Aponorhyoscine

Details

• Internal ID: 1c02855e-fab0-49ba-af6f-bfc890964228
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 2-phenylprop-2-enoate
• SMILES (Canonical): C=C(C1=CC=CC=C1)C(=O)OC2CC3C4C(O4)C(C2)N3
• SMILES (Isomeric): C=C(C1=CC=CC=C1)C(=O)OC2CC3C4C(O4)C(C2)N3
• InChI: InChI=1S/C16H17NO3/c1-9(10-5-3-2-4-6-10)16(18)19-11-7-12-14-15(20-14)13(8-11)17-12/h2-6,11-15,17H,1,7-8H2
• InChI Key: UPWMWFSEBOFTNA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₃
• Molecular Weight: 271.31 g/mol
• Exact Mass: 271.12084340 g/mol
• Topological Polar Surface Area (TPSA): 50.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Npc15982
• Aponorhyoscine
• 25650-56-0
• 3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 2-phenylprop-2-enoate
• SCHEMBL29670735

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8125	81.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4551	45.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9490	94.90%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8726	87.26%
P-glycoprotein inhibitior	-	0.9275	92.75%
P-glycoprotein substrate	-	0.9012	90.12%
CYP3A4 substrate	-	0.5403	54.03%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.6589	65.89%
CYP3A4 inhibition	-	0.6270	62.70%
CYP2C9 inhibition	-	0.6281	62.81%
CYP2C19 inhibition	-	0.5141	51.41%
CYP2D6 inhibition	-	0.7963	79.63%
CYP1A2 inhibition	-	0.6211	62.11%
CYP2C8 inhibition	-	0.6812	68.12%
CYP inhibitory promiscuity	+	0.5979	59.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.8434	84.34%
Skin irritation	-	0.7745	77.45%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5333	53.33%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7682	76.82%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7119	71.19%
Acute Oral Toxicity (c)	III	0.5721	57.21%
Estrogen receptor binding	-	0.5055	50.55%
Androgen receptor binding	-	0.5534	55.34%
Thyroid receptor binding	-	0.6697	66.97%
Glucocorticoid receptor binding	-	0.6530	65.30%
Aromatase binding	-	0.4865	48.65%
PPAR gamma	+	0.6570	65.70%
Honey bee toxicity	-	0.8264	82.64%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.7849	78.49%

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	93.93%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.75%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.94%	94.08%
CHEMBL4040	P28482	MAP kinase ERK2	90.87%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.96%	90.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.56%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.97%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.75%	96.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.59%	94.97%
CHEMBL5028	O14672	ADAM10	80.96%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.64%	96.95%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 5319581
• NPASS: NPC15982