Dehydrodicentrine

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	c31f228e-bfdb-4b52-908a-7a16fd0ae9d0
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(19),2(6),7,12(20),13,15,17-heptaene
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C5C=C(C(=CC5=CC1=C24)OC)OC)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C5C=C(C(=CC5=CC1=C24)OC)OC)OCO3
InChI	InChI=1S/C20H19NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h6-9H,4-5,10H2,1-3H3
InChI Key	HIZKFQOZVOUKDP-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₁₉NO₄
Molecular Weight	337.40 g/mol
Exact Mass	337.13140809 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	4.30
Atomic LogP (AlogP)	3.73
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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19843-03-9

Dicentrine, dehydro-

5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7-dihydro-10,11-dimethoxy-7-methyl-

16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(19),2(6),7,12(20),13,15,17-heptaene

6,7-Dihydro-10,11-dimethoxy-7-methyl-5H-benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline

5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline, 6,7-dihydro-10,11-dimethoxy-7-methyl- (9CI)

5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline, 6,7-dihydro-10,11-diMethoxy-7-Methyl-

CHEMBL456942

DTXSID20173588

AKOS030573622

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	+	0.9310	93.10%
Caco-2	+	0.9234	92.34%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5126	51.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9334	93.34%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7533	75.33%
P-glycoprotein inhibitior	-	0.4581	45.81%
P-glycoprotein substrate	-	0.5911	59.11%
CYP3A4 substrate	+	0.5554	55.54%
CYP2C9 substrate	+	0.5824	58.24%
CYP2D6 substrate	+	0.5951	59.51%
CYP3A4 inhibition	+	0.7445	74.45%
CYP2C9 inhibition	+	0.5862	58.62%
CYP2C19 inhibition	+	0.8282	82.82%
CYP2D6 inhibition	+	0.7648	76.48%
CYP1A2 inhibition	-	0.5462	54.62%
CYP2C8 inhibition	-	0.7734	77.34%
CYP inhibitory promiscuity	+	0.5714	57.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5286	52.86%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8621	86.21%
Skin irritation	-	0.7821	78.21%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3608	36.08%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.8629	86.29%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7955	79.55%
Acute Oral Toxicity (c)	III	0.7455	74.55%
Estrogen receptor binding	+	0.8553	85.53%
Androgen receptor binding	+	0.5637	56.37%
Thyroid receptor binding	+	0.6580	65.80%
Glucocorticoid receptor binding	+	0.8461	84.61%
Aromatase binding	+	0.6711	67.11%
PPAR gamma	+	0.7787	77.87%
Honey bee toxicity	-	0.8670	86.70%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8427	84.27%

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
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.39%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.05%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.00%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.83%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.36%	92.62%
CHEMBL230	P35354	Cyclooxygenase-2	88.96%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	87.30%	95.12%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.10%	90.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.25%	82.67%
CHEMBL2581	P07339	Cathepsin D	86.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.34%	94.45%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.43%	92.38%
CHEMBL4208	P20618	Proteasome component C5	84.40%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.93%	89.62%
CHEMBL2056	P21728	Dopamine D1 receptor	83.28%	91.00%
CHEMBL6031	Q9H9B1	Histone-lysine N-methyltransferase, H3 lysine-9 specific 5	81.71%	94.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.34%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.81%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.75%	89.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.64%	82.38%

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.