(4R,7aR,12bS)-7-methoxy-1,2,3,4,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol

Details

• Internal ID: b4ba33fb-2ad6-4b28-ba73-c19cd4da549d
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: (4R,7aR,12bS)-7-methoxy-1,2,3,4,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol
• InChI: InChI=1S/C17H17NO3/c1-20-13-5-3-10-11-8-9-2-4-12(19)15-14(9)17(10,6-7-18-11)16(13)21-15/h2-5,11,16,18-19H,6-8H2,1H3/t11-,16+,17+/m1/s1
• InChI Key: FRLKJAAPFJROFZ-NVGVWMPQSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₇NO₃
• Molecular Weight: 283.32 g/mol
• Exact Mass: 283.12084340 g/mol
• Topological Polar Surface Area (TPSA): 50.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.7673	76.73%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9083	90.83%
P-glycoprotein inhibitior	-	0.8702	87.02%
P-glycoprotein substrate	+	0.5523	55.23%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	+	0.5275	52.75%
CYP3A4 inhibition	-	0.7940	79.40%
CYP2C9 inhibition	-	0.7890	78.90%
CYP2C19 inhibition	-	0.7403	74.03%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.5940	59.40%
CYP2C8 inhibition	-	0.5679	56.79%
CYP inhibitory promiscuity	+	0.5414	54.14%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9736	97.36%
Skin irritation	-	0.7277	72.77%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6026	60.26%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.7070	70.70%
skin sensitisation	-	0.6641	66.41%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6477	64.77%
Acute Oral Toxicity (c)	II	0.4269	42.69%
Estrogen receptor binding	-	0.4895	48.95%
Androgen receptor binding	-	0.6108	61.08%
Thyroid receptor binding	+	0.7282	72.82%
Glucocorticoid receptor binding	-	0.4830	48.30%
Aromatase binding	-	0.5564	55.64%
PPAR gamma	+	0.5582	55.82%
Honey bee toxicity	-	0.8110	81.10%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.5207	52.07%

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	97.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.34%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.89%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.29%	97.09%
CHEMBL233	P35372	Mu opioid receptor	95.12%	97.93%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.98%	93.99%
CHEMBL2996	Q05655	Protein kinase C delta	93.06%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.39%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.52%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.56%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.03%	91.03%
CHEMBL2535	P11166	Glucose transporter	81.95%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.81%	99.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.20%	85.00%

Plants that contains it

• Papaver orientale

Cross-Links

• PubChem: 44221865
• LOTUS: LTS0258800
• wikiData: Q105000243