16-Methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene-11,17-diol

Details

• Internal ID: 472e469a-91d6-4ad4-a7d5-57b2936d457a
• Taxonomy: Organoheterocyclic compounds > Dihydroisoquinolines
• IUPAC Name: 16-methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene-11,17-diol
• SMILES (Canonical): COC1=C(C=CC2=CC3=[N+](CC(C4=CC5=C(C=C43)OCO5)O)C=C21)O
• SMILES (Isomeric): COC1=C(C=CC2=CC3=[N+](CC(C4=CC5=C(C=C43)OCO5)O)C=C21)O
• InChI: InChI=1S/C19H15NO5/c1-23-19-13-7-20-8-16(22)12-6-18-17(24-9-25-18)5-11(12)14(20)4-10(13)2-3-15(19)21/h2-7,16,22H,8-9H2,1H3/p+1
• InChI Key: LQGRWSKECPQNES-UHFFFAOYSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆NO₅+
• Molecular Weight: 338.30 g/mol
• Exact Mass: 338.10284761 g/mol
• Topological Polar Surface Area (TPSA): 72.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6293	62.93%
Caco-2	+	0.6983	69.83%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3811	38.11%
OATP2B1 inhibitior	-	0.8689	86.89%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6730	67.30%
P-glycoprotein inhibitior	-	0.6631	66.31%
P-glycoprotein substrate	-	0.7675	76.75%
CYP3A4 substrate	+	0.5678	56.78%
CYP2C9 substrate	-	0.7991	79.91%
CYP2D6 substrate	-	0.7515	75.15%
CYP3A4 inhibition	-	0.7954	79.54%
CYP2C9 inhibition	-	0.7667	76.67%
CYP2C19 inhibition	+	0.6318	63.18%
CYP2D6 inhibition	+	0.7434	74.34%
CYP1A2 inhibition	+	0.7744	77.44%
CYP2C8 inhibition	+	0.5282	52.82%
CYP inhibitory promiscuity	+	0.6770	67.70%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4230	42.30%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.7999	79.99%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8258	82.58%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8634	86.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.7129	71.29%
Estrogen receptor binding	+	0.8687	86.87%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	+	0.7391	73.91%
Glucocorticoid receptor binding	+	0.8761	87.61%
Aromatase binding	+	0.6387	63.87%
PPAR gamma	+	0.8235	82.35%
Honey bee toxicity	-	0.8696	86.96%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.7923	79.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.61%	96.77%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.78%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.69%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.49%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.24%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.04%	94.80%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.78%	80.78%
CHEMBL3438	Q05513	Protein kinase C zeta	84.73%	88.48%
CHEMBL1951	P21397	Monoamine oxidase A	84.40%	91.49%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.11%	82.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.58%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.37%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.34%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.96%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.74%	96.09%
CHEMBL2535	P11166	Glucose transporter	82.29%	98.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.04%	83.57%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.82%	85.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Nandina domestica
• Thalictrum fendleri
• Thalictrum foliolosum
• Thalictrum minus

Cross-Links

• PubChem: 12443385
• LOTUS: LTS0230225
• wikiData: Q104250220