[(1R,6'S,8'R)-6'-hydroxy-6,7-dimethoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6,8-dihydrocyclopenta[g][1,3]benzodioxole]-8'-yl] acetate

Details

• Internal ID: 85c118b1-22f6-4b9f-aece-231b4c1664cf
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: [(1R,6'S,8'R)-6'-hydroxy-6,7-dimethoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6,8-dihydrocyclopenta[g][1,3]benzodioxole]-8'-yl] acetate
• InChI: InChI=1S/C23H25NO7/c1-12(25)31-22-19-14(5-6-16-20(19)30-11-29-16)21(26)23(22)15-10-18(28-4)17(27-3)9-13(15)7-8-24(23)2/h5-6,9-10,21-22,26H,7-8,11H2,1-4H3/t21-,22+,23+/m0/s1
• InChI Key: QBMUUVHMWQFUNH-YTFSRNRJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₅NO₇
• Molecular Weight: 427.40 g/mol
• Exact Mass: 427.16310214 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7168	71.68%
Caco-2	+	0.8080	80.80%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5252	52.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9003	90.03%
P-glycoprotein inhibitior	+	0.8565	85.65%
P-glycoprotein substrate	+	0.5713	57.13%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3842	38.42%
CYP3A4 inhibition	-	0.5425	54.25%
CYP2C9 inhibition	-	0.5586	55.86%
CYP2C19 inhibition	-	0.5543	55.43%
CYP2D6 inhibition	-	0.8002	80.02%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	-	0.5788	57.88%
CYP inhibitory promiscuity	-	0.6887	68.87%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5498	54.98%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9363	93.63%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5253	52.53%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.7948	79.48%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7457	74.57%
Acute Oral Toxicity (c)	III	0.6936	69.36%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.7035	70.35%
Thyroid receptor binding	+	0.5508	55.08%
Glucocorticoid receptor binding	+	0.8777	87.77%
Aromatase binding	-	0.4824	48.24%
PPAR gamma	+	0.7478	74.78%
Honey bee toxicity	-	0.6867	68.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.7642	76.42%

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	99.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.15%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	98.12%	83.82%
CHEMBL2581	P07339	Cathepsin D	97.73%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.28%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.17%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.39%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.47%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.78%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.10%	96.77%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.50%	90.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.43%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.30%	82.67%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.42%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.58%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.53%	99.17%
CHEMBL5028	O14672	ADAM10	81.84%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.78%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.68%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.21%	92.94%

Plants that contains it

• Corydalis ochotensis

Cross-Links

• PubChem: 14218071
• LOTUS: LTS0140611
• wikiData: Q105217921