[(R)-[2-(hydroxymethyl)-3,4-dimethoxyphenyl]-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl] acetate

Details

• Internal ID: 4b48fc30-d020-4d6d-8e20-6154ddaaaffd
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: [(R)-[2-(hydroxymethyl)-3,4-dimethoxyphenyl]-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl] acetate
• InChI: InChI=1S/C24H29NO8/c1-13(27)33-22(15-6-7-17(28-3)21(29-4)16(15)11-26)20-19-14(8-9-25(20)2)10-18-23(24(19)30-5)32-12-31-18/h6-7,10,20,22,26H,8-9,11-12H2,1-5H3/t20-,22-/m1/s1
• InChI Key: HHJKQBLXEZPDNY-IFMALSPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₉NO₈
• Molecular Weight: 459.50 g/mol
• Exact Mass: 459.18931688 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6884	68.84%
Caco-2	+	0.7730	77.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.4357	43.57%
OATP2B1 inhibitior	-	0.8664	86.64%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9710	97.10%
P-glycoprotein inhibitior	+	0.8486	84.86%
P-glycoprotein substrate	-	0.5078	50.78%
CYP3A4 substrate	+	0.6590	65.90%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	+	0.3577	35.77%
CYP3A4 inhibition	-	0.6519	65.19%
CYP2C9 inhibition	-	0.6063	60.63%
CYP2C19 inhibition	-	0.5859	58.59%
CYP2D6 inhibition	-	0.8020	80.20%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	-	0.6109	61.09%
CYP inhibitory promiscuity	-	0.6968	69.68%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5674	56.74%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9699	96.99%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5435	54.35%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8708	87.08%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9366	93.66%
Acute Oral Toxicity (c)	III	0.7216	72.16%
Estrogen receptor binding	+	0.7652	76.52%
Androgen receptor binding	-	0.6985	69.85%
Thyroid receptor binding	-	0.5258	52.58%
Glucocorticoid receptor binding	+	0.8434	84.34%
Aromatase binding	-	0.5702	57.02%
PPAR gamma	+	0.7207	72.07%
Honey bee toxicity	-	0.8033	80.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	-	0.4173	41.73%

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	99.36%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	95.85%	96.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.80%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.20%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.43%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	92.47%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.64%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.12%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.21%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.12%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.87%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.56%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.01%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.59%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.80%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.12%	95.78%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.70%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.22%	91.19%
CHEMBL2535	P11166	Glucose transporter	83.67%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.84%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.46%	97.14%
CHEMBL4208	P20618	Proteasome component C5	81.16%	90.00%
CHEMBL4072	P07858	Cathepsin B	80.90%	93.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.51%	93.99%

Plants that contains it

• Papaver orientale

Cross-Links

• PubChem: 124355609
• LOTUS: LTS0184624
• wikiData: Q105028320