12'-Methoxyantioquine

Details

• Internal ID: 895311d5-eafc-46d0-9b0b-4e0a50e69f7d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Diarylethers
• IUPAC Name: (1R,14S)-6,9,20,25-tetramethoxy-15,30-dimethyl-23-oxa-15,30-diazaheptacyclo[22.6.2.13,7.18,12.114,18.027,31.022,33]pentatriaconta-3(35),4,6,8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol
• SMILES (Canonical): CN1CCC2=CC(=C3C=C2C1CC4=CC(=C(C=C4)OC)C5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)O)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C=C2[C@H]1CC4=CC(=C(C=C4)OC)C5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)O)OC)OC
• InChI: InChI=1S/C38H42N2O6/c1-39-13-11-24-19-33(44-5)34-21-26(24)29(39)17-22-7-9-31(42-3)27(15-22)28-16-23(8-10-32(28)43-4)18-30-36-25(12-14-40(30)2)20-35(45-6)37(41)38(36)46-34/h7-10,15-16,19-21,29-30,41H,11-14,17-18H2,1-6H3/t29-,30+/m1/s1
• InChI Key: MMPRUQLJCQZAHE-IHLOFXLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₂N₂O₆
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.30428706 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.74
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8474	84.74%
Caco-2	+	0.5617	56.17%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4795	47.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9942	99.42%
P-glycoprotein inhibitior	+	0.9397	93.97%
P-glycoprotein substrate	+	0.6209	62.09%
CYP3A4 substrate	+	0.6777	67.77%
CYP2C9 substrate	+	0.7890	78.90%
CYP2D6 substrate	+	0.7253	72.53%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.9517	95.17%
CYP2C19 inhibition	-	0.9248	92.48%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.6023	60.23%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.7831	78.31%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8781	87.81%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9107	91.07%
Acute Oral Toxicity (c)	III	0.7616	76.16%
Estrogen receptor binding	+	0.7727	77.27%
Androgen receptor binding	+	0.7507	75.07%
Thyroid receptor binding	+	0.6769	67.69%
Glucocorticoid receptor binding	+	0.8532	85.32%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.5958	59.58%
Honey bee toxicity	-	0.8275	82.75%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7947	79.47%

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	99.50%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	96.07%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	95.79%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.22%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.13%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.99%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.42%	93.40%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.25%	95.78%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.73%	82.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.28%	94.00%
CHEMBL2535	P11166	Glucose transporter	85.98%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.90%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.08%	90.95%
CHEMBL4208	P20618	Proteasome component C5	84.78%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.76%	91.49%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.99%	95.34%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.81%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.83%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.99%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.38%	90.71%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.99%	97.31%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.65%	96.86%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.55%	95.53%

Plants that contains it

• Staphylea japonica
• Tabernaemontana divaricata

Cross-Links

• PubChem: 102153330
• NPASS: NPC189399
• LOTUS: LTS0273497
• wikiData: Q105167959