[6-[4,5-Dihydroxy-6-methyl-2-[4-[4-oxo-9-(3-phenylprop-2-enoyl)-1,5,9-triazacyclotridec-2-yl]phenoxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

Details

• Internal ID: b64495ec-6943-4a7b-b556-569995401f98
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [6-[4,5-dihydroxy-6-methyl-2-[4-[4-oxo-9-(3-phenylprop-2-enoyl)-1,5,9-triazacyclotridec-2-yl]phenoxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)C3CC(=O)NCCCN(CCCCN3)C(=O)C=CC4=CC=CC=C4)OC5C(C(C(C(O5)COC(=O)C6=CC=CC=C6)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC=C(C=C2)C3CC(=O)NCCCN(CCCCN3)C(=O)C=CC4=CC=CC=C4)OC5C(C(C(C(O5)COC(=O)C6=CC=CC=C6)O)O)O)O)O
• InChI: InChI=1S/C44H55N3O13/c1-27-36(50)39(53)41(60-43-40(54)38(52)37(51)33(59-43)26-56-42(55)30-13-6-3-7-14-30)44(57-27)58-31-18-16-29(17-19-31)32-25-34(48)46-22-10-24-47(23-9-8-21-45-32)35(49)20-15-28-11-4-2-5-12-28/h2-7,11-20,27,32-33,36-41,43-45,50-54H,8-10,21-26H2,1H3,(H,46,48)
• InChI Key: HEYPIXYGEMJYSY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₅N₃O₁₃
• Molecular Weight: 833.90 g/mol
• Exact Mass: 833.37348882 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6080	60.80%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6257	62.57%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.9683	96.83%
P-glycoprotein inhibitior	+	0.7483	74.83%
P-glycoprotein substrate	+	0.6418	64.18%
CYP3A4 substrate	+	0.6983	69.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.5075	50.75%
CYP2C9 inhibition	-	0.8736	87.36%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.8096	80.96%
CYP1A2 inhibition	-	0.8854	88.54%
CYP2C8 inhibition	+	0.7289	72.89%
CYP inhibitory promiscuity	-	0.8628	86.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6094	60.94%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.7843	78.43%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6881	68.81%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.8996	89.96%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9665	96.65%
Acute Oral Toxicity (c)	III	0.5907	59.07%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.7028	70.28%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.6918	69.18%
Aromatase binding	-	0.5351	53.51%
PPAR gamma	+	0.7205	72.05%
Honey bee toxicity	-	0.7458	74.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7761	77.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.75%	86.33%
CHEMBL2581	P07339	Cathepsin D	98.53%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.75%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.56%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.75%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.67%	83.57%
CHEMBL221	P23219	Cyclooxygenase-1	93.84%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.61%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.36%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.09%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.88%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.29%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL5028	O14672	ADAM10	88.60%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	88.29%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.67%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.77%	95.83%
CHEMBL3524	P56524	Histone deacetylase 4	85.14%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.03%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	83.08%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.20%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.11%	97.36%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.67%	87.67%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.58%	96.25%

Plants that contains it

• Dracocephalum tanguticum

Cross-Links

• PubChem: 74941863
• LOTUS: LTS0004434
• wikiData: Q105027150