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

Details

• Internal ID: 42fcadfb-7de9-408d-bc56-1e2e02e34ddd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,11S)-2-[4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-11-yl] acetate
• 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)CO)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)CO)O)O)O
• InChI: InChI=1S/C35H55N3O14/c1-5-18(2)33(47)38-14-6-12-37-26(41)15-24(36-13-11-23(16-38)49-20(4)40)21-7-9-22(10-8-21)50-35-32(30(45)27(42)19(3)48-35)52-34-31(46)29(44)28(43)25(17-39)51-34/h7-10,18-19,23-25,27-32,34-36,39,42-46H,5-6,11-17H2,1-4H3,(H,37,41)/t18-,19-,23-,24+,25+,27-,28+,29-,30+,31+,32+,34-,35-/m0/s1
• InChI Key: GOLMIRZGPZXCPW-GNYYZQFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₅N₃O₁₄
• Molecular Weight: 741.80 g/mol
• Exact Mass: 741.36840344 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.55
• 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	-	0.8693	86.93%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9364	93.64%
P-glycoprotein inhibitior	+	0.7064	70.64%
P-glycoprotein substrate	+	0.6947	69.47%
CYP3A4 substrate	+	0.7035	70.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8419	84.19%
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	+	0.5461	54.61%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6388	63.88%
Human Ether-a-go-go-Related Gene inhibition	+	0.7193	71.93%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6671	66.71%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9025	90.25%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8412	84.12%
Androgen receptor binding	+	0.6145	61.45%
Thyroid receptor binding	-	0.5142	51.42%
Glucocorticoid receptor binding	+	0.6685	66.85%
Aromatase binding	+	0.5591	55.91%
PPAR gamma	+	0.7405	74.05%
Honey bee toxicity	-	0.7338	73.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7550	75.50%
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	99.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.58%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.58%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.41%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.77%	89.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.15%	96.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.91%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	91.29%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.73%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.59%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.50%	90.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.92%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.59%	93.56%
CHEMBL4208	P20618	Proteasome component C5	88.09%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.66%	95.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.16%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	85.13%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.26%	95.58%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.03%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.99%	99.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.59%	98.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.31%	91.49%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.76%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.39%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.78%	96.21%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 163104166
• LOTUS: LTS0016229
• wikiData: Q105014192