(1S)-1-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol

Details

• Internal ID: a33977ca-ca99-4751-9dc3-bdf6ea8aeae7
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S)-1-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)O)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)O)OC)O)OC
• InChI: InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-16(21)18(9-12)23-2/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1
• InChI Key: RUPUUZZJJXCDHS-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.40 g/mol
• Exact Mass: 329.16270821 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8711	87.11%
Caco-2	+	0.7392	73.92%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6236	62.36%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9543	95.43%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6362	63.62%
P-glycoprotein inhibitior	-	0.6111	61.11%
P-glycoprotein substrate	+	0.5126	51.26%
CYP3A4 substrate	+	0.6021	60.21%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8811	88.11%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.8239	82.39%
CYP2D6 inhibition	+	0.9196	91.96%
CYP1A2 inhibition	+	0.7388	73.88%
CYP2C8 inhibition	-	0.5816	58.16%
CYP inhibitory promiscuity	-	0.8888	88.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6977	69.77%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8960	89.60%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9189	91.89%
Acute Oral Toxicity (c)	III	0.7612	76.12%
Estrogen receptor binding	+	0.7066	70.66%
Androgen receptor binding	-	0.6798	67.98%
Thyroid receptor binding	+	0.6960	69.60%
Glucocorticoid receptor binding	+	0.6867	68.67%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	+	0.7504	75.04%
Honey bee toxicity	-	0.9047	90.47%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8782	87.82%

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	99.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.78%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.05%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.61%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.43%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.69%	94.00%
CHEMBL4208	P20618	Proteasome component C5	87.58%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.45%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.52%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.60%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.06%	99.17%
CHEMBL2056	P21728	Dopamine D1 receptor	83.99%	91.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.76%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.70%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.82%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	81.35%	91.49%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.86%	91.03%

Plants that contains it

• Alstonia angustiloba
• Amphiachyris dracunculoides
• Annona cherimola
• Baccharis grandicapitulata
• Beesia calthifolia
• Boschniakia rossica
• Botrychium ternatum
• Bursera kerberi
• Clerodendrum trichotomum
• Clinacanthus nutans
• Crotalaria stolzii
• Curcuma aeruginosa
• Delphinium giraldii
• Eucalyptus albens
• Euonymus fortunei
• Euploca racemosa
• Hedysarum gmelinii
• Helenium integrifolium
• Juniperus scopulorum
• Lasianthaea podocephala
• Lupinus cosentinii
• Melampodium leucanthum
• Myrica pensylvanica
• Neopallasia pectinata
• Papaver pseudocanescens
• Pellacalyx axillaris
• Peperomia filiformis
• Phlomis crinita
• Psidium acutangulum
• Pyrolirion flavum
• Renealmia alpinia
• Rhododendron mucronulatum
• Seseli libanotis
• Sideritis dasygnaphala
• Stellaria media
• Tephroseris kirilowii
• Tephroseris palustris

Cross-Links

• PubChem: 14357385
• NPASS: NPC45242
• LOTUS: LTS0191136
• wikiData: Q105245735