6,7-Dimethoxy-3,4-dihydroisoquinolin-8-ol

Details

• Internal ID: f28aaf46-634c-4d70-b66a-5abda390685c
• Taxonomy: Organoheterocyclic compounds > Dihydroisoquinolines
• IUPAC Name: 6,7-dimethoxy-3,4-dihydroisoquinolin-8-ol
• SMILES (Canonical): COC1=C(C(=C2C=NCCC2=C1)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C=NCCC2=C1)O)OC
• InChI: InChI=1S/C11H13NO3/c1-14-9-5-7-3-4-12-6-8(7)10(13)11(9)15-2/h5-6,13H,3-4H2,1-2H3
• InChI Key: DENICYLUHIGMFN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23 g/mol
• Exact Mass: 207.08954328 g/mol
• Topological Polar Surface Area (TPSA): 51.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9593	95.93%
Caco-2	+	0.6927	69.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8580	85.80%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8647	86.47%
P-glycoprotein inhibitior	-	0.9559	95.59%
P-glycoprotein substrate	-	0.8414	84.14%
CYP3A4 substrate	-	0.5176	51.76%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.6579	65.79%
CYP3A4 inhibition	-	0.6201	62.01%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.7237	72.37%
CYP2D6 inhibition	-	0.5778	57.78%
CYP1A2 inhibition	+	0.7733	77.33%
CYP2C8 inhibition	-	0.5857	58.57%
CYP inhibitory promiscuity	-	0.7508	75.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9626	96.26%
Eye irritation	+	0.7511	75.11%
Skin irritation	-	0.6573	65.73%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5806	58.06%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.8371	83.71%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8342	83.42%
Acute Oral Toxicity (c)	III	0.5803	58.03%
Estrogen receptor binding	-	0.5498	54.98%
Androgen receptor binding	-	0.7035	70.35%
Thyroid receptor binding	-	0.5842	58.42%
Glucocorticoid receptor binding	-	0.6212	62.12%
Aromatase binding	-	0.6469	64.69%
PPAR gamma	-	0.7278	72.78%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	-	0.8721	87.21%

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	96.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.51%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.87%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.14%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.78%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.47%	92.68%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.33%	93.99%
CHEMBL4208	P20618	Proteasome component C5	80.08%	90.00%

Plants that contains it

• Lophophora williamsii

Cross-Links

• PubChem: 135817517
• LOTUS: LTS0202677
• wikiData: Q104977391