(R)-N-Methylcoclaurine

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	55c8842c-222d-459a-8f4e-82cc573b396d
Taxonomy	Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name	(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
SMILES (Canonical)	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)O)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)O)O)OC
InChI	InChI=1S/C18H21NO3/c1-19-8-7-13-10-18(22-2)17(21)11-15(13)16(19)9-12-3-5-14(20)6-4-12/h3-6,10-11,16,20-21H,7-9H2,1-2H3/t16-/m1/s1
InChI Key	BOKVLBSSPUTWLV-MRXNPFEDSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₂₁NO₃
Molecular Weight	299.40 g/mol
Exact Mass	299.15214353 g/mol
Topological Polar Surface Area (TPSA)	52.90 Å²
XlogP	3.00
Atomic LogP (AlogP)	2.88
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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5096-70-8

(-)-N-methylcoclaurine

1betaH-Coclaurine, 2-methyl-

(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol

(-)-1(R)-N-Methylcoclaurine

C05243

7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-6-methoxy-2-methyl-, (R)-

(R)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol

AC1L99LI

SCHEMBL18179206

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	+	0.9489	94.89%
Caco-2	+	0.7097	70.97%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.5576	55.76%
P-glycoprotein inhibitior	-	0.7821	78.21%
P-glycoprotein substrate	+	0.6612	66.12%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.9408	94.08%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.7319	73.19%
CYP2D6 inhibition	+	0.8584	85.84%
CYP1A2 inhibition	+	0.8494	84.94%
CYP2C8 inhibition	+	0.6297	62.97%
CYP inhibitory promiscuity	-	0.7968	79.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7123	71.23%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9739	97.39%
Skin irritation	-	0.7572	75.72%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.8449	84.49%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8710	87.10%
Acute Oral Toxicity (c)	III	0.6259	62.59%
Estrogen receptor binding	+	0.6239	62.39%
Androgen receptor binding	-	0.5889	58.89%
Thyroid receptor binding	+	0.6528	65.28%
Glucocorticoid receptor binding	+	0.6373	63.73%
Aromatase binding	+	0.5631	56.31%
PPAR gamma	+	0.7211	72.11%
Honey bee toxicity	-	0.8762	87.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8625	86.25%

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	99.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.60%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.57%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.15%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.86%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL2535	P11166	Glucose transporter	89.06%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.04%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.95%	93.99%
CHEMBL4208	P20618	Proteasome component C5	88.87%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.09%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.79%	93.10%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.01%	90.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.64%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.80%	92.94%
CHEMBL2056	P21728	Dopamine D1 receptor	82.72%	91.00%
CHEMBL3820	P35557	Hexokinase type IV	82.19%	91.96%
CHEMBL261	P00915	Carbonic anhydrase I	81.71%	96.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.04%	93.40%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.01%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.75%	89.62%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.07%	96.69%

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.

Aglaia odorata

Corydalis gortschakovii

Corydalis stricta

Cryptocarya longifolia