[(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 propanoate

Details

• Internal ID: 85814380-1ed9-43ae-bde2-6e26c3354e0c
• 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 propanoate
• 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)CC)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)CC)O)O)O
• InChI: InChI=1S/C38H59N3O15/c1-6-20(3)36(50)41-16-8-14-40-28(43)17-26(39-15-13-25(18-41)53-22(5)42)23-9-11-24(12-10-23)54-38-35(33(48)30(45)21(4)52-38)56-37-34(49)32(47)31(46)27(55-37)19-51-29(44)7-2/h9-12,20-21,25-27,30-35,37-39,45-49H,6-8,13-19H2,1-5H3,(H,40,43)/t20-,21-,25+,26-,27+,30-,31+,32-,33+,34+,35+,37-,38-/m0/s1
• InChI Key: HYYBIMNJVBENSP-OVTUXNDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₉N₃O₁₅
• Molecular Weight: 797.90 g/mol
• Exact Mass: 797.39461818 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.58
• 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	-	0.5162	51.62%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	0.7250	72.50%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9720	97.20%
P-glycoprotein inhibitior	+	0.7374	73.74%
P-glycoprotein substrate	+	0.7334	73.34%
CYP3A4 substrate	+	0.7186	71.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8377	83.77%
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	+	0.6430	64.30%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7466	74.66%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9572	95.72%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8565	85.65%
Androgen receptor binding	+	0.6040	60.40%
Thyroid receptor binding	-	0.4931	49.31%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	+	0.5375	53.75%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
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	99.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.32%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.58%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.44%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.31%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.23%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.99%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.49%	94.80%
CHEMBL226	P30542	Adenosine A1 receptor	91.86%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	91.23%	91.49%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.13%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.08%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.84%	94.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	89.80%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.46%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.26%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.03%	93.56%
CHEMBL4208	P20618	Proteasome component C5	86.36%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	86.05%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.25%	94.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.17%	98.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.69%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.36%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.28%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.59%	93.04%
CHEMBL5028	O14672	ADAM10	81.43%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.23%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.42%	97.36%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 44605713
• LOTUS: LTS0103439
• wikiData: Q105035532