(11R,12S)-17-methoxy-11-methyl-11-oxido-3,5-dioxa-11-azoniapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-18-ol

Details

• Internal ID: 7a7b8192-6470-4786-b855-6805d3c93f32
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (11R,12S)-17-methoxy-11-methyl-11-oxido-3,5-dioxa-11-azoniapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-18-ol
• SMILES (Canonical): C[N+]1(CCC2=CC3=C(C4=C2C1CC5=C4C(=C(C=C5)OC)O)OCO3)[O-]
• SMILES (Isomeric): C[N@+]1(CCC2=CC3=C(C4=C2[C@@H]1CC5=C4C(=C(C=C5)OC)O)OCO3)[O-]
• InChI: InChI=1S/C19H19NO5/c1-20(22)6-5-11-8-14-19(25-9-24-14)17-15(11)12(20)7-10-3-4-13(23-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-,20+/m0/s1
• InChI Key: XXYXOPLUMPTYRX-FKIZINRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.12632271 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8191	81.91%
Caco-2	+	0.7328	73.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4451	44.51%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6200	62.00%
P-glycoprotein inhibitior	-	0.8083	80.83%
P-glycoprotein substrate	-	0.7509	75.09%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7417	74.17%
CYP3A4 inhibition	-	0.6193	61.93%
CYP2C9 inhibition	-	0.8588	85.88%
CYP2C19 inhibition	-	0.6976	69.76%
CYP2D6 inhibition	-	0.7026	70.26%
CYP1A2 inhibition	-	0.8111	81.11%
CYP2C8 inhibition	+	0.5933	59.33%
CYP inhibitory promiscuity	-	0.8652	86.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5202	52.02%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8318	83.18%
Skin irritation	-	0.7762	77.62%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6742	67.42%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7333	73.33%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8916	89.16%
Acute Oral Toxicity (c)	III	0.6878	68.78%
Estrogen receptor binding	+	0.7355	73.55%
Androgen receptor binding	+	0.6704	67.04%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.8104	81.04%
Aromatase binding	-	0.5307	53.07%
PPAR gamma	+	0.8944	89.44%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.9114	91.14%

Targets

Proven Targets:

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	97.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.40%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.27%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	92.61%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.83%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.51%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.19%	94.00%
CHEMBL3438	Q05513	Protein kinase C zeta	88.31%	88.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.77%	92.94%
CHEMBL261	P00915	Carbonic anhydrase I	87.25%	96.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.47%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.43%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.06%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.04%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.80%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.39%	89.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.36%	91.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.84%	97.09%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.56%	96.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.41%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.38%	100.00%

Plants that contains it

• Glaucium fimbrilligerum

Cross-Links

• PubChem: 163194760
• LOTUS: LTS0014273
• wikiData: Q105344336