[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-butanoyl-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: 4ba1419f-2a5b-4323-b67d-506f21094b46
• 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-butanoyl-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): 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)COC(=O)C5=CC=CC=C5)O)O)O
• SMILES (Isomeric): CCCC(=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/C41H57N3O15/c1-4-9-32(47)44-19-8-17-43-31(46)20-29(42-18-16-28(21-44)56-24(3)45)25-12-14-27(15-13-25)57-41-38(36(51)33(48)23(2)55-41)59-40-37(52)35(50)34(49)30(58-40)22-54-39(53)26-10-6-5-7-11-26/h5-7,10-15,23,28-30,33-38,40-42,48-52H,4,8-9,16-22H2,1-3H3,(H,43,46)/t23-,28+,29-,30+,33-,34+,35-,36+,37+,38+,40-,41-/m0/s1
• InChI Key: KKUATRRZGGKSHI-MHGIOTKZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₇N₃O₁₅
• Molecular Weight: 831.90 g/mol
• Exact Mass: 831.37896812 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.07
• 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	-	0.8677	86.77%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9605	96.05%
P-glycoprotein inhibitior	+	0.7384	73.84%
P-glycoprotein substrate	+	0.7226	72.26%
CYP3A4 substrate	+	0.7210	72.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
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	+	0.7302	73.02%
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	-	0.9122	91.22%
Skin irritation	-	0.7973	79.73%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7062	70.62%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9391	93.91%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.6357	63.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6751	67.51%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7581	75.81%
Honey bee toxicity	-	0.7377	73.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	99.54%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	99.24%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.16%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.63%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.46%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.24%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.21%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.90%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.07%	85.14%
CHEMBL5028	O14672	ADAM10	87.20%	97.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.26%	95.58%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.99%	92.67%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.82%	93.04%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.62%	94.80%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.31%	95.83%
CHEMBL4208	P20618	Proteasome component C5	83.47%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.46%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.22%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.08%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.86%	93.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.24%	91.43%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.26%	97.36%

Plants that contains it

• Garcinia subelliptica
• Meehania urticifolia

Cross-Links

• PubChem: 44179182
• LOTUS: LTS0254757
• wikiData: Q104949010