O-Methylbulbocapnine

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	30be704a-87eb-4f29-8fa5-86cbb2ada11e
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12S)-17,18-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C2C1CC5=C4C(=C(C=C5)OC)OC)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=C4C(=C(C=C5)OC)OC)OCO3
InChI	InChI=1S/C20H21NO4/c1-21-7-6-12-9-15-20(25-10-24-15)18-16(12)13(21)8-11-4-5-14(22-2)19(23-3)17(11)18/h4-5,9,13H,6-8,10H2,1-3H3/t13-/m0/s1
InChI Key	GDVPELGSXTWKDA-ZDUSSCGKSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₁NO₄
Molecular Weight	339.40 g/mol
Exact Mass	339.14705815 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	3.20
Atomic LogP (AlogP)	3.18
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline, 6,7,7a,8-tetrahydro-11,12-dimethoxy-7-methyl-, (7aS)-

CHEMBL464955

NSC785162

AKOS000277289

NSC-785162

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	+	0.9459	94.59%
Caco-2	+	0.9389	93.89%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.5163	51.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9496	94.96%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7938	79.38%
P-glycoprotein inhibitior	-	0.6885	68.85%
P-glycoprotein substrate	-	0.7914	79.14%
CYP3A4 substrate	+	0.6064	60.64%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	+	0.6228	62.28%
CYP2C9 inhibition	-	0.8237	82.37%
CYP2C19 inhibition	+	0.7057	70.57%
CYP2D6 inhibition	+	0.7688	76.88%
CYP1A2 inhibition	-	0.7119	71.19%
CYP2C8 inhibition	-	0.8084	80.84%
CYP inhibitory promiscuity	-	0.5422	54.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5880	58.80%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9602	96.02%
Skin irritation	-	0.8002	80.02%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8213	82.13%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8694	86.94%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8420	84.20%
Acute Oral Toxicity (c)	III	0.7399	73.99%
Estrogen receptor binding	+	0.6769	67.69%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5275	52.75%
Glucocorticoid receptor binding	+	0.8051	80.51%
Aromatase binding	-	0.6174	61.74%
PPAR gamma	+	0.7368	73.68%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9362	93.62%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.78%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.58%	96.77%
CHEMBL261	P00915	Carbonic anhydrase I	97.22%	96.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.75%	93.40%
CHEMBL217	P14416	Dopamine D2 receptor	91.84%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.94%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.94%	89.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	90.66%	96.86%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.38%	82.38%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.36%	82.67%
CHEMBL2056	P21728	Dopamine D1 receptor	90.16%	91.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.93%	83.82%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.80%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.63%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.06%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.75%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.13%	94.00%
CHEMBL4208	P20618	Proteasome component C5	86.93%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.04%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.60%	89.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.67%	90.95%
CHEMBL5747	Q92793	CREB-binding protein	82.90%	95.12%
CHEMBL3438	Q05513	Protein kinase C zeta	82.57%	88.48%
CHEMBL240	Q12809	HERG	82.34%	89.76%
CHEMBL1951	P21397	Monoamine oxidase A	82.14%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.97%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.39%	100.00%

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.

Avena fatua

Corydalis ternata

Corydalis turtschaninovii