(1R,12S)-16-methoxy-1-methyl-5,7-dioxa-1-azoniapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaen-15-ol

Details

• Internal ID: f3f8298a-6eef-478d-80fd-10de615f6ed7
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: (1R,12S)-16-methoxy-1-methyl-5,7-dioxa-1-azoniapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaen-15-ol
• SMILES (Canonical): C[N+]12CCC3=CC(=C(C=C3C1CC4=CC5=C(C=C24)OCO5)O)OC
• SMILES (Isomeric): C[N@@+]12CCC3=CC(=C(C=C3[C@@H]1CC4=CC5=C(C=C24)OCO5)O)OC
• InChI: InChI=1S/C19H19NO4/c1-20-4-3-11-6-17(22-2)16(21)8-13(11)15(20)5-12-7-18-19(9-14(12)20)24-10-23-18/h6-9,15H,3-5,10H2,1-2H3/p+1/t15-,20-/m0/s1
• InChI Key: IKSFKQZQIJEJKE-YWZLYKJASA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀NO₄+
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.13923312 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9425	94.25%
Caco-2	+	0.7365	73.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4270	42.70%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6015	60.15%
P-glycoprotein inhibitior	-	0.4688	46.88%
P-glycoprotein substrate	-	0.7651	76.51%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	+	0.3874	38.74%
CYP3A4 inhibition	+	0.6145	61.45%
CYP2C9 inhibition	-	0.9188	91.88%
CYP2C19 inhibition	-	0.6049	60.49%
CYP2D6 inhibition	+	0.7316	73.16%
CYP1A2 inhibition	-	0.5863	58.63%
CYP2C8 inhibition	-	0.5730	57.30%
CYP inhibitory promiscuity	-	0.7249	72.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5835	58.35%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.5265	52.65%
Skin irritation	-	0.7854	78.54%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4387	43.87%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6959	69.59%
Acute Oral Toxicity (c)	III	0.6795	67.95%
Estrogen receptor binding	+	0.8575	85.75%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7774	77.74%
Glucocorticoid receptor binding	+	0.7943	79.43%
Aromatase binding	+	0.5188	51.88%
PPAR gamma	+	0.7299	72.99%
Honey bee toxicity	-	0.8116	81.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	+	0.9508	95.08%

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	98.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	93.35%	82.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.46%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.15%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.70%	92.62%
CHEMBL261	P00915	Carbonic anhydrase I	90.58%	96.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.56%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	89.18%	88.48%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.98%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.16%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.28%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.62%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.76%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.46%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.82%	96.86%
CHEMBL2056	P21728	Dopamine D1 receptor	83.01%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.14%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.57%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.19%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.82%	89.50%

Plants that contains it

• Cryptocarya phyllostemon
• Isodon lophanthoides

Cross-Links

• PubChem: 14108645
• LOTUS: LTS0190303
• wikiData: Q105154969