Sarasinoside Q

Details

• Internal ID: 434d6758-b70f-4df3-b9fc-374ec4362490
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: N-[(2S,3R,4R,5R,6R)-2-[(3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-6-[[(1R,2S,5S,7S,14R,15R)-1-hydroxy-2,6,6,15-tetramethyl-14-[(2R)-6-methyl-4-oxohept-5-en-2-yl]-18-oxatetracyclo[8.7.1.02,7.011,15]octadec-10-en-5-yl]oxy]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• SMILES (Canonical): CC(CC(=O)C=C(C)C)C1CCC2=C3CCC4C(C(CCC4(C(O3)(CCC12C)O)C)OC5C(C(C(CO5)OC6C(C(C(C(O6)CO)O)O)NC(=O)C)O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)NC(=O)C)(C)C
• SMILES (Isomeric): C[C@H](CC(=O)C=C(C)C)[C@H]1CCC2=C3CC[C@@H]4[C@](CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)NC(=O)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)NC(=O)C)([C@](O3)(CC[C@]12C)O)C
• InChI: InChI=1S/C62H100N2O28/c1-25(2)18-29(70)19-26(3)30-10-11-31-32-12-13-38-59(6,7)39(14-15-61(38,9)62(81,92-32)17-16-60(30,31)8)89-58-52(46(75)37(24-83-58)88-54-40(63-27(4)68)47(76)42(71)33(20-65)84-54)90-55-41(64-28(5)69)48(77)45(74)36(87-55)23-82-57-53(50(79)44(73)35(22-67)86-57)91-56-51(80)49(78)43(72)34(21-66)85-56/h18,26,30,33-58,65-67,71-81H,10-17,19-24H2,1-9H3,(H,63,68)(H,64,69)/t26-,30-,33-,34-,35-,36-,37-,38+,39+,40-,41-,42+,43-,44-,45-,46+,47-,48-,49+,50+,51-,52-,53-,54+,55+,56+,57-,58+,60-,61+,62-/m1/s1
• InChI Key: UWVCOIQJBOLWGF-SVCNRGEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₀N₂O₂₈
• Molecular Weight: 1321.50 g/mol
• Exact Mass: 1320.64626054 g/mol
• Topological Polar Surface Area (TPSA): 460.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.64
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 20

Synonyms

• RefChem:181320
• N-((2S,3R,4R,5R,6R)-2-((3R,4S,5R,6S)-5-((2S,3R,4R,5S,6R)-3-acetamido-6-(((2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxymethyl)-4,5-dihydroxyoxan-2-yl)oxy-4-hydroxy-6-(((1R,2S,5S,7S,14R,15R)-1-hydroxy-2,6,6,15-tetramethyl-14-((2R)-6-methyl-4-oxohept-5-en-2-yl)-18-oxatetracyclo(8.7.1.02,7.011,15)octadec-10-en-5-yl)oxy)oxan-3-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl)acetamide
• N-[(2S,3R,4R,5R,6R)-2-[(3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-6-[[(1R,2S,5S,7S,14R,15R)-1-hydroxy-2,6,6,15-tetramethyl-14-[(2R)-6-methyl-4-oxohept-5-en-2-yl]-18-oxatetracyclo[8.7.1.02,7.011,15]octadec-10-en-5-yl]oxy]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CHEMBL2071316

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4813	48.13%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7129	71.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7820	78.20%
OATP1B3 inhibitior	+	0.9115	91.15%
MATE1 inhibitior	-	0.9112	91.12%
OCT2 inhibitior	-	0.8776	87.76%
BSEP inhibitior	+	0.9261	92.61%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	+	0.7014	70.14%
CYP3A4 substrate	+	0.7465	74.65%
CYP2C9 substrate	-	0.7966	79.66%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.8939	89.39%
CYP2C9 inhibition	-	0.8659	86.59%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8975	89.75%
CYP2C8 inhibition	+	0.7779	77.79%
CYP inhibitory promiscuity	-	0.8597	85.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.7131	71.31%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7834	78.34%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7334	73.34%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5600	56.00%
Acute Oral Toxicity (c)	III	0.6523	65.23%
Estrogen receptor binding	+	0.7111	71.11%
Androgen receptor binding	+	0.7670	76.70%
Thyroid receptor binding	+	0.6506	65.06%
Glucocorticoid receptor binding	+	0.7865	78.65%
Aromatase binding	+	0.6357	63.57%
PPAR gamma	+	0.8201	82.01%
Honey bee toxicity	-	0.6215	62.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9387	93.87%

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	99.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.32%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.50%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.80%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	89.48%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.83%	89.00%
CHEMBL5028	O14672	ADAM10	88.74%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.47%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	88.02%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.83%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.77%	90.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.86%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.04%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.87%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.55%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.33%	89.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.00%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.72%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.37%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.75%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.36%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.31%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.98%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.89%	91.19%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.65%	97.47%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.53%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.44%	91.03%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.34%	97.28%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.17%	96.33%
CHEMBL5957	P21589	5'-nucleotidase	80.15%	97.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 60200697
• LOTUS: LTS0213732
• wikiData: Q105280568