Oxoglaucine

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	7de4cd19-634f-4a58-b3d3-21a06033cf16
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	4,5,15,16-tetramethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one
SMILES (Canonical)	COC1=C(C2=C3C(=C1)C=CN=C3C(=O)C4=CC(=C(C=C42)OC)OC)OC
SMILES (Isomeric)	COC1=C(C2=C3C(=C1)C=CN=C3C(=O)C4=CC(=C(C=C42)OC)OC)OC
InChI	InChI=1S/C20H17NO5/c1-23-13-8-11-12(9-14(13)24-2)19(22)18-16-10(5-6-21-18)7-15(25-3)20(26-4)17(11)16/h5-9H,1-4H3
InChI Key	ZYKCETVKVRJFGD-UHFFFAOYSA-N
Popularity	33 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₁₇NO₅
Molecular Weight	351.40 g/mol
Exact Mass	351.11067264 g/mol
Topological Polar Surface Area (TPSA)	66.90 Å²
XlogP	3.50
Atomic LogP (AlogP)	3.48
H-Bond Acceptor	6
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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5574-24-3

O-Methylatheroline

ATHEROLINE, O-METHYL

1,2,9,10-Tetramethoxy-7H-dibenzo[de,g]quinolin-7-one

MLS000574946

4,5,15,16-tetramethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one

SMR000156317

7H-Dibenzo[de,g]quinolin-7-one, 1,2,9,10-tetramethoxy-

Noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2,9,10-tetramethoxy-

1,2,9,10-Tetramethoxy-7H-Dibenzo(de,g)quinolin-7-one

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	+	0.9925	99.25%
Caco-2	+	0.8691	86.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5927	59.27%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9456	94.56%
OATP1B3 inhibitior	+	0.9788	97.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6277	62.77%
P-glycoprotein inhibitior	-	0.4290	42.90%
P-glycoprotein substrate	-	0.8287	82.87%
CYP3A4 substrate	+	0.5423	54.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7304	73.04%
CYP3A4 inhibition	+	0.7897	78.97%
CYP2C9 inhibition	-	0.9146	91.46%
CYP2C19 inhibition	+	0.5231	52.31%
CYP2D6 inhibition	-	0.8268	82.68%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.6803	68.03%
CYP inhibitory promiscuity	+	0.7384	73.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9610	96.10%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	-	0.9912	99.12%
Eye irritation	+	0.6061	60.61%
Skin irritation	-	0.8235	82.35%
Skin corrosion	-	0.9833	98.33%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5121	51.21%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.7907	79.07%
skin sensitisation	-	0.9563	95.63%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4780	47.80%
Acute Oral Toxicity (c)	II	0.4618	46.18%
Estrogen receptor binding	+	0.9261	92.61%
Androgen receptor binding	-	0.5612	56.12%
Thyroid receptor binding	+	0.8157	81.57%
Glucocorticoid receptor binding	+	0.9100	91.00%
Aromatase binding	+	0.7550	75.50%
PPAR gamma	+	0.7807	78.07%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.4891	48.91%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	3162.3 nM 8912.5 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4801	P29466	Caspase-1	39810.7 nM	Potency	via CMAUP
CHEMBL5747	Q92793	CREB-binding protein	158.5 nM 1000 nM 158.5 nM 3162.3 nM	Potency Potency Potency Potency	via Super-PRED via CMAUP via CMAUP via CMAUP
CHEMBL3622	P33261	Cytochrome P450 2C19	12589.3 nM	Potency	via CMAUP
CHEMBL3397	P11712	Cytochrome P450 2C9	39810.7 nM	Potency	via CMAUP
CHEMBL289	P10635	Cytochrome P450 2D6	10000 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	2511.9 nM 2511.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	12589.3 nM	Potency	via CMAUP
CHEMBL1293299	Q03164	Histone-lysine N-methyltransferase MLL	15848.9 nM	Potency	via CMAUP
CHEMBL5514	P42858	Huntingtin	1778.3 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	15848.9 nM 22387.2 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	31622.8 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	8912.5 nM 7079.5 nM 6309.6 nM	Potency Potency Potency	via CMAUP via CMAUP via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	3548.1 nM	Potency	via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	1000 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.51%	94.00%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	93.90%	86.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.77%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.21%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.62%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.29%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.21%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	87.87%	92.98%
CHEMBL2535	P11166	Glucose transporter	87.06%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.96%	94.42%
CHEMBL1937	Q92769	Histone deacetylase 2	85.59%	94.75%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.56%	92.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	85.23%	96.47%
CHEMBL2581	P07339	Cathepsin D	84.49%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.43%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.21%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.95%	100.00%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	81.76%	81.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.89%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.70%	99.17%

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.

Alstonia angustiloba

Amphiachyris dracunculoides

Baccharis grandicapitulata

Beesia calthifolia

Boschniakia rossica

Botrychium ternatum