(4R,4aR,7S,12bS)-10-[(4R,4aR,7S,7aR,12bS)-7,9-dihydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-10-yl]-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

Details

• Internal ID: dae3dbeb-3576-45c2-9cb8-bbfb90773aed
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: (4R,4aR,7S,12bS)-10-[(4R,4aR,7S,7aR,12bS)-7,9-dihydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-10-yl]-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
• SMILES (Canonical): CN1CCC23C4C1CC5=CC(=C(C(=C52)OC3C(C=C4)O)O)C6=C(C7=C8C(=C6)CC9C1C8(CCN9C)C(O7)C(C=C1)O)O
• SMILES (Isomeric): CN1CC[C@]23[C@@H]4[C@H]1CC5=CC(=C(C(=C52)O[C@H]3[C@H](C=C4)O)O)C6=C(C7=C8C(=C6)C[C@@H]9[C@H]1[C@]8(CCN9C)C(O7)[C@H](C=C1)O)O
• InChI: InChI=1S/C34H36N2O6/c1-35-9-7-33-19-3-5-23(37)31(33)41-29-25(33)15(13-21(19)35)11-17(27(29)39)18-12-16-14-22-20-4-6-24(38)32-34(20,8-10-36(22)2)26(16)30(42-32)28(18)40/h3-6,11-12,19-24,31-32,37-40H,7-10,13-14H2,1-2H3/t19-,20-,21+,22+,23-,24-,31-,32?,33-,34-/m0/s1
• InChI Key: FOJYFDFNGPRXDR-HHPYQVSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₆N₂O₆
• Molecular Weight: 568.70 g/mol
• Exact Mass: 568.25733687 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9300	93.00%
Caco-2	-	0.7685	76.85%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5390	53.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8756	87.56%
P-glycoprotein inhibitior	+	0.7657	76.57%
P-glycoprotein substrate	+	0.8124	81.24%
CYP3A4 substrate	+	0.7357	73.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6725	67.25%
CYP3A4 inhibition	-	0.8079	80.79%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8433	84.33%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	-	0.7723	77.23%
CYP2C8 inhibition	-	0.9579	95.79%
CYP inhibitory promiscuity	-	0.7491	74.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6450	64.50%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.7885	78.85%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8243	82.43%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8334	83.34%
Acute Oral Toxicity (c)	III	0.5092	50.92%
Estrogen receptor binding	+	0.8344	83.44%
Androgen receptor binding	+	0.6601	66.01%
Thyroid receptor binding	+	0.5553	55.53%
Glucocorticoid receptor binding	+	0.7614	76.14%
Aromatase binding	+	0.5926	59.26%
PPAR gamma	+	0.6700	67.00%
Honey bee toxicity	-	0.7646	76.46%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9655	96.55%

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	98.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.83%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.44%	95.89%
CHEMBL236	P41143	Delta opioid receptor	89.25%	99.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	88.22%	95.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.26%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.61%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL238	Q01959	Dopamine transporter	85.84%	95.88%
CHEMBL233	P35372	Mu opioid receptor	85.71%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.81%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.94%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.63%	90.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.20%	95.58%
CHEMBL234	P35462	Dopamine D3 receptor	82.67%	90.48%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.40%	91.03%
CHEMBL2581	P07339	Cathepsin D	81.21%	98.95%

Plants that contains it

• Lycoris radiata
• Papaver somniferum

Cross-Links

• PubChem: 10460627
• NPASS: NPC203778