5-[(S)-[(5S)-6,6-dimethyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-hydroxymethyl]-2-methoxyphenol

Details

• Internal ID: f021635a-8756-4643-bda5-7fb80668e4e6
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 5-[(S)-[(5S)-6,6-dimethyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-hydroxymethyl]-2-methoxyphenol
• InChI: InChI=1S/C20H23NO5/c1-21(2)7-6-12-9-17-18(26-11-25-17)10-14(12)19(21)20(23)13-4-5-16(24-3)15(22)8-13/h4-5,8-10,19-20,23H,6-7,11H2,1-3H3/p+1/t19-,20-/m0/s1
• InChI Key: KHTKKCKZTZMRIS-PMACEKPBSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄NO₅+
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.16544787 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9826	98.26%
Caco-2	+	0.7033	70.33%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4382	43.82%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6082	60.82%
P-glycoprotein inhibitior	+	0.6155	61.55%
P-glycoprotein substrate	-	0.7664	76.64%
CYP3A4 substrate	+	0.5735	57.35%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	+	0.3781	37.81%
CYP3A4 inhibition	-	0.7476	74.76%
CYP2C9 inhibition	-	0.8603	86.03%
CYP2C19 inhibition	-	0.7928	79.28%
CYP2D6 inhibition	-	0.5072	50.72%
CYP1A2 inhibition	-	0.8765	87.65%
CYP2C8 inhibition	+	0.4553	45.53%
CYP inhibitory promiscuity	-	0.7037	70.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5785	57.85%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.7851	78.51%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6674	66.74%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8507	85.07%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9070	90.70%
Acute Oral Toxicity (c)	III	0.6600	66.00%
Estrogen receptor binding	+	0.7793	77.93%
Androgen receptor binding	+	0.5321	53.21%
Thyroid receptor binding	+	0.6930	69.30%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	+	0.6841	68.41%
PPAR gamma	+	0.8022	80.22%
Honey bee toxicity	-	0.7720	77.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7939	79.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.62%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.24%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.13%	94.45%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.55%	82.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.40%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.31%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.86%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.56%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.08%	98.95%
CHEMBL2535	P11166	Glucose transporter	89.08%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.62%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	88.61%	96.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.65%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.60%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.54%	99.15%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.79%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.43%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.04%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.96%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.39%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.33%	94.00%

Plants that contains it

• Cryptocarya phyllostemon

Cross-Links

• PubChem: 21582944
• LOTUS: LTS0215658
• wikiData: Q105141328