Dauricine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	3553c808-d909-4c70-a013-14061fea2bd3
Taxonomy	Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name	4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]phenol
SMILES (Canonical)	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)C[C@@H]5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC)OC
InChI	InChI=1S/C38H44N2O6/c1-39-15-13-26-20-35(42-3)37(44-5)22-29(26)31(39)17-24-7-10-28(11-8-24)46-34-19-25(9-12-33(34)41)18-32-30-23-38(45-6)36(43-4)21-27(30)14-16-40(32)2/h7-12,19-23,31-32,41H,13-18H2,1-6H3/t31-,32-/m1/s1
InChI Key	AQASRZOCERRGBL-ROJLCIKYSA-N
Popularity	179 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₈H₄₄N₂O₆
Molecular Weight	624.80 g/mol
Exact Mass	624.31993713 g/mol
Topological Polar Surface Area (TPSA)	72.90 Å²
XlogP	6.70
Atomic LogP (AlogP)	6.76
H-Bond Acceptor	8
H-Bond Donor	1
Rotatable Bonds	10

Synonyms

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524-17-4

NSC 36413

UNII-8QTO90G5W5

8QTO90G5W5

CHEBI:4331

C38H44N2O6

4-{[(1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-2-(4-{[(1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}phenoxy)phenol

Phenol, 4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)-2-(4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-, (R-(R*,R*))-

NSC-36413

DAURICINE [MI]

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8871	88.71%
Caco-2	-	0.7621	76.21%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6826	68.26%
OATP2B1 inhibitior	+	0.7173	71.73%
OATP1B1 inhibitior	+	0.9326	93.26%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9801	98.01%
P-glycoprotein inhibitior	+	0.9283	92.83%
P-glycoprotein substrate	-	0.5649	56.49%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.8911	89.11%
CYP2C9 inhibition	-	0.9629	96.29%
CYP2C19 inhibition	-	0.9532	95.32%
CYP2D6 inhibition	-	0.6629	66.29%
CYP1A2 inhibition	-	0.8719	87.19%
CYP2C8 inhibition	+	0.5616	56.16%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6884	68.84%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8916	89.16%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.8324	83.24%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8257	82.57%
Acute Oral Toxicity (c)	III	0.7974	79.74%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.5849	58.49%
Glucocorticoid receptor binding	+	0.7425	74.25%
Aromatase binding	+	0.6064	60.64%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.8123	81.23%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL240	Q12809	HERG	16000 nM	IC50	PMID: 15324906

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.13%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.14%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.06%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.99%	91.11%
CHEMBL4208	P20618	Proteasome component C5	93.97%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.96%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.57%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.20%	93.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.16%	91.03%
CHEMBL2535	P11166	Glucose transporter	90.40%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.50%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.79%	91.49%
CHEMBL261	P00915	Carbonic anhydrase I	88.65%	96.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.72%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.66%	92.94%
CHEMBL2056	P21728	Dopamine D1 receptor	86.36%	91.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.18%	91.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.17%	93.40%
CHEMBL5747	Q92793	CREB-binding protein	83.97%	95.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.54%	94.45%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.61%	90.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.59%	99.15%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Boschniakia rossica

Menispermum canadense

Menispermum dauricum

Nelumbo nucifera

Panax ginseng