L-sinactine

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	87e31fa9-4d77-4419-b4fd-ae6470f1caa3
Taxonomy	Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name	(13S)-16,17-dimethoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaene
SMILES (Canonical)	COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C5=C(C=C4)OCO5)OC
SMILES (Isomeric)	COC1=C(C=C2[C@@H]3CC4=C(CN3CCC2=C1)C5=C(C=C4)OCO5)OC
InChI	InChI=1S/C20H21NO4/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m0/s1
InChI Key	UWEHVAXMSWXKRW-INIZCTEOSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₁NO₄
Molecular Weight	339.40 g/mol
Exact Mass	339.14705815 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	3.10
Atomic LogP (AlogP)	3.09
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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6,6a,11,12-tetrahydro-8,9-dimethoxy-14H- dioxolo[4',5':7,8]isoquinolino[3,2-a]iosquinoline

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	+	0.9581	95.81%
Caco-2	+	0.8953	89.53%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5288	52.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8376	83.76%
P-glycoprotein inhibitior	+	0.5769	57.69%
P-glycoprotein substrate	-	0.5393	53.93%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	+	0.7530	75.30%
CYP2C9 inhibition	-	0.8944	89.44%
CYP2C19 inhibition	+	0.8861	88.61%
CYP2D6 inhibition	+	0.9277	92.77%
CYP1A2 inhibition	+	0.9170	91.70%
CYP2C8 inhibition	-	0.7218	72.18%
CYP inhibitory promiscuity	+	0.8134	81.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9728	97.28%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8378	83.78%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6257	62.57%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	+	0.5925	59.25%
Androgen receptor binding	+	0.5204	52.04%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.6680	66.80%
Aromatase binding	-	0.7546	75.46%
PPAR gamma	-	0.5273	52.73%
Honey bee toxicity	-	0.7661	76.61%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.7781	77.81%

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	98.04%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.11%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.95%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL5747	Q92793	CREB-binding protein	90.88%	95.12%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.87%	89.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	89.80%	96.86%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.79%	90.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.72%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.68%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.65%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.10%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.74%	82.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.57%	96.77%
CHEMBL2535	P11166	Glucose transporter	86.31%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	86.14%	95.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.97%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.78%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	83.69%	91.00%
CHEMBL3438	Q05513	Protein kinase C zeta	83.62%	88.48%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.36%	90.24%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.81%	91.79%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.14%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.76%	95.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.33%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.01%	89.05%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.54%	99.09%

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.