(1R)-20,21,25-trimethoxy-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),14,18,20,22(33),24,26,31-tridecaen-6-ol

Details

• Internal ID: d81e6181-f283-404f-b33a-8508a9294f83
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1R)-20,21,25-trimethoxy-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),14,18,20,22(33),24,26,31-tridecaen-6-ol
• SMILES (Canonical): COC1=C2C=C3C(CC4=CC(=C(C=C4)O)OC5=CC=C(CC6=NCCC7=CC(=C(C(=C76)O2)OC)OC)C=C5)NCCC3=C1
• SMILES (Isomeric): COC1=C2C=C3[C@@H](CC4=CC(=C(C=C4)O)OC5=CC=C(CC6=NCCC7=CC(=C(C(=C76)O2)OC)OC)C=C5)NCCC3=C1
• InChI: InChI=1S/C35H34N2O6/c1-39-30-17-22-10-12-36-26-15-21-6-9-28(38)29(16-21)42-24-7-4-20(5-8-24)14-27-33-23(11-13-37-27)18-32(40-2)34(41-3)35(33)43-31(30)19-25(22)26/h4-9,16-19,26,36,38H,10-15H2,1-3H3/t26-/m1/s1
• InChI Key: MQXGGMRXWGLPJV-AREMUKBSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄N₂O₆
• Molecular Weight: 578.70 g/mol
• Exact Mass: 578.24168681 g/mol
• Topological Polar Surface Area (TPSA): 90.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 6.33
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7949	79.49%
Caco-2	-	0.6964	69.64%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5587	55.87%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9954	99.54%
P-glycoprotein inhibitior	+	0.9424	94.24%
P-glycoprotein substrate	+	0.6616	66.16%
CYP3A4 substrate	+	0.6966	69.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3753	37.53%
CYP3A4 inhibition	-	0.6246	62.46%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8125	81.25%
CYP2D6 inhibition	-	0.7272	72.72%
CYP1A2 inhibition	-	0.7027	70.27%
CYP2C8 inhibition	+	0.7509	75.09%
CYP inhibitory promiscuity	-	0.9462	94.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6707	67.07%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9557	95.57%
Skin irritation	-	0.7553	75.53%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8896	88.96%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8476	84.76%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5980	59.80%
Acute Oral Toxicity (c)	III	0.5483	54.83%
Estrogen receptor binding	+	0.8730	87.30%
Androgen receptor binding	+	0.6582	65.82%
Thyroid receptor binding	+	0.7544	75.44%
Glucocorticoid receptor binding	+	0.8569	85.69%
Aromatase binding	+	0.6179	61.79%
PPAR gamma	+	0.7360	73.60%
Honey bee toxicity	-	0.7723	77.23%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	-	0.6537	65.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.23%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	97.19%	96.21%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.25%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.65%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.61%	95.89%
CHEMBL2535	P11166	Glucose transporter	89.42%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.51%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.17%	92.94%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.79%	95.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.34%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.81%	94.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.48%	82.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.07%	85.14%
CHEMBL4302	P08183	P-glycoprotein 1	84.35%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.82%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.58%	85.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.55%	91.79%
CHEMBL261	P00915	Carbonic anhydrase I	80.59%	96.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.19%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.19%	91.03%

Plants that contains it

• Guatteria ucayalina
• Staphylea japonica
• Tabernaemontana divaricata

Cross-Links

• PubChem: 10053935
• NPASS: NPC219447
• LOTUS: LTS0056534
• wikiData: Q105170328