N-Desmethyldauricine

Details

• Internal ID: 05a8b896-7a5d-4a2a-b1bf-edb1c5c4a6cd
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 2-[4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-4-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]phenol
• InChI: InChI=1S/C37H42N2O6/c1-39-15-13-26-20-35(42-3)37(44-5)22-29(26)31(39)17-23-6-9-27(10-7-23)45-33-18-24(8-11-32(33)40)16-30-28-21-36(43-4)34(41-2)19-25(28)12-14-38-30/h6-11,18-22,30-31,38,40H,12-17H2,1-5H3/t30-,31-/m1/s1
• InChI Key: BHWMRBGNDAWZAO-FIRIVFDPSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂N₂O₆
• Molecular Weight: 610.70 g/mol
• Exact Mass: 610.30428706 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.42
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• 146763-55-5
• N-Demethyldauricine
• 2-[4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-4-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]phenol
• Phenol, 4-((1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl)methyl)-2-(4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-, (R-(R*,R*))-
• 2-(4-(((1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl)phenoxy)-4-(((1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)phenol
• RefChem:163236
• DTXSID30932906
• SCHEMBL31722832
• 2-{4-[(6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenoxy}-4-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenol
• 4-[[(1R)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-2-[4-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]phenol;

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8282	82.82%
Caco-2	-	0.7844	78.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4434	44.34%
OATP2B1 inhibitior	+	0.7169	71.69%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9576	95.76%
P-glycoprotein inhibitior	+	0.9233	92.33%
P-glycoprotein substrate	+	0.6797	67.97%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.7681	76.81%
CYP3A4 inhibition	-	0.9490	94.90%
CYP2C9 inhibition	-	0.9520	95.20%
CYP2C19 inhibition	-	0.9471	94.71%
CYP2D6 inhibition	-	0.8436	84.36%
CYP1A2 inhibition	-	0.9004	90.04%
CYP2C8 inhibition	+	0.6443	64.43%
CYP inhibitory promiscuity	-	0.9699	96.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7081	70.81%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9351	93.51%
Skin irritation	-	0.7474	74.74%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9030	90.30%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8505	85.05%
Acute Oral Toxicity (c)	III	0.6523	65.23%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.7547	75.47%
Aromatase binding	+	0.5532	55.32%
PPAR gamma	+	0.7062	70.62%
Honey bee toxicity	-	0.8120	81.20%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.6933	69.33%

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	99.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.61%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.57%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.55%	93.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	94.43%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.47%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.82%	90.00%
CHEMBL2535	P11166	Glucose transporter	91.55%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.20%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.65%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.45%	99.17%
CHEMBL261	P00915	Carbonic anhydrase I	87.93%	96.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.64%	90.95%
CHEMBL2056	P21728	Dopamine D1 receptor	86.00%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.11%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.18%	99.15%
CHEMBL5747	Q92793	CREB-binding protein	83.14%	95.12%
CHEMBL3438	Q05513	Protein kinase C zeta	82.38%	88.48%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.62%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	81.11%	91.49%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.89%	92.68%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.44%	91.79%

Plants that contains it

• Menispermum canadense

Cross-Links

• PubChem: 132776
• LOTUS: LTS0022197
• wikiData: Q72462407