SANGUINARIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H14NO4
Molecular Weight	332.3295
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

C[N+]1=CC2=C3OCOC3=CC=C2C4=C1C5=CC6=C(OCO6)C=C5C=C4

InChI

InChIKey=INVGWHRKADIJHF-UHFFFAOYSA-N

InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1

HIDE SMILES / InChI

Molecular Formula	C20H14NO4
Molecular Weight	332.3295
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18466423
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/28123499 | https://www.ncbi.nlm.nih.gov/pubmed/15753082 | https://www.ncbi.nlm.nih.gov/pubmed/2689627

Sanguinarine is an extract of the bloodroot plant Sanguinaria canadensis, a member of the poppy family. It is an inhibitor of protein phosphatases PP1, PP2C and PP2B in vitro. Also inhibits mitogen-activated protein kinase phosphatase-1 (MKP-1) and other enzymes. Sanguinarine exerts a protective effect in cerebral ischemia, and this effect is associated with its anti-inflammatory and anti-apoptotic properties. It was clinically tested as an agent against gingivitis and tooth plaques.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serine/threonine-protein phosphatase PP1-alpha catalytic subunit 7 Target ID: P62139 Gene ID: 1.00009296E8 Gene Symbol: PPP1CA Target Organism: Oryctolagus cuniculus (Rabbit) Sources: https://www.ncbi.nlm.nih.gov/pubmed/20208361	Inhibitor 8504	42.54 µM [IC50]
Protein phosphatase 2C alpha 3 Target ID: CHEMBL2437 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20208361	Inhibitor 8504	2.5 µM [IC50]
Calcineurin (bovine) 3 Target ID: Calcineurin (bovine) Sources: https://www.ncbi.nlm.nih.gov/pubmed/20208361	Inhibitor 8504	77.04 µM [IC50]
Dual specificity protein phosphatase 1 4 Target ID: CHEMBL6026 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15753082	Inhibitor 8504	17.3 µM [IC50]
Dual specificity protein phosphatase 14 3 Target ID: CHEMBL1764941 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15753082	Inhibitor 8504	12.5 µM [IC50]
Dual specificity phosphatase Cdc25B 13 Target ID: CHEMBL4804 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15753082	Inhibitor 8504	57.8 µM [IC50]
Protein-tyrosine phosphatase 1B 34 Target ID: CHEMBL335 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15753082	Inhibitor 8504	67.9 µM [IC50]
Dual specificity protein phosphatase 3 3 Target ID: CHEMBL2635 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15753082	Inhibitor 8504	74.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Gingivitis 45 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2376312	Primary	Phase II 1147	Unknown Approved Use Unknown
Dental plaque 13 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2788990	Primary	Phase III 665	Unknown Approved Use Unknown
Periodontitis 23 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8877666	Primary	Phase II 1147	Unknown Approved Use Unknown

C_max

Value	Dose	Analyte	Population
30.16 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg single, intramuscular dose: 0.1 mg/kg route of administration: Intramuscular experiment type: SINGLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN
3.4 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg single, oral dose: 0.1 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN
5.86 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg 3 times / day multiple, oral dose: 0.1 mg/kg route of administration: Oral experiment type: MULTIPLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
35.4 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg single, intramuscular dose: 0.1 mg/kg route of administration: Intramuscular experiment type: SINGLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN
15.62 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg single, oral dose: 0.1 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN
31.06 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg 3 times / day multiple, oral dose: 0.1 mg/kg route of administration: Oral experiment type: MULTIPLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
1.29 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg single, intramuscular dose: 0.1 mg/kg route of administration: Intramuscular experiment type: SINGLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN
2.33 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg single, oral dose: 0.1 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN
3.17 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31943246	0.1 mg/kg 3 times / day multiple, oral dose: 0.1 mg/kg route of administration: Oral experiment type: MULTIPLE co-administered:	SANGUINARIUM plasma	Sus scrofa population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252 substrate 1946	substrate 1193 inhibitor 2438	inhibitor 2507 substrate 1388	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A1 132 CYP2C8 1057 CYP1A2 2153 CYP2A6 879 CYP2E1 1060 CYP1B1 32 BCRP 910 P450R 3 mP-gp 4	CYP1A1 389 CYP2A6 626 CYP3A5 446 HLM 34 CYP1A2 1197 CYP2C8 810 CYP3A7 109	GSTA1 4 CYP1B1 71 CYP1A1 151 UGT 32

Drug as perpetrator

Target	Modality	Activity
GSTA1 4	inducer 1966 Sources: https://pubmed.ncbi.nlm.nih.gov/15993743/	likely
UGT 70	inducer 1966 Sources: https://pubmed.ncbi.nlm.nih.gov/15993743/	likely
BCRP 985	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/29535628/	no
mP-gp 4	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/29535628/	no
P450R 3	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15183462/	weak [IC50 144 uM]
CYP1B1 93	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15993743/	weak
CYP2A6 911	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23500771/	weak
CYP2D6 2546	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23500771/	weak
CYP2E1 1146	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23500771/	weak
CYP1A1 272	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15183462/ \| https://pubmed.ncbi.nlm.nih.gov/16115718/	yes [IC50 2.1 uM]
CYP1A2 2333	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15183462/ \| https://pubmed.ncbi.nlm.nih.gov/16115718/	yes [Ki 2 uM]
CYP3A4 2633	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23500771/	yes [Ki 2 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23500771/	yes [Ki 3.8 uM]
CYP2C8 1117	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23500771/	yes [Ki 8.9 uM]
CYP1A1 272	inducer 1966 Sources: https://pubmed.ncbi.nlm.nih.gov/15993743/	yes
CYP1B1 93	inducer 1966 Sources: https://pubmed.ncbi.nlm.nih.gov/15993743/	yes
P-gp 1932	supressor 160 Sources: https://pubmed.ncbi.nlm.nih.gov/29535628/	yes

Drug as victim

Target	Modality	Activity	Metabolite
CYP2A6 626	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	no
CYP2C8 810	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	no
CYP2C9 1193	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	no
CYP2D6 1388	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	no
CYP3A4 1946	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	no
CYP3A5 446	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	no
CYP3A7 109	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	no
HLM 34	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/15183462/	no
CYP1A1 389	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/15183462/ \| https://pubmed.ncbi.nlm.nih.gov/19804952/	yes
CYP1A1 389	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	yes	M1 18
CYP1A1 389	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/19804952/	yes	M2 12
CYP1A2 1197	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/15183462/ \| https://pubmed.ncbi.nlm.nih.gov/19804952/	yes

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubmed.ncbi.nlm.nih.gov/25481375/

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P002OPK	https://www.1pchem.com/search?query=1P002OPK
1PlusChem LLC	1P00393Y	https://www.1pchem.com/search?query=1P00393Y
A2B Chem	AB24536	http://a2bchem.com/prod/AB24536
AK Scientific	4022AH	https://aksci.com/item_detail.php?cat=4022AH
AK Scientific	6544AF	https://aksci.com/item_detail.php?cat=6544AF
AK Scientific	8254AH	https://aksci.com/item_detail.php?cat=8254AH
AK Scientific	8255AH	https://aksci.com/item_detail.php?cat=8255AH
AK Scientific	M892	https://aksci.com/item_detail.php?cat=M892
Ambeed	A229377	http://www.ambeed.com/search/Search.html?keyword=A229377
Angene	AGN-PC-0SJMCV	http://www.angenechemical.com/productshow/AGN-PC-0SJMCV.html
ApexBio Technology	B5970	https://www.apexbt.com/catalogsearch/result/?q=B5970
ApexBio Technology	N1338	https://www.apexbt.com/catalogsearch/result/?q=N1338
AstaTech	43315	http://astatechinc.com/CPSResult.php?CRNO=43315
AstaTech	FD10130	http://astatechinc.com/CPSResult.php?CRNO=FD10130
Biopurify Phytochemicals	BP1253	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP1253&searchhtmp=simplesearch&t=1
Biopurify Phytochemicals	BP1254	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP1254&searchhtmp=simplesearch&t=1
BioSynth	Q-100313	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-100313
BioSynth	Q-100647	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-100647
BLD Pharm	BD150827	http://www.bldpharm.com/search/Search.html?keyword=BD150827
BLD Pharm	BD39893	http://www.bldpharm.com/search/Search.html?keyword=BD39893
BOC Sciences	112025-60-2	http://www.bocsci.com/description.asp?cas=112025-60-2
BOC Sciences	4752-86-7	http://www.bocsci.com/description.asp?cas=4752-86-7
BOC Sciences	5578-73-4	http://www.bocsci.com/description.asp?cas=5578-73-4
Cayman Chemical	16951	http://www.caymanchem.com/app/template/Product.vm/catalog/16951
Chem Scene	CS-4784	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-4784
eMolecules	1935983	https://orderbb.emolecules.com/search/#?query=1935983
eMolecules	299994993	https://orderbb.emolecules.com/search/#?query=299994993
eMolecules	43298729	https://orderbb.emolecules.com/search/#?query=43298729
eMolecules	531405	https://orderbb.emolecules.com/search/#?query=531405
eMolecules	64094822	https://orderbb.emolecules.com/search/#?query=64094822
Hairui	HR122862	http://www.hairuichem.com/en/product/search.do?q=HR122862
Indofine	21827	https://indofinechemical.com/details.aspx?Sku=021827
Indofine	21845	https://indofinechemical.com/details.aspx?Sku=021845
Lab Network	LN01295316	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01295316
Lab Network	LN01341827	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01341827
Lab Seeker	SC-89839	http://www.labseeker.com/search.php?keywords=SC-89839&category=0
LabSeeker	SC-89839	http://www.labseeker.com/search.php?keywords=SC-89839&category=0
mcule	MCULE-2250564733	https://mcule.com/MCULE-2250564733/
mcule	MCULE-4727720694	https://mcule.com/MCULE-4727720694/
MedChem Express	HY-N0052A	https://www.medchemexpress.com/search.html?q=HY-N0052A&ft=&fa=&fp=
Molnova	M15029	https://www.molnova.com/en/serch-list.html?keywords=M15029
Molnova	M18300	https://www.molnova.com/en/serch-list.html?keywords=M18300
MolPort	MolPort-002-526-863	https://www.molport.com/shop/molecule-link/MolPort-002-526-863
MolPort	MolPort-003-939-254	https://www.molport.com/shop/molecule-link/MolPort-003-939-254
MuseChem	T000041	https://www.musechem.com/product/T000041.html
PI Chemicals	PI-12255	http://www.pipharm.com/catalog_products/PI-12255.html
Ryan Scientific	Liquiritin	https://ryansci.com/products?q=Liquiritin&list_q=&search_type=exact
Ryan Scientific	Vardenafil_HCl_Trihydrate	https://ryansci.com/products?q=Vardenafil_HCl_Trihydrate&list_q=&search_type=exact
Selleck Chemicals	S5452	http://www.selleckchem.com/search.html?searchDTO.searchParam=S5452
Selleck Chemicals	S9032	http://www.selleckchem.com/search.html?searchDTO.searchParam=S9032
ShangHai Biochempartner	BCP13614	http://www.biochempartner.com/search_BCP13614
TargetMol	T0129	https://www.targetmol.com/search?keyword=T0129
TargetMol	T2781	https://www.targetmol.com/search?keyword=T2781
Tetrahedron	TS63770	http://www.thsci.com/search.do?q=TS63770
Tetrahedron	TS79863	http://www.thsci.com/search.do?q=TS79863
TimTec	ST45400009	http://www.echemstore.com/catalogsearch/result/?q=ST45400009
Tocris	2302	https://www.tocris.com/search.php?Type=QuickSearch&Value=2302
Toronto Research Chemicals	S112500	https://www.trc-canada.com/product-detail/?CatNum=S112500
Toronto Research Chemicals	S112505	https://www.trc-canada.com/product-detail/?CatNum=S112505
W&J PharmaChem	50C265943	http://wjpharmachem.com/new/searcht.php?keyword=50C265943
Wonderchem	WD06CIX	http://www.wonder-chem.com/search.html?text=WD06CIX

PubMed

Title	Date	PubMed
Protective effect of bioantioxidants on argemone oil/sanguinarine alkaloid induced genotoxicity in mice.	2006-11-28	16458423
Simultaneous analysis of alkaloids from Zanthoxylum nitidum by high performance liquid chromatography-diode array detector-electrospray tandem mass spectrometry.	2006-09-18	16730156
Safety evaluation studies on argemone oil through dietary exposure for 90days in rats.	2006-07	16554115
Apoptotic response of uveal melanoma cells upon treatment with chelidonine, sanguinarine and chelerythrine.	2006-06-08	16019128
The benzophenanthridine alkaloid sanguinarine perturbs microtubule assembly dynamics through tubulin binding. A possible mechanism for its antiproliferative activity.	2006-05	16649991
Cyclooxygenase 2 rescues LNCaP prostate cancer cells from sanguinarine-induced apoptosis by a mechanism involving inhibition of nitric oxide synthase activity.	2006-04-01	16585199
Development of a kinetic metabolic model: application to Catharanthus roseus hairy root.	2006-04	16453114
The plant alkaloid Sanguinarine affects swine granulosa cell activity.	2006-04	16290068
Disruption of nucleocytoplasmic trafficking of cyclin D1 and topoisomerase II by sanguinarine.	2006-03-02	16512916
Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans.	2006-03	16492529
Differential effects of selected natural compounds with anti-inflammatory activity on the glucocorticoid receptor and NF-kappaB in HeLa cells.	2006-02-01	16289013
Enhancement of UVB radiation-mediated apoptosis by sanguinarine in HaCaT human immortalized keratinocytes.	2006-02	16505117
Investigation of sanguinarine and chelerythrine effects on CYP1A1 expression and activity in human hepatoma cells.	2006-02	16115718
Proapoptotic activity of Ukrain is based on Chelidonium majus L. alkaloids and mediated via a mitochondrial death pathway.	2006-01-17	16417634
A liquid chromatographic-mass spectrometric evidence of dihydrosanguinarine as a first metabolite of sanguinarine transformation in rat.	2006-01-02	16280262
Sanguinarine blocks cytokinesis in bacteria by inhibiting FtsZ assembly and bundling.	2005-12-20	16342949
[Effect of some isoquinoline alkaloids on enzymatic activity of acetylcholinesterase and monoamine oxidase].	2005-12-13	16335248
Correlation of DNA damage in epidemic dropsy patients to carcinogenic potential of argemone oil and isolated sanguinarine alkaloid in mice.	2005-12-10	15981203
Randomized controlled clinical trials on agents used for chemical plaque control.	2005-11	16451305
A rapid and reliable solid-phase extraction method for high-performance liquid chromatographic analysis of opium alkaloids from papaver plants.	2005-11	16272729
Effects of the limited analyte solubility on its mobility and zone shape: electrophoretic behavior of sanguinarine and chelerythrine around pH 7.	2005-09	16143979
[Biosynthesis of poppy isoquinoline alkaloids in nature and in vitro culture. 2. Bracteum poppy (Papaver bracteatum Lindl.)].	2005-08-17	16100895
Sanguinarine activates polycyclic aromatic hydrocarbon associated metabolic pathways in human oral keratinocytes and tissues.	2005-08-14	15993553
Sanguinarine activates polycyclic aromatic hydrocarbon associated metabolic pathways in human oral keratinocytes and tissues.	2005-07-28	15993743
Study of the inhibition of alpha-amylase by the benzo[c]phenanthridine alkaloids sanguinarine and chelerythrine.	2005-06	16119197
Effects of sanguinaria in fluoride-containing dentifrices on the remineralisation of subsurface carious lesion in vitro.	2005-06	15997962
The benzo[c]phenanthridine alkaloid, sanguinarine, is a selective, cell-active inhibitor of mitogen-activated protein kinase phosphatase-1.	2005-05-13	15753082
Sanguinarine biosynthesis is associated with the endoplasmic reticulum in cultured opium poppy cells after elicitor treatment.	2005-05	15849302
Capillary zone electrophoretic studies of interactions of some quaternary isoquinoline alkaloids with DNA constituents and DNA.	2005-05	15812846
In situ extraction strategy affects benzophenanthridine alkaloid production fluxes in suspension cultures of Eschscholtzia californica.	2005-02-05	15744839
Immunohistochemical assessment of Viadent-associated leukoplakia.	2005-02	15695122
Reversal of a full-length mutant huntingtin neuronal cell phenotype by chemical inhibitors of polyglutamine-mediated aggregation.	2005-01-13	15649316
In vivo DNA damaging potential of sanguinarine alkaloid, isolated from argemone oil, using alkaline Comet assay in mice.	2005-01	15582207
[Effect of alkaloid sanguinarine and a pharmaceutical preparation ukrain on modulation of vesicular membrane fusion and actin cytoskeleton of macrophages].	2005	16711384
Induction of contracture and extracellular Ca2+ influx in cardiac muscle by sanguinarine: a study on cardiotoxicity of sanguinarine.	2005	15920678
Unequivocal evidence of genotoxic potential of argemone oil in mice.	2004-12-10	15386392
Aggregation and other intermolecular interactions of biological buffers observed by capillary electrophoresis and UV photometry.	2004-10-08	15532558
Molecular cloning and characterization of norcoclaurine synthase, an enzyme catalyzing the first committed step in benzylisoquinoline alkaloid biosynthesis.	2004-10	15447655
Effect of chemopreventive agents on glutathione S-transferase P1-1 gene expression mechanisms via activating protein 1 and nuclear factor kappaB inhibition.	2004-09-15	15313406
Sanguinarine: an evaluation of in vivo cytogenetic activity.	2004-09-12	15324751
Sanguinarine causes cell cycle blockade and apoptosis of human prostate carcinoma cells via modulation of cyclin kinase inhibitor-cyclin-cyclin-dependent kinase machinery.	2004-08	15299076
Involvement of cytochrome P450 1A in sanguinarine detoxication.	2004-07-15	15183462
Chelerythrine and other benzophenanthridine alkaloids block the human P2X7 receptor.	2004-07	15210579
Capillary electrophoretic studies of acid-base properties of sanguinarine and chelerythrine alkaloids.	2004-06-18	15248434
Suppression of angiogenesis by the plant alkaloid, sanguinarine.	2004-04-30	15063803
Natural antimycobacterial metabolites: current status.	2004-04	15110681
Isopanduratin A from Kaempferia pandurata as an active antibacterial agent against cariogenic Streptococcus mutans.	2004-04	15081087
Hairy root induction of Papaver somniferum var. album, a difficult-to-transform plant, by A rhizogenes LBA 9402.	2004-03	14740216
Local anti-infective therapy: pharmacological agents. A systematic review.	2003-12	14971250
[Inhibition of liver mitochondrial monoamine oxidase activity by alkaloids isolated from Chelidonium and Macleaya and by their derivative drugs].	2003	14989176

Patents

Sample Use Guides

In Vivo Use Guide

15 ml (0.03%) bid for two consecutive rinses of 15 seconds each

Route of Administration: Dental

In Vitro Use Guide

Sanguinarine showed cytotoxicity toward HL60 cells with an IC50 value of 0.37 uM. Fluorescence microscope observation allowed the visualization of apoptotic cells with condensed and fragmented nuclei in HL60 cells. They were observed in HL60 cells treated for 6h with 1 uM sanguinarine.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:33:51 GMT 2025` Edited by `admin` on `Mon Mar 31 17:33:51 GMT 2025`
Record UNII	AV9VK043SS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SANGUINARIUM

Common Name

English

SANGUINARINE

Preferred Name

English

SANGROVIT

Common Name

English

(1,3)BENZODIOXOLO(5,6-C)-1,3-DIOXOLO(4,5-I)PHENANTHRIDINIUM, 13-METHYL-

Systematic Name

English

PSEUDOCHELERYTHRINE

Common Name

English

SANGUINARINE [MI]

Common Name

English

Sanguinarine [WHO-DD]

Common Name

English

SANGUINARIN

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C221