[(2R,3R,4R,6S)-6-[(2R,2'R,3'S,3aR,4R,4'R,6S,7S,7aR)-6-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5S,6S)-6-[(2R,3'R,3aS,4'R,5'R,6S,7R,7aS)-5'-(2,4-dihydroxy-6-methylbenzoyl)oxy-4'-formyloxy-3',7-dihydroxyspiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6-yl]oxy-4-hydroxy-5-methoxy-2-(methoxymethyl)oxan-3-yl]oxy-3-hydroxy-5-methoxy-6-methyloxan-4-yl]oxy-4',7-dihydroxy-2',4,7a-trimethylspiro[3a,4,6,7-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2,6'-oxane]-3'-yl]oxy-4-[(2S,4S,5R,6S)-5-methoxy-4,6-dimethyl-4-nitrooxan-2-yl]oxy-2-methyloxan-3-yl] 3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoate

Details

• Internal ID: d9b50d17-0d9d-4efb-8027-fad79028f769
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,6S)-6-[(2R,2'R,3'S,3aR,4R,4'R,6S,7S,7aR)-6-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5S,6S)-6-[(2R,3'R,3aS,4'R,5'R,6S,7R,7aS)-5'-(2,4-dihydroxy-6-methylbenzoyl)oxy-4'-formyloxy-3',7-dihydroxyspiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6-yl]oxy-4-hydroxy-5-methoxy-2-(methoxymethyl)oxan-3-yl]oxy-3-hydroxy-5-methoxy-6-methyloxan-4-yl]oxy-4',7-dihydroxy-2',4,7a-trimethylspiro[3a,4,6,7-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2,6'-oxane]-3'-yl]oxy-4-[(2S,4S,5R,6S)-5-methoxy-4,6-dimethyl-4-nitrooxan-2-yl]oxy-2-methyloxan-3-yl] 3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC3(CC2O)OC4C(OC(C(C4(O3)C)O)OC5C(C(OC(C5OC)C)OC6C(OC(C(C6O)OC)OC7C(C8C(CO7)OC9(O8)C(C(C(CO9)OC(=O)C1=C(C=C(C=C1C)O)O)OC=O)O)O)COC)O)C)C)OC1CC(C(C(O1)C)OC)(C)[N+](=O)[O-])OC(=O)C1=C(C(=C(C(=C1OC)Cl)O)Cl)C
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@]3(C[C@H]2O)O[C@@H]4[C@H](O[C@H]([C@H]([C@]4(O3)C)O)O[C@@H]5[C@H]([C@@H](O[C@@H]([C@@H]5OC)C)O[C@@H]6[C@H](O[C@H]([C@H]([C@H]6O)OC)O[C@H]7[C@@H]([C@H]8[C@H](CO7)O[C@@]9(O8)[C@@H]([C@H]([C@@H](CO9)OC(=O)C1=C(C=C(C=C1C)O)O)OC=O)O)O)COC)O)C)C)O[C@H]1C[C@]([C@H]([C@@H](O1)C)OC)(C)[N+](=O)[O-])OC(=O)C1=C(C(=C(C(=C1OC)Cl)O)Cl)C
• InChI: InChI=1S/C70H97Cl2NO39/c1-24-15-31(75)16-32(76)40(24)61(84)101-36-22-95-70(57(82)53(36)94-23-74)109-37-21-93-63(46(80)52(37)110-70)107-65-56(91-13)45(79)51(35(102-65)20-88-10)105-64-47(81)55(50(89-11)27(4)98-64)106-66-58(83)68(9)60(30(7)99-66)111-69(112-68)18-33(77)48(28(5)108-69)103-38-17-34(100-39-19-67(8,73(86)87)59(92-14)29(6)97-39)49(26(3)96-38)104-62(85)41-25(2)42(71)44(78)43(72)54(41)90-12/h15-16,23,26-30,33-39,45-53,55-60,63-66,75-83H,17-22H2,1-14H3/t26-,27-,28-,29+,30-,33-,34-,35-,36-,37+,38+,39+,45+,46-,47-,48-,49-,50+,51-,52-,53+,55-,56+,57-,58-,59+,60-,63+,64+,65+,66+,67+,68-,69-,70-/m1/s1
• InChI Key: NJTDGKBSSNFZHZ-NBZATOKKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₀H₉₇Cl₂NO₃₉
• Molecular Weight: 1647.40 g/mol
• Exact Mass: 1645.5014776 g/mol
• Topological Polar Surface Area (TPSA): 510.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 39
• H-Bond Donor: 9
• Rotatable Bonds: 23

Synonyms

• CHEMBL443945
• Sch 58775

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8289	82.89%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.4895	48.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8000	80.00%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9479	94.79%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.8378	83.78%
CYP3A4 substrate	+	0.7653	76.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	+	0.5782	57.82%
CYP2C9 inhibition	-	0.6174	61.74%
CYP2C19 inhibition	-	0.5535	55.35%
CYP2D6 inhibition	-	0.8198	81.98%
CYP1A2 inhibition	-	0.6513	65.13%
CYP2C8 inhibition	+	0.8686	86.86%
CYP inhibitory promiscuity	+	0.5745	57.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4205	42.05%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7370	73.70%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8329	83.29%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9601	96.01%
Acute Oral Toxicity (c)	III	0.5763	57.63%
Estrogen receptor binding	+	0.6229	62.29%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.7164	71.64%
Glucocorticoid receptor binding	+	0.8096	80.96%
Aromatase binding	+	0.7482	74.82%
PPAR gamma	+	0.8021	80.21%
Honey bee toxicity	-	0.5907	59.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9681	96.81%

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	99.91%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.11%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.79%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.58%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	95.08%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.74%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.90%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.01%	91.24%
CHEMBL4302	P08183	P-glycoprotein 1	92.81%	92.98%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.69%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.79%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.51%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.14%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.74%	92.68%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.29%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.89%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.76%	96.90%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.23%	95.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.05%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.34%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.27%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.74%	92.88%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.34%	95.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.43%	85.00%
CHEMBL4530	P00488	Coagulation factor XIII	84.20%	96.00%
CHEMBL3194	P02766	Transthyretin	83.54%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.44%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.88%	91.49%
CHEMBL1871	P10275	Androgen Receptor	82.69%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.52%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.41%	97.28%
CHEMBL3759	Q9H3N8	Histamine H4 receptor	82.04%	93.81%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.64%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.53%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.94%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.50%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	80.30%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44575976
• LOTUS: LTS0245111
• wikiData: Q77500999