14,15-Dimethoxy-10-methyl-8-oxo-10-azoniatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9,11,13(17),14-octaen-16-olate

Details

• Internal ID: 396df6c1-4439-4991-b25e-5c52dad28490
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 14,15-dimethoxy-10-methyl-8-oxo-10-azoniatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9,11,13(17),14-octaen-16-olate
• SMILES (Canonical): C[N+]1=C2C3=C(C=C1)C(=C(C(=C3C4=CC=CC=C4C2=O)[O-])OC)OC
• SMILES (Isomeric): C[N+]1=C2C3=C(C=C1)C(=C(C(=C3C4=CC=CC=C4C2=O)[O-])OC)OC
• InChI: InChI=1S/C19H15NO4/c1-20-9-8-12-13-14(17(22)19(24-3)18(12)23-2)10-6-4-5-7-11(10)16(21)15(13)20/h4-9H,1-3H3
• InChI Key: KNSXQRFOQQXLSE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₅NO₄
• Molecular Weight: 321.30 g/mol
• Exact Mass: 321.10010796 g/mol
• Topological Polar Surface Area (TPSA): 62.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7593	75.93%
Caco-2	+	0.8872	88.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Nucleus	0.7059	70.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7112	71.12%
P-glycoprotein inhibitior	-	0.5809	58.09%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.5735	57.35%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.6506	65.06%
CYP2C9 inhibition	-	0.9588	95.88%
CYP2C19 inhibition	-	0.7461	74.61%
CYP2D6 inhibition	-	0.8264	82.64%
CYP1A2 inhibition	+	0.7458	74.58%
CYP2C8 inhibition	-	0.7612	76.12%
CYP inhibitory promiscuity	+	0.5472	54.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4844	48.44%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.5523	55.23%
Skin irritation	-	0.8282	82.82%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	+	0.6836	68.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7708	77.08%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9384	93.84%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4652	46.52%
Acute Oral Toxicity (c)	III	0.6449	64.49%
Estrogen receptor binding	+	0.8323	83.23%
Androgen receptor binding	+	0.5947	59.47%
Thyroid receptor binding	+	0.7062	70.62%
Glucocorticoid receptor binding	+	0.9194	91.94%
Aromatase binding	+	0.6428	64.28%
PPAR gamma	+	0.7199	71.99%
Honey bee toxicity	-	0.6719	67.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	-	0.4664	46.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	91.31%	96.67%
CHEMBL2535	P11166	Glucose transporter	91.27%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.44%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	84.85%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.03%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.42%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.10%	89.00%

Plants that contains it

• Telitoxicum glaziovii

Cross-Links

• PubChem: 10519789
• LOTUS: LTS0091780
• wikiData: Q105143563