(R)-2-Methyl-1,2,3,4-tetrahydroisoquinoline-4,8-diol

Details

• Internal ID: f8b38fd3-8262-4d45-8040-d09c94ddd03f
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: (4R)-2-methyl-3,4-dihydro-1H-isoquinoline-4,8-diol
• SMILES (Canonical): CN1CC(C2=C(C1)C(=CC=C2)O)O
• SMILES (Isomeric): CN1C[C@@H](C2=C(C1)C(=CC=C2)O)O
• InChI: InChI=1S/C10H13NO2/c1-11-5-8-7(10(13)6-11)3-2-4-9(8)12/h2-4,10,12-13H,5-6H2,1H3/t10-/m0/s1
• InChI Key: BVGIYKRHRXZGIO-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22 g/mol
• Exact Mass: 179.094628657 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (R)-2-Methyl-1,2,3,4-tetrahydroisoquinoline-4,8-diol
• 57236-57-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	+	0.7763	77.63%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6158	61.58%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9634	96.34%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9621	96.21%
P-glycoprotein inhibitior	-	0.9894	98.94%
P-glycoprotein substrate	-	0.7164	71.64%
CYP3A4 substrate	-	0.5194	51.94%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	+	0.6471	64.71%
CYP3A4 inhibition	-	0.9612	96.12%
CYP2C9 inhibition	-	0.8930	89.30%
CYP2C19 inhibition	-	0.7771	77.71%
CYP2D6 inhibition	+	0.5185	51.85%
CYP1A2 inhibition	+	0.5851	58.51%
CYP2C8 inhibition	-	0.9350	93.50%
CYP inhibitory promiscuity	-	0.9141	91.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6047	60.47%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.6468	64.68%
Skin irritation	-	0.6844	68.44%
Skin corrosion	-	0.8334	83.34%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6565	65.65%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8228	82.28%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7426	74.26%
Acute Oral Toxicity (c)	III	0.6027	60.27%
Estrogen receptor binding	-	0.9028	90.28%
Androgen receptor binding	-	0.7960	79.60%
Thyroid receptor binding	-	0.8062	80.62%
Glucocorticoid receptor binding	-	0.8658	86.58%
Aromatase binding	-	0.8646	86.46%
PPAR gamma	-	0.7057	70.57%
Honey bee toxicity	-	0.9733	97.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.8814	88.14%

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	96.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.32%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.81%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.12%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.44%	93.40%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.52%	93.65%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.12%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.09%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.36%	91.11%

Plants that contains it

• Mammillaria longimamma

Cross-Links

• PubChem: 92469131
• LOTUS: LTS0099481
• wikiData: Q104946542