2-[(2S,4E)-4-[(2E,4E,6E,8E,10Z,12E,14Z)-11,15-dichloro-15-[(2S,3S,5R)-3-chloro-5-methyloxolan-2-yl]-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaenylidene]-1-[(2R,3R,4S,5R)-3-[(2S,3S,4S,5R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]-3,5-dioxopyrrolidin-2-yl]acetamide

Details

• Internal ID: 84af0fef-bc9b-40ef-921a-486e4cdc7e55
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 2-[(2S,4E)-4-[(2E,4E,6E,8E,10Z,12E,14Z)-11,15-dichloro-15-[(2S,3S,5R)-3-chloro-5-methyloxolan-2-yl]-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaenylidene]-1-[(2R,3R,4S,5R)-3-[(2S,3S,4S,5R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]-3,5-dioxopyrrolidin-2-yl]acetamide
• SMILES (Canonical): CC1CC(C(O1)C(=CC=CC(=CC=CC=CC=CC=CC(=C2C(=O)C(N(C2=O)C3C(C(C(CO3)O)O)OC4C(C(C(CO4)OC5C(C(C(O5)C)O)O)O)O)CC(=O)N)O)Cl)Cl)Cl
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@H](O1)/C(=C/C=C/C(=C/C=C/C=C/C=C/C=C/C(=C\2/C(=O)[C@@H](N(C2=O)[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O[C@H]4[C@H]([C@@H]([C@@H](CO4)O[C@H]5[C@H]([C@@H]([C@H](O5)C)O)O)O)O)CC(=O)N)/O)/Cl)/Cl)Cl
• InChI: InChI=1S/C41H51Cl3N2O16/c1-19-15-23(44)36(59-19)22(43)13-10-12-21(42)11-8-6-4-3-5-7-9-14-25(47)29-31(51)24(16-28(45)49)46(38(29)56)39-37(32(52)26(48)17-57-39)62-40-35(55)33(53)27(18-58-40)61-41-34(54)30(50)20(2)60-41/h3-14,19-20,23-24,26-27,30,32-37,39-41,47-48,50,52-55H,15-18H2,1-2H3,(H2,45,49)/b4-3+,7-5+,8-6+,12-10+,14-9+,21-11-,22-13-,29-25+/t19-,20-,23+,24+,26-,27-,30-,32+,33-,34+,35+,36-,37-,39-,40+,41+/m1/s1
• InChI Key: XETDUDOXAZLSEG-AZKIRYIISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₁Cl₃N₂O₁₆
• Molecular Weight: 934.20 g/mol
• Exact Mass: 932.230417 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7822	78.22%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Lysosomes	0.4790	47.90%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9067	90.67%
BSEP inhibitior	+	0.9911	99.11%
P-glycoprotein inhibitior	+	0.7334	73.34%
P-glycoprotein substrate	+	0.7544	75.44%
CYP3A4 substrate	+	0.7190	71.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.8707	87.07%
CYP2C9 inhibition	-	0.8080	80.80%
CYP2C19 inhibition	-	0.7140	71.40%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	+	0.6853	68.53%
CYP inhibitory promiscuity	-	0.8568	85.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7738	77.38%
Carcinogenicity (trinary)	Danger	0.4349	43.49%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8267	82.67%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5070	50.70%
skin sensitisation	-	0.8534	85.34%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9069	90.69%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.8266	82.66%
Androgen receptor binding	+	0.6357	63.57%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.7632	76.32%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.7992	79.92%
Honey bee toxicity	-	0.6484	64.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8518	85.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.23%	90.17%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.35%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.97%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.06%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.27%	83.82%
CHEMBL4208	P20618	Proteasome component C5	88.07%	90.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.90%	95.58%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.64%	93.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.02%	89.34%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.70%	97.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.89%	86.92%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.89%	80.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.92%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.75%	96.00%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	83.47%	91.83%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.32%	97.47%
CHEMBL340	P08684	Cytochrome P450 3A4	82.93%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.08%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.69%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.64%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.39%	92.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100966790
• LOTUS: LTS0133353
• wikiData: Q105326599