Norsanguinarine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	0a7c10db-eccd-4754-8465-b0d1941a1b20
Taxonomy	Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
IUPAC Name	5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene
SMILES (Canonical)	C1OC2=C(O1)C3=CN=C4C(=C3C=C2)C=CC5=CC6=C(C=C54)OCO6
SMILES (Isomeric)	C1OC2=C(O1)C3=CN=C4C(=C3C=C2)C=CC5=CC6=C(C=C54)OCO6
InChI	InChI=1S/C19H11NO4/c1-2-12-11-3-4-15-19(24-9-21-15)14(11)7-20-18(12)13-6-17-16(5-10(1)13)22-8-23-17/h1-7H,8-9H2
InChI Key	CNXVDVMAYXLWPD-UHFFFAOYSA-N
Popularity	5 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₁NO₄
Molecular Weight	317.30 g/mol
Exact Mass	317.06880783 g/mol
Topological Polar Surface Area (TPSA)	49.80 Å²
XlogP	4.30
Atomic LogP (AlogP)	4.00
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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522-30-5

Sanguinarine, 13-demethyl-

(1,3)Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridine

1,3-Dioxolo[i][1,3]dioxolo[4,5]benzo[1,2-c]phenanthridine

NSC 143762

[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine

1,3-Dioxolo(i)(1,3)dioxolo(4,5)benzo(1,2-c)phenanthridine

5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene

[1,3]Dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridine

5157-23-3

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.7732	77.32%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7139	71.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9525	95.25%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7578	75.78%
P-glycoprotein inhibitior	-	0.4809	48.09%
P-glycoprotein substrate	-	0.9009	90.09%
CYP3A4 substrate	-	0.5929	59.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7715	77.15%
CYP3A4 inhibition	+	0.8268	82.68%
CYP2C9 inhibition	+	0.5974	59.74%
CYP2C19 inhibition	+	0.7435	74.35%
CYP2D6 inhibition	+	0.7803	78.03%
CYP1A2 inhibition	+	0.9576	95.76%
CYP2C8 inhibition	-	0.6017	60.17%
CYP inhibitory promiscuity	+	0.8333	83.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4824	48.24%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.5101	51.01%
Skin irritation	-	0.6039	60.39%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6722	67.22%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7769	77.69%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5992	59.92%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.9213	92.13%
Androgen receptor binding	+	0.8087	80.87%
Thyroid receptor binding	+	0.7914	79.14%
Glucocorticoid receptor binding	+	0.8841	88.41%
Aromatase binding	+	0.7620	76.20%
PPAR gamma	+	0.9111	91.11%
Honey bee toxicity	-	0.8549	85.49%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	-	0.4200	42.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	96.62%	85.30%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.78%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.22%	94.45%
CHEMBL2039	P27338	Monoamine oxidase B	91.73%	92.51%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.62%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.33%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.05%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.69%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	87.60%	83.82%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.54%	80.96%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	87.06%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.63%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.39%	94.00%
CHEMBL2535	P11166	Glucose transporter	85.51%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.41%	95.78%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	84.65%	93.24%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.46%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.37%	82.67%
CHEMBL3401	O75469	Pregnane X receptor	81.96%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.82%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.42%	89.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.25%	89.44%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.24%	96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Dactylicapnos torulosa

Eschscholzia californica

Fumaria indica

Fumaria vaillantii

Glaucium flavum