Thebaine N-oxide

Details

• Internal ID: 022e40ca-3d3c-4af1-baed-32d54b778ce3
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: (4R,7aR,12bS)-7,9-dimethoxy-3-methyl-3-oxido-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium
• InChI: InChI=1S/C19H21NO4/c1-20(21)9-8-19-12-5-7-15(23-3)18(19)24-17-14(22-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18+,19+,20?/m1/s1
• InChI Key: PMXUJDPQAVEYII-CMUWLYKVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 45.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 81600-02-4
• Morphinan, 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-, 17-oxide, (5?)-; Thebaine N-Oxide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7733	77.33%
Caco-2	+	0.8528	85.28%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3774	37.74%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7873	78.73%
P-glycoprotein inhibitior	-	0.7219	72.19%
P-glycoprotein substrate	+	0.5110	51.10%
CYP3A4 substrate	+	0.6327	63.27%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.7567	75.67%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.7395	73.95%
CYP2D6 inhibition	-	0.7283	72.83%
CYP1A2 inhibition	-	0.8040	80.40%
CYP2C8 inhibition	-	0.5606	56.06%
CYP inhibitory promiscuity	-	0.8471	84.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5055	50.55%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.8861	88.61%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4607	46.07%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7811	78.11%
Acute Oral Toxicity (c)	III	0.5856	58.56%
Estrogen receptor binding	+	0.6528	65.28%
Androgen receptor binding	-	0.5999	59.99%
Thyroid receptor binding	+	0.6768	67.68%
Glucocorticoid receptor binding	+	0.6606	66.06%
Aromatase binding	-	0.6810	68.10%
PPAR gamma	+	0.6355	63.55%
Honey bee toxicity	-	0.7781	77.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9289	92.89%

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	98.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.41%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.97%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.84%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.77%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.01%	94.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.84%	97.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.57%	93.99%
CHEMBL2535	P11166	Glucose transporter	82.57%	98.75%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	80.10%	94.67%

Plants that contains it

• Papaver bracteatum

Cross-Links

• PubChem: 15450568
• LOTUS: LTS0001115
• wikiData: Q104396862