(1S)-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-3,4-dihydro-1H-isoquinolin-2-ium-8-ol

Details

• Internal ID: 784c69a2-ad80-424e-9c8c-c871d0eb588e
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S)-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-3,4-dihydro-1H-isoquinolin-2-ium-8-ol
• SMILES (Canonical): C[N+]1(CCC2=C(C1CC3=CC=C(C=C3)O)C(=C(C=C2)OC)O)C
• SMILES (Isomeric): C[N+]1(CCC2=C([C@@H]1CC3=CC=C(C=C3)O)C(=C(C=C2)OC)O)C
• InChI: InChI=1S/C19H23NO3/c1-20(2)11-10-14-6-9-17(23-3)19(22)18(14)16(20)12-13-4-7-15(21)8-5-13/h4-9,16H,10-12H2,1-3H3,(H-,21,22)/p+1/t16-/m0/s1
• InChI Key: POJZOQWVMMYVBU-INIZCTEOSA-O
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄NO₃+
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.17561863 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 60008-01-7
• Oblongine chloride
• (1S)-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-3,4-dihydro-1H-isoquinolin-2-ium-8-ol
• CID 173713
• Isoquinolinium, 1,2,3,4-tetrahydro-8-hydroxy-1-((4-hydroxyphenyl)methyl)-7-methoxy-2,2-dimethyl-
• DTXSID70208713
• AKOS032948179

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9607	96.07%
Caco-2	+	0.8957	89.57%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5364	53.64%
P-glycoprotein inhibitior	-	0.6498	64.98%
P-glycoprotein substrate	-	0.5978	59.78%
CYP3A4 substrate	+	0.6073	60.73%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.9545	95.45%
CYP2C9 inhibition	-	0.8848	88.48%
CYP2C19 inhibition	-	0.8453	84.53%
CYP2D6 inhibition	-	0.5304	53.04%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	+	0.7590	75.90%
CYP inhibitory promiscuity	-	0.9173	91.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6997	69.97%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8271	82.71%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7793	77.93%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9461	94.61%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.6006	60.06%
Androgen receptor binding	+	0.7510	75.10%
Thyroid receptor binding	+	0.6627	66.27%
Glucocorticoid receptor binding	+	0.5399	53.99%
Aromatase binding	+	0.7236	72.36%
PPAR gamma	+	0.7243	72.43%
Honey bee toxicity	-	0.8884	88.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	+	0.9169	91.69%

Targets

Proven Targets:

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	98.41%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.93%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.48%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.01%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.23%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.80%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.07%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.41%	92.94%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.28%	92.68%
CHEMBL2535	P11166	Glucose transporter	84.09%	98.75%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	83.86%	99.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.64%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.14%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.55%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.80%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.20%	93.10%
CHEMBL4208	P20618	Proteasome component C5	80.08%	90.00%

Plants that contains it

• Berberis heteropoda
• Berberis integerrima
• Leontice leontopetalum
• Litsea cubeba
• Magnolia obovata
• Magnolia officinalis
• Phellodendron amurense
• Phellodendron chinense
• Stephania cephalantha
• Stephania tetrandra
• Trivalvaria costata
• Xylopia parviflora
• Zanthoxylum gilletii
• Zanthoxylum usambarense

Cross-Links

• PubChem: 173713
• NPASS: NPC85130
• LOTUS: LTS0189197
• wikiData: Q72497009