(4R,12bS)-3-methyl-1,2,3,4,4a,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7,9-diol

Details

• Internal ID: ffe9cdbc-2a44-423c-9c5c-148dd96c1b3c
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: (4R,12bS)-3-methyl-1,2,3,4,4a,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7,9-diol
• SMILES (Canonical): C[NH+]1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)O
• SMILES (Isomeric): C[NH+]1CC[C@]23C4[C@H]1CC5=C2C(=C(C=C5)O)OC3C(C=C4)O
• InChI: InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/p+1/t10?,11-,13?,16?,17+/m1/s1
• InChI Key: BQJCRHHNABKAKU-WCDDQEBASA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀NO₃+
• Molecular Weight: 286.34 g/mol
• Exact Mass: 286.14431850 g/mol
• Topological Polar Surface Area (TPSA): 54.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9394	93.94%
Caco-2	+	0.7523	75.23%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.6052	60.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9409	94.09%
P-glycoprotein inhibitior	-	0.9467	94.67%
P-glycoprotein substrate	+	0.6579	65.79%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4478	44.78%
CYP3A4 inhibition	-	0.9574	95.74%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.8539	85.39%
CYP2D6 inhibition	-	0.7092	70.92%
CYP1A2 inhibition	-	0.8205	82.05%
CYP2C8 inhibition	-	0.8620	86.20%
CYP inhibitory promiscuity	-	0.8979	89.79%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9848	98.48%
Skin irritation	-	0.7392	73.92%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7261	72.61%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6894	68.94%
skin sensitisation	-	0.7598	75.98%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5738	57.38%
Acute Oral Toxicity (c)	II	0.6023	60.23%
Estrogen receptor binding	-	0.7548	75.48%
Androgen receptor binding	-	0.8408	84.08%
Thyroid receptor binding	+	0.5816	58.16%
Glucocorticoid receptor binding	-	0.4687	46.87%
Aromatase binding	-	0.8148	81.48%
PPAR gamma	-	0.5784	57.84%
Honey bee toxicity	-	0.7213	72.13%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7207	72.07%

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	97.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL233	P35372	Mu opioid receptor	87.34%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.54%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.97%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.07%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.03%	93.99%

Plants that contains it

• Papaver rhoeas
• Papaver somniferum

Cross-Links

• PubChem: 25246143
• NPASS: NPC39652