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

Details

• Internal ID: 57ef69d4-7acc-4ba3-98a4-506a5c7e9c60
• 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)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CCC(C)C(=O)N1CCCNC(=O)CC(NCCC(C1)OC(=O)C)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)OC(=O)C)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/C42H59N3O15/c1-5-23(2)39(53)45-19-9-17-44-32(47)20-30(43-18-16-29(21-45)57-25(4)46)26-12-14-28(15-13-26)58-42-38(36(51)33(48)24(3)56-42)60-41-37(52)35(50)34(49)31(59-41)22-55-40(54)27-10-7-6-8-11-27/h6-8,10-15,23-24,29-31,33-38,41-43,48-52H,5,9,16-22H2,1-4H3,(H,44,47)/t23-,24-,29+,30-,31+,33-,34+,35-,36+,37+,38+,41-,42-/m0/s1
• InChI Key: JHASEUWJNLLPAL-ZAJUQGJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₉N₃O₁₅
• Molecular Weight: 845.90 g/mol
• Exact Mass: 845.39461818 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 11

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	-	0.8674	86.74%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	0.8820	88.20%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9687	96.87%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.7301	73.01%
CYP3A4 substrate	+	0.7175	71.75%
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	+	0.7052	70.52%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.7973	79.73%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6958	69.58%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5819	58.19%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9610	96.10%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8346	83.46%
Androgen receptor binding	+	0.6789	67.89%
Thyroid receptor binding	+	0.5300	53.00%
Glucocorticoid receptor binding	+	0.7127	71.27%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7776	77.76%
Honey bee toxicity	-	0.7235	72.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	99.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.12%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	97.26%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.58%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.66%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.33%	83.57%
CHEMBL226	P30542	Adenosine A1 receptor	93.53%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.94%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.77%	89.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.04%	96.31%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.13%	83.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.07%	97.25%
CHEMBL4208	P20618	Proteasome component C5	88.95%	90.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.62%	95.58%
CHEMBL5028	O14672	ADAM10	87.53%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.94%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.35%	90.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.04%	93.04%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	84.71%	91.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.60%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.53%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.56%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.13%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.85%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	80.28%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.11%	93.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 44179023
• LOTUS: LTS0175539
• wikiData: Q105127830