Magnoline

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	8eca5e50-f546-4f61-829d-987bc913956b
Taxonomy	Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name	1-[[4-[2-hydroxy-5-[(7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
SMILES (Canonical)	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)O)O)O)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)O)O)O)OC
InChI	InChI=1S/C36H40N2O6/c1-37-13-11-24-18-34(42-3)32(40)20-27(24)29(37)15-22-5-8-26(9-6-22)44-36-17-23(7-10-31(36)39)16-30-28-21-33(41)35(43-4)19-25(28)12-14-38(30)2/h5-10,17-21,29-30,39-41H,11-16H2,1-4H3
InChI Key	FDABVSXGAMFQQH-UHFFFAOYSA-N
Popularity	56 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₆H₄₀N₂O₆
Molecular Weight	596.70 g/mol
Exact Mass	596.28863700 g/mol
Topological Polar Surface Area (TPSA)	94.90 Å²
XlogP	6.00
Atomic LogP (AlogP)	6.16
H-Bond Acceptor	8
H-Bond Donor	3
Rotatable Bonds	8

Synonyms

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Guatteguamerine

NSC626646

1-[[4-[2-hydroxy-5-[(7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol

6859-66-1

CHEBI:6642

SCHEMBL2823145

(1R)-1-[[4-[2-hydroxy-5-[[(1R)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol

magnoline (stereochemistry undefined)

NSC-626646

FT-0601522

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	+	0.8101	81.01%
Caco-2	-	0.7877	78.77%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	+	0.5776	57.76%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9728	97.28%
P-glycoprotein inhibitior	+	0.8929	89.29%
P-glycoprotein substrate	-	0.5454	54.54%
CYP3A4 substrate	+	0.6684	66.84%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9091	90.91%
CYP2C9 inhibition	-	0.9592	95.92%
CYP2C19 inhibition	-	0.9288	92.88%
CYP2D6 inhibition	-	0.6302	63.02%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	+	0.5740	57.40%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8729	87.29%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8324	83.24%
skin sensitisation	-	0.9025	90.25%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8435	84.35%
Acute Oral Toxicity (c)	III	0.7554	75.54%
Estrogen receptor binding	+	0.8191	81.91%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.5603	56.03%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8222	82.22%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.47%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.21%	95.89%
CHEMBL4208	P20618	Proteasome component C5	93.97%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.91%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.73%	91.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.50%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.92%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.84%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	88.28%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.00%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.43%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.65%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	84.07%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.07%	99.15%
CHEMBL3820	P35557	Hexokinase type IV	82.47%	91.96%
CHEMBL261	P00915	Carbonic anhydrase I	82.35%	96.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.28%	97.25%
CHEMBL3438	Q05513	Protein kinase C zeta	81.64%	88.48%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.17%	90.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.12%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	80.62%	95.12%

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.