Adiantifoline

Details

• Internal ID: f01891f3-458f-4829-8225-7a56e365d0c3
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-9-[2-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxyphenoxy]-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)OC5=CC(=C(C=C5CC6C7=CC(=C(C=C7CCN6C)OC)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=C3[C@@H]1CC4=CC(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)OC5=CC(=C(C=C5C[C@H]6C7=CC(=C(C=C7CCN6C)OC)OC)OC)OC
• InChI: InChI=1S/C42H50N2O9/c1-43-13-11-23-17-32(45-3)34(47-5)20-27(23)29(43)16-25-19-33(46-4)36(49-7)22-31(25)53-37-18-24-15-30-38-26(12-14-44(30)2)40(50-8)42(52-10)41(51-9)39(38)28(24)21-35(37)48-6/h17-22,29-30H,11-16H2,1-10H3/t29-,30-/m0/s1
• InChI Key: UEKRHVIBSZVFQN-KYJUHHDHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₀N₂O₉
• Molecular Weight: 726.90 g/mol
• Exact Mass: 726.35163118 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 7.07
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

• 20823-96-5
• 4H-Dibenzo(de,g)quinoline, 9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-5,6,6a,7-tetrahydro-1,2,3,10-tetramethoxy-6-methyl-, (S-(R*,R*))-
• AC1L50VT
• AC1Q56ML
• CHEBI:2487
• DTXSID30174940
• AKOS040745488
• NSC 146267
• C09323
• Q27105683
• (6aS)-9-[2-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxy-phenoxy]-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
• (6aS)-9-[2-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxyphenoxy]-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9128	91.28%
Caco-2	-	0.6906	69.06%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5564	55.64%
OATP2B1 inhibitior	-	0.7036	70.36%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9946	99.46%
P-glycoprotein inhibitior	+	0.9285	92.85%
P-glycoprotein substrate	-	0.8134	81.34%
CYP3A4 substrate	+	0.7048	70.48%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8198	81.98%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.9775	97.75%
CYP2C19 inhibition	-	0.9685	96.85%
CYP2D6 inhibition	-	0.8439	84.39%
CYP1A2 inhibition	-	0.9220	92.20%
CYP2C8 inhibition	+	0.6208	62.08%
CYP inhibitory promiscuity	-	0.9188	91.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.7975	79.75%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9323	93.23%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5924	59.24%
skin sensitisation	-	0.9041	90.41%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7093	70.93%
Acute Oral Toxicity (c)	III	0.7763	77.63%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.6973	69.73%
Thyroid receptor binding	+	0.6153	61.53%
Glucocorticoid receptor binding	+	0.8325	83.25%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.6854	68.54%
Honey bee toxicity	-	0.7799	77.99%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8538	85.38%

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	99.36%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	96.59%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	95.31%	91.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.76%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.60%	91.79%
CHEMBL5747	Q92793	CREB-binding protein	94.06%	95.12%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.29%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.99%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.64%	89.62%
CHEMBL4208	P20618	Proteasome component C5	89.19%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.39%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.38%	91.03%
CHEMBL2535	P11166	Glucose transporter	87.92%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.29%	89.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.23%	97.25%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.88%	95.34%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.64%	92.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.79%	99.17%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	84.68%	83.14%
CHEMBL3438	Q05513	Protein kinase C zeta	84.26%	88.48%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.89%	90.95%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.94%	96.86%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.61%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.65%	92.94%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.13%	82.38%
CHEMBL1907	P15144	Aminopeptidase N	80.49%	93.31%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.28%	91.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.25%	95.56%

Plants that contains it

• Thalictrum cultratum
• Thalictrum minus

Cross-Links

• PubChem: 167937
• LOTUS: LTS0133655
• wikiData: Q27105683