxicol. 2008 Jul;46(7):2546-53.

[4]. Fuchino H, et al. In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1047-50.

Chemical & Physical Properties

Density	1.4±0.1 g/cm3
Boiling Point	566.9±29.0 °C at 760 mmHg
Molecular Formula	C₂₀H₁₅NO₄
Molecular Weight	333.337
Flash Point	176.8±21.5 °C
Exact Mass	333.100098
PSA	40.16000
LogP	4.68
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.720
InChIKey	CIUHLXZTZWTVFL-UHFFFAOYSA-N
SMILES	CN1Cc2c(ccc3c2OCO3)-c2ccc3cc4c(cc3c21)OCO4
Storage condition	2-8℃

Synonyms

(1,3)Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridine, 13,14-dihydro-13-methyl-

dihydrosanguinarine

13-Methyl-13,14-dihydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridine

[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine, 13,14-dihydro-13-methyl-

dihydroavicine

Dihydro Sanguinarine

3lle

Hydrosanguinarine

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