[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-[(2S,11R)-11-hydroxy-9-[(2S)-2-methylbutanoyl]-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: f85590d7-1a8e-4e18-a608-8576d18a4f3c
• 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-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CCC(C)C(=O)N1CCCNC(=O)CC(NCCC(C1)O)C2=CC=C(C=C2)OC3C(C(C(C(O3)C)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC=CC=C5)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)N1CCCNC(=O)C[C@H](NCC[C@H](C1)O)C2=CC=C(C=C2)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC=CC=C5)O)O)O
• InChI: InChI=1S/C40H57N3O14/c1-4-22(2)37(51)43-18-8-16-42-30(45)19-28(41-17-15-26(44)20-43)24-11-13-27(14-12-24)55-40-36(34(49)31(46)23(3)54-40)57-39-35(50)33(48)32(47)29(56-39)21-53-38(52)25-9-6-5-7-10-25/h5-7,9-14,22-23,26,28-29,31-36,39-41,44,46-50H,4,8,15-21H2,1-3H3,(H,42,45)/t22-,23-,26+,28-,29+,31-,32+,33-,34+,35+,36+,39-,40-/m0/s1
• InChI Key: QZCPRWHWMRBQQI-RDNOUEAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₇N₃O₁₄
• Molecular Weight: 803.90 g/mol
• Exact Mass: 803.38405350 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5582	55.82%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	0.8820	88.20%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9665	96.65%
P-glycoprotein inhibitior	+	0.7121	71.21%
P-glycoprotein substrate	+	0.7071	70.71%
CYP3A4 substrate	+	0.7060	70.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	+	0.6170	61.70%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.8289	82.89%
CYP1A2 inhibition	-	0.9227	92.27%
CYP2C8 inhibition	+	0.6723	67.23%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.7973	79.73%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6645	66.45%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9680	96.80%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8232	82.32%
Androgen receptor binding	+	0.6725	67.25%
Thyroid receptor binding	-	0.5074	50.74%
Glucocorticoid receptor binding	+	0.6816	68.16%
Aromatase binding	+	0.5184	51.84%
PPAR gamma	+	0.7504	75.04%
Honey bee toxicity	-	0.7411	74.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8091	80.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.58%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.96%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.49%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.06%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.80%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	94.47%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.44%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.13%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	91.85%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.74%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.46%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.92%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.70%	83.00%
CHEMBL4208	P20618	Proteasome component C5	90.35%	90.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	88.82%	96.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.73%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.77%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL5028	O14672	ADAM10	84.20%	97.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.09%	95.58%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.61%	93.04%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.53%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.37%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.61%	90.71%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.54%	91.43%
CHEMBL1951	P21397	Monoamine oxidase A	81.31%	91.49%
CHEMBL5255	O00206	Toll-like receptor 4	81.29%	92.50%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.18%	96.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.13%	93.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 44179101
• LOTUS: LTS0016034
• wikiData: Q105231761