[9-Butanoyl-2-[4-[4,5-dihydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]-4-oxo-1,5,9-triazacyclotridec-11-yl] acetate

Details

• Internal ID: c253861a-db41-4566-abb3-84bf963c394c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [9-butanoyl-2-[4-[4,5-dihydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]-4-oxo-1,5,9-triazacyclotridec-11-yl] acetate
• SMILES (Canonical): CCCC(=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)CO)O)O)O
• SMILES (Isomeric): CCCC(=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)CO)O)O)O
• InChI: InChI=1S/C34H53N3O14/c1-4-6-26(41)37-14-5-12-36-25(40)15-23(35-13-11-22(16-37)48-19(3)39)20-7-9-21(10-8-20)49-34-32(30(45)27(42)18(2)47-34)51-33-31(46)29(44)28(43)24(17-38)50-33/h7-10,18,22-24,27-35,38,42-46H,4-6,11-17H2,1-3H3,(H,36,40)
• InChI Key: DKJADYHAHKLZJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₃N₃O₁₄
• Molecular Weight: 727.80 g/mol
• Exact Mass: 727.35275337 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.79
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5162	51.62%
Caco-2	-	0.8724	87.24%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9128	91.28%
P-glycoprotein inhibitior	+	0.6937	69.37%
P-glycoprotein substrate	+	0.6867	68.67%
CYP3A4 substrate	+	0.7085	70.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8369	83.69%
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	+	0.5660	56.60%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6849	68.49%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6853	68.53%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8487	84.87%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.5542	55.42%
Thyroid receptor binding	-	0.5457	54.57%
Glucocorticoid receptor binding	+	0.6611	66.11%
Aromatase binding	+	0.5819	58.19%
PPAR gamma	+	0.7211	72.11%
Honey bee toxicity	-	0.7476	74.76%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.6990	69.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.61%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.57%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.25%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.60%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.48%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.84%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.45%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.81%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.22%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.12%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.47%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.19%	97.36%
CHEMBL220	P22303	Acetylcholinesterase	87.17%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.24%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.06%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	86.01%	98.59%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.67%	90.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.51%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.73%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.37%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.83%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.62%	93.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.61%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.26%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.38%	99.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.31%	96.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.73%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.47%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.23%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.12%	91.24%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 75080041
• LOTUS: LTS0149022
• wikiData: Q104983330