Zenkerine

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	5c9d3010-c8de-45f0-9744-2493e4e1ad4e
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(6aR)-2,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
SMILES (Canonical)	COC1=CC2=C(CC3C4=C2C(=C(C=C4CCN3)OC)O)C=C1
SMILES (Isomeric)	COC1=CC2=C(C[C@@H]3C4=C2C(=C(C=C4CCN3)OC)O)C=C1
InChI	InChI=1S/C18H19NO3/c1-21-12-4-3-10-7-14-16-11(5-6-19-14)8-15(22-2)18(20)17(16)13(10)9-12/h3-4,8-9,14,19-20H,5-7H2,1-2H3/t14-/m1/s1
InChI Key	RELZHBBKERFUAJ-CQSZACIVSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₉NO₃
Molecular Weight	297.30 g/mol
Exact Mass	297.13649347 g/mol
Topological Polar Surface Area (TPSA)	50.70 Å²
XlogP	2.60
Atomic LogP (AlogP)	2.82
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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65953-82-4

(6aR)-2,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol

(-)-Zenkerine

10-Methoxycaaverine

(R)-(-)-Zenkerine

DTXSID60984433

2,10-Dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol

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	+	0.9851	98.51%
Caco-2	+	0.8440	84.40%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6453	64.53%
P-glycoprotein inhibitior	-	0.7952	79.52%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	+	0.7728	77.28%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9454	94.54%
CYP2C19 inhibition	-	0.8259	82.59%
CYP2D6 inhibition	+	0.5955	59.55%
CYP1A2 inhibition	-	0.5348	53.48%
CYP2C8 inhibition	+	0.6669	66.69%
CYP inhibitory promiscuity	-	0.8454	84.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7255	72.55%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9712	97.12%
Skin irritation	-	0.6576	65.76%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6995	69.95%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8447	84.47%
Acute Oral Toxicity (c)	III	0.4604	46.04%
Estrogen receptor binding	+	0.7481	74.81%
Androgen receptor binding	+	0.6522	65.22%
Thyroid receptor binding	+	0.7409	74.09%
Glucocorticoid receptor binding	+	0.7894	78.94%
Aromatase binding	+	0.5582	55.82%
PPAR gamma	+	0.7213	72.13%
Honey bee toxicity	-	0.9075	90.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	-	0.6184	61.84%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.48%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.04%	91.79%
CHEMBL4208	P20618	Proteasome component C5	95.72%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.18%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.59%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.49%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	93.31%	88.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.94%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	89.96%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.66%	99.17%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	88.36%	95.55%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.16%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.13%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.78%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.33%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.82%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.92%	96.21%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.74%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.74%	95.89%

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.