(12S)-2,16,17-trimethoxy-11-methyl-4,6-dioxa-11-azapentacyclo[10.7.1.03,7.08,20.014,19]icosa-1,3(7),8(20),14,16,18-hexaene

Details

• Internal ID: 34554c01-1a8e-4305-a990-d7bcb2d0fde8
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12S)-2,16,17-trimethoxy-11-methyl-4,6-dioxa-11-azapentacyclo[10.7.1.03,7.08,20.014,19]icosa-1,3(7),8(20),14,16,18-hexaene
• InChI: InChI=1S/C21H23NO5/c1-22-6-5-12-17-14(22)7-11-8-15(23-2)16(24-3)9-13(11)18(17)20(25-4)21-19(12)26-10-27-21/h8-9,14H,5-7,10H2,1-4H3/t14-/m0/s1
• InChI Key: SIUUPYUVEJGARI-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₅
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.15762283 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9448	94.48%
Caco-2	+	0.9376	93.76%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5089	50.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7863	78.63%
P-glycoprotein inhibitior	-	0.4711	47.11%
P-glycoprotein substrate	-	0.6332	63.32%
CYP3A4 substrate	+	0.6335	63.35%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	+	0.5658	56.58%
CYP2C9 inhibition	-	0.7731	77.31%
CYP2C19 inhibition	+	0.5954	59.54%
CYP2D6 inhibition	+	0.5426	54.26%
CYP1A2 inhibition	-	0.7518	75.18%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.6101	61.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9478	94.78%
Skin irritation	-	0.8055	80.55%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	+	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7544	75.44%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.8637	86.37%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7942	79.42%
Acute Oral Toxicity (c)	III	0.7580	75.80%
Estrogen receptor binding	+	0.5904	59.04%
Androgen receptor binding	-	0.5812	58.12%
Thyroid receptor binding	+	0.5719	57.19%
Glucocorticoid receptor binding	+	0.7683	76.83%
Aromatase binding	-	0.5397	53.97%
PPAR gamma	+	0.6246	62.46%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9283	92.83%

Targets

Proven Targets:

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	98.19%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	97.17%	95.12%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.07%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.69%	93.40%
CHEMBL2056	P21728	Dopamine D1 receptor	91.69%	91.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.12%	82.67%
CHEMBL4208	P20618	Proteasome component C5	89.01%	90.00%
CHEMBL2535	P11166	Glucose transporter	88.38%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.36%	82.38%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL261	P00915	Carbonic anhydrase I	86.51%	96.76%
CHEMBL217	P14416	Dopamine D2 receptor	86.42%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.59%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.56%	92.62%
CHEMBL3438	Q05513	Protein kinase C zeta	85.39%	88.48%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.29%	91.11%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.15%	96.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	84.84%	83.14%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.81%	90.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.20%	91.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.55%	89.50%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.45%	92.38%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.33%	91.79%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.30%	95.78%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.24%	95.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.17%	89.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.11%	95.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.04%	94.00%
CHEMBL6031	Q9H9B1	Histone-lysine N-methyltransferase, H3 lysine-9 specific 5	80.89%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.43%	92.94%

Plants that contains it

• Thalictrum baicalense

Cross-Links

• PubChem: 162916962
• LOTUS: LTS0020064
• wikiData: Q105254075