Tiliageine

Details

• Internal ID: f2d1f120-9f2b-4e64-b5be-b31505506375
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Diarylethers
• IUPAC Name: (1R,14S)-6,20,25-trimethoxy-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-dodecaene-9,21-diol
• 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)O)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)O)OC
• InChI: InChI=1S/C37H40N2O6/c1-38-12-10-23-18-32(43-4)33-20-25(23)28(38)16-22-7-9-31(42-3)27(15-22)26-14-21(6-8-30(26)40)17-29-35-24(11-13-39(29)2)19-34(44-5)36(41)37(35)45-33/h6-9,14-15,18-20,28-29,40-41H,10-13,16-17H2,1-5H3/t28-,29+/m1/s1
• InChI Key: YZGZHFUKHPDLOJ-WDYNHAJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀N₂O₆
• Molecular Weight: 608.70 g/mol
• Exact Mass: 608.28863700 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.44
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL2262394
• 53755-51-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7591	75.91%
Caco-2	+	0.4949	49.49%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4941	49.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9899	98.99%
P-glycoprotein inhibitior	+	0.9218	92.18%
P-glycoprotein substrate	+	0.6229	62.29%
CYP3A4 substrate	+	0.6837	68.37%
CYP2C9 substrate	+	0.7890	78.90%
CYP2D6 substrate	+	0.7253	72.53%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.9436	94.36%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.6432	64.32%
CYP inhibitory promiscuity	-	0.9625	96.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.7873	78.73%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8624	86.24%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8884	88.84%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9070	90.70%
Acute Oral Toxicity (c)	III	0.7270	72.70%
Estrogen receptor binding	+	0.7949	79.49%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.8324	83.24%
Aromatase binding	+	0.6169	61.69%
PPAR gamma	+	0.5948	59.48%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8050	80.50%

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	99.43%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	96.21%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	95.86%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.02%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.93%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.61%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.61%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.91%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.61%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.25%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.25%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.93%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.28%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.85%	82.38%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.36%	95.34%
CHEMBL2535	P11166	Glucose transporter	86.11%	98.75%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.75%	90.95%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.54%	95.53%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.29%	91.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.11%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.01%	97.31%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.83%	100.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.74%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.74%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.13%	90.71%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.07%	96.86%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.93%	82.67%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.83%	89.50%

Plants that contains it

• Guatteria ucayalina
• Staphylea japonica
• Tabernaemontana divaricata
• Tiliacora triandra

Cross-Links

• PubChem: 76315750
• NPASS: NPC275680
• LOTUS: LTS0042204
• wikiData: Q105369217