(6R)-6-[(1R)-6-hydroxy-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one

Details

• Internal ID: 6fc54f3e-2e4e-485b-b636-dabeb5f56a63
• Taxonomy: Alkaloids and derivatives > Phthalide isoquinolines
• IUPAC Name: (6R)-6-[(1R)-6-hydroxy-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one
• InChI: InChI=1S/C20H19NO6/c1-21-6-5-10-7-13(22)15(24-2)8-12(10)17(21)18-11-3-4-14-19(26-9-25-14)16(11)20(23)27-18/h3-4,7-8,17-18,22H,5-6,9H2,1-2H3/t17-,18-/m1/s1
• InChI Key: IDRRBLYLLIIGSH-QZTJIDSGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉NO₆
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.12123733 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 7
• 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	+	0.8464	84.64%
Caco-2	+	0.8343	83.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4492	44.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6244	62.44%
P-glycoprotein inhibitior	+	0.5969	59.69%
P-glycoprotein substrate	-	0.7532	75.32%
CYP3A4 substrate	+	0.6638	66.38%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.6702	67.02%
CYP3A4 inhibition	+	0.6168	61.68%
CYP2C9 inhibition	+	0.6432	64.32%
CYP2C19 inhibition	+	0.6450	64.50%
CYP2D6 inhibition	-	0.8041	80.41%
CYP1A2 inhibition	-	0.7753	77.53%
CYP2C8 inhibition	-	0.7601	76.01%
CYP inhibitory promiscuity	-	0.5567	55.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5994	59.94%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9612	96.12%
Skin irritation	-	0.7856	78.56%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5878	58.78%
Micronuclear	+	0.5674	56.74%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7058	70.58%
Acute Oral Toxicity (c)	III	0.7080	70.80%
Estrogen receptor binding	+	0.7568	75.68%
Androgen receptor binding	-	0.6219	62.19%
Thyroid receptor binding	-	0.6786	67.86%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	-	0.5599	55.99%
PPAR gamma	+	0.6701	67.01%
Honey bee toxicity	-	0.8018	80.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.7928	79.28%

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	98.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.43%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.66%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.56%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.78%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.75%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	93.32%	82.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.96%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.94%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	90.72%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.16%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.05%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.54%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.16%	92.62%
CHEMBL2535	P11166	Glucose transporter	88.84%	98.75%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.17%	96.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.68%	95.89%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.78%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.68%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.54%	82.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.45%	90.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.53%	89.62%
CHEMBL261	P00915	Carbonic anhydrase I	80.02%	96.76%

Plants that contains it

• Corydalis ledebouriana

Cross-Links

• PubChem: 162985297
• LOTUS: LTS0092334
• wikiData: Q105111478