[(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-hydroxy-6-(3-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: c82bf868-bda3-4394-8a19-a36e4513ff23
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-hydroxy-6-(3-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=CC=C6)O
• SMILES (Isomeric): C=C[C@H]1[C@@H](OC=C2[C@]1(CCOC2=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=CC=C6)O
• InChI: InChI=1S/C35H40O19/c1-2-18-32(49-13-19-30(45)48-7-6-35(18,19)47)54-34-29(27(43)25(41)22(12-37)52-34)53-31(46)23-17(14-4-3-5-15(38)8-14)9-16(10-20(23)39)50-33-28(44)26(42)24(40)21(11-36)51-33/h2-5,8-10,13,18,21-22,24-29,32-34,36-44,47H,1,6-7,11-12H2/t18-,21+,22+,24+,25+,26-,27-,28+,29+,32-,33+,34-,35+/m0/s1
• InChI Key: UJKNULPPIYDFAE-JVNJHBAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₁₉
• Molecular Weight: 764.70 g/mol
• Exact Mass: 764.21637904 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.36
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6312	63.12%
Caco-2	-	0.8937	89.37%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6824	68.24%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8346	83.46%
BSEP inhibitior	+	0.7029	70.29%
P-glycoprotein inhibitior	+	0.6736	67.36%
P-glycoprotein substrate	+	0.5686	56.86%
CYP3A4 substrate	+	0.7183	71.83%
CYP2C9 substrate	-	0.6143	61.43%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.8495	84.95%
CYP2C9 inhibition	-	0.7198	71.98%
CYP2C19 inhibition	-	0.7396	73.96%
CYP2D6 inhibition	-	0.8571	85.71%
CYP1A2 inhibition	-	0.8028	80.28%
CYP2C8 inhibition	+	0.7656	76.56%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6329	63.29%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.7744	77.44%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7193	71.93%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.6702	67.02%
skin sensitisation	-	0.8151	81.51%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7972	79.72%
Acute Oral Toxicity (c)	III	0.4689	46.89%
Estrogen receptor binding	+	0.8039	80.39%
Androgen receptor binding	+	0.6817	68.17%
Thyroid receptor binding	+	0.5370	53.70%
Glucocorticoid receptor binding	+	0.5790	57.90%
Aromatase binding	+	0.5748	57.48%
PPAR gamma	+	0.7361	73.61%
Honey bee toxicity	-	0.6043	60.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9464	94.64%

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	98.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.59%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.29%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.40%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.51%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.90%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.35%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.56%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.23%	91.07%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.67%	83.57%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.36%	96.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.11%	91.24%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.06%	94.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.94%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.43%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.28%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.54%	97.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.05%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.85%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.79%	94.73%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	81.42%	95.71%
CHEMBL4530	P00488	Coagulation factor XIII	81.26%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.20%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.11%	95.83%

Plants that contains it

• Swertia japonica

Cross-Links

• PubChem: 11366232
• LOTUS: LTS0068054
• wikiData: Q105274001