7-Hydroxy-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-[1,3]dioxolo[4,5-h]isochromene]-6',9'-dione

Details

• Internal ID: 54bda6e7-2d23-4d31-81c6-bb7201ee5cec
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: 7-hydroxy-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-[1,3]dioxolo[4,5-h]isochromene]-6',9'-dione
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C13C(=O)C4=C(C5=C(C=C4)OCO5)C(=O)O3)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2C13C(=O)C4=C(C5=C(C=C4)OCO5)C(=O)O3)O)OC
• InChI: InChI=1S/C20H17NO7/c1-21-6-5-10-7-15(25-2)13(22)8-12(10)20(21)18(23)11-3-4-14-17(27-9-26-14)16(11)19(24)28-20/h3-4,7-8,22H,5-6,9H2,1-2H3
• InChI Key: KGKOOVYBLRJXFR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₇NO₇
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.10050188 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7253	72.53%
Caco-2	+	0.6517	65.17%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4255	42.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6762	67.62%
P-glycoprotein inhibitior	-	0.5191	51.91%
P-glycoprotein substrate	+	0.5090	50.90%
CYP3A4 substrate	+	0.6749	67.49%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8055	80.55%
CYP3A4 inhibition	-	0.6740	67.40%
CYP2C9 inhibition	-	0.6895	68.95%
CYP2C19 inhibition	-	0.6520	65.20%
CYP2D6 inhibition	-	0.8188	81.88%
CYP1A2 inhibition	-	0.8781	87.81%
CYP2C8 inhibition	-	0.7257	72.57%
CYP inhibitory promiscuity	-	0.8284	82.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8640	86.40%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6951	69.51%
Micronuclear	+	0.6474	64.74%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8835	88.35%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6083	60.83%
Acute Oral Toxicity (c)	III	0.7465	74.65%
Estrogen receptor binding	+	0.8643	86.43%
Androgen receptor binding	+	0.6518	65.18%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7644	76.44%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	+	0.7241	72.41%
Honey bee toxicity	-	0.7949	79.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7630	76.30%

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	99.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.04%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.66%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.49%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.36%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.22%	85.14%
CHEMBL4208	P20618	Proteasome component C5	93.07%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.63%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.47%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.52%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.41%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.37%	93.40%
CHEMBL261	P00915	Carbonic anhydrase I	87.04%	96.76%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.31%	96.86%
CHEMBL2535	P11166	Glucose transporter	83.96%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.66%	97.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.97%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.37%	82.38%
CHEMBL2056	P21728	Dopamine D1 receptor	82.08%	91.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.46%	95.89%

Plants that contains it

• Hypecoum procumbens

Cross-Links

• PubChem: 21598929
• LOTUS: LTS0180811
• wikiData: Q105140829