[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-[(2S,11R)-11-hydroxy-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

Details

• Internal ID: ce726505-31f2-4e62-baf9-290912b87b22
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-[(2S,11R)-11-hydroxy-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-6-methyloxan-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)NCCCNCC(CCN3)O)OC4C(C(C(C(O4)COC(=O)C5=CC=CC=C5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)[C@@H]3CC(=O)NCCCNC[C@@H](CCN3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC=CC=C5)O)O)O)O)O
• InChI: InChI=1S/C35H49N3O13/c1-19-27(41)30(44)32(51-34-31(45)29(43)28(42)25(50-34)18-47-33(46)21-6-3-2-4-7-21)35(48-19)49-23-10-8-20(9-11-23)24-16-26(40)38-14-5-13-36-17-22(39)12-15-37-24/h2-4,6-11,19,22,24-25,27-32,34-37,39,41-45H,5,12-18H2,1H3,(H,38,40)/t19-,22+,24-,25+,27-,28+,29-,30+,31+,32+,34-,35-/m0/s1
• InChI Key: MFOADLIHDGGMBW-RLOJQMTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₉N₃O₁₃
• Molecular Weight: 719.80 g/mol
• Exact Mass: 719.32653863 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.54
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5699	56.99%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6496	64.96%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	+	0.7448	74.48%
P-glycoprotein inhibitior	+	0.6448	64.48%
P-glycoprotein substrate	+	0.5600	56.00%
CYP3A4 substrate	+	0.6878	68.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.7320	73.20%
CYP2C9 inhibition	-	0.9073	90.73%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.8183	81.83%
CYP1A2 inhibition	-	0.8615	86.15%
CYP2C8 inhibition	+	0.6846	68.46%
CYP inhibitory promiscuity	-	0.8469	84.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6842	68.42%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.7916	79.16%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7177	71.77%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9390	93.90%
Acute Oral Toxicity (c)	III	0.6349	63.49%
Estrogen receptor binding	+	0.7976	79.76%
Androgen receptor binding	+	0.5765	57.65%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6348	63.48%
Aromatase binding	+	0.5648	56.48%
PPAR gamma	+	0.6710	67.10%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5812	58.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	99.30%	97.09%
CHEMBL2581	P07339	Cathepsin D	98.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.81%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.65%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	94.46%	90.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.48%	83.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.72%	95.93%
CHEMBL4208	P20618	Proteasome component C5	92.41%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.04%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.63%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.37%	95.58%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.44%	95.56%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.78%	92.67%
CHEMBL3524	P56524	Histone deacetylase 4	84.58%	92.97%
CHEMBL3401	O75469	Pregnane X receptor	84.55%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	82.64%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.92%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.26%	99.17%

Plants that contains it

• Garcinia cowa
• Meehania urticifolia

Cross-Links

• PubChem: 44605335
• LOTUS: LTS0047525
• wikiData: Q105341524