dihydrosanguinarine

Modify Date: 2025-08-23 07:17:23

dihydrosanguinarine structure	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	N/A
	MSDS	N/A	Flash Point	176.8±21.5 °C

Use of dihydrosanguinarine

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].

Name	dihydrosanguinarine
Synonym	More Synonyms

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 >> Others Natural Products >> Alkaloid Research 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

Related Catalog

Signaling Pathways >> Others >> Others

Natural Products >> Alkaloid

Research 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.

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℃

Precursor 6
CAS#:2447-54-3 SANGUINARINE CAS#:130-86-9 Protopine CAS#:76786-86-2 Chelidonine N-oxide CAS#:476-32-4 chelidonine
CAS#:5578-73-4 sanguinarium ch... CAS#:87264-51-5 protopine N-oxide
DownStream 3
CAS#:2447-54-3 SANGUINARINE CAS#:5578-73-4 sanguinarium ch... CAS#:522-30-5 Norsanguinarine

Name: Experimentally measured binding affinity data (Kd) for protein-ligand complexes deriv...
Source: Shanghai Institute of Organic Chemistry
Target: N/A
External Id: PDBbind-Kd for protein-ligand complexes

Name: Antimicrobial activity against Penicillium oxalicum CBS 219.30 at 25 ug
Source: ChEMBL
Target: Penicillium oxalicum
External Id: CHEMBL1019284

Name: Antiproliferative activity against human A549 cells assessed as inhibition of cell gr...
Source: ChEMBL
Target: A549
External Id: CHEMBL4699783

Name: Antimicrobial activity against Micrococcus luteus ATCC 9341 at 25 ug
Source: ChEMBL
Target: Micrococcus luteus
External Id: CHEMBL1019286

Name: Antimicrobial activity against Bacillus subtilis ATCC 6633 at 25 ug
Source: ChEMBL
Target: Bacillus subtilis
External Id: CHEMBL1019285

Name: Antiproliferative activity against human H1975 cells assessed as inhibition of cell g...
Source: ChEMBL
Target: NCI-H1975
External Id: CHEMBL4699784

Name: Cytotoxicity against human HGF cells assessed as cell growth inhibition at 50 uM afte...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4191684

Name: Antimicrobial activity against Escherichia coli ATCC 25922 at 25 ug
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL1019287

Name: Inhibition of recombinant human DOPA decarboxylase assessed as inhibition of dopamine...
Source: ChEMBL
Target: Aromatic-L-amino-acid decarboxylase
External Id: CHEMBL3295577

Name: Inhibition of human erythrocyte AChE using S-acetylthiocholine iodide as substrate pr...
Source: ChEMBL
Target: Acetylcholinesterase
External Id: CHEMBL4144749

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dihydrosanguinarine

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

dihydroavicine

Dihydro Sanguinarine

3lle

Hydrosanguinarine

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Shanghai Nianxing Industrial Co., Ltd
China
Product Name: dihydrosanguinarine
Price: Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: DIHYDROSANGUINARINE
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: dihydrosanguinarine
Price: ￥1178.0/20mg
Purity: 98.0%
Delivery: 1 Day
Contact: Liu jia
Email: 2130147988@qq.com

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dihydrosanguinarine

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