(6aS)-8-[[(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-yl]oxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

Details

• Internal ID: 402b78c9-3146-4676-85b8-65eccf8236ff
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-8-[[(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-yl]oxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)OC5=CC(=C(C6=C5CC7C8=C6C(=C(C=C8CCN7C)OC)OC)O)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=C3C(=C(C=C4)OC)OC5=CC(=C(C6=C5C[C@H]7C8=C6C(=C(C=C8CCN7C)OC)OC)O)OC)OC)OC
• InChI: InChI=1S/C40H44N2O8/c1-41-13-11-21-16-29(46-5)38(48-7)35-31(21)24(41)15-20-9-10-26(44-3)40(33(20)35)50-27-19-28(45-4)37(43)34-23(27)18-25-32-22(12-14-42(25)2)17-30(47-6)39(49-8)36(32)34/h9-10,16-17,19,24-25,43H,11-15,18H2,1-8H3/t24-,25-/m0/s1
• InChI Key: PDAMZCPMGOYUOH-DQEYMECFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄N₂O₈
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.30976637 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.74
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8395	83.95%
Caco-2	-	0.6084	60.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5765	57.65%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9919	99.19%
P-glycoprotein inhibitior	+	0.8868	88.68%
P-glycoprotein substrate	-	0.5341	53.41%
CYP3A4 substrate	+	0.6678	66.78%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.9632	96.32%
CYP2C19 inhibition	-	0.9573	95.73%
CYP2D6 inhibition	-	0.8888	88.88%
CYP1A2 inhibition	-	0.7171	71.71%
CYP2C8 inhibition	+	0.5177	51.77%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9270	92.70%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7505	75.05%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9475	94.75%
Acute Oral Toxicity (c)	III	0.7523	75.23%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	+	0.6922	69.22%
Thyroid receptor binding	+	0.5700	57.00%
Glucocorticoid receptor binding	+	0.8250	82.50%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.8709	87.09%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8206	82.06%

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	99.11%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	98.43%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.56%	93.99%
CHEMBL2056	P21728	Dopamine D1 receptor	95.93%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.49%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.20%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.67%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.13%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.16%	95.78%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.66%	91.03%
CHEMBL4208	P20618	Proteasome component C5	87.65%	90.00%
CHEMBL2535	P11166	Glucose transporter	86.19%	98.75%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.46%	96.86%
CHEMBL1951	P21397	Monoamine oxidase A	85.20%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.79%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	84.78%	88.48%
CHEMBL2581	P07339	Cathepsin D	83.71%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.21%	94.00%
CHEMBL261	P00915	Carbonic anhydrase I	82.17%	96.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.32%	99.17%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.30%	91.79%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.64%	89.50%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.62%	95.34%

Plants that contains it

• Dehaasia incrassata

Cross-Links

• PubChem: 10628320
• LOTUS: LTS0269159
• wikiData: Q105206269