bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-2-(2-methylpropyl)butanedioate

Details

• Internal ID: 332b9d84-e826-432a-83d9-847a2fb7bf35
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-2-(2-methylpropyl)butanedioate
• SMILES (Canonical): CC(C)CC(CC(=O)OCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)(C(=O)OCC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)OC(=O)C=CC6=CC=CC=C6)O
• SMILES (Isomeric): CC(C)C[C@@](CC(=O)OCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C(=O)OCC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)OC(=O)/C=C/C6=CC=CC=C6)O
• InChI: InChI=1S/C49H62O23/c1-25(2)18-49(48(63)65-24-28-10-15-30(16-11-28)67-46-42(61)40(59)37(56)32(21-51)69-46,72-47-43(62)44(38(57)33(22-52)70-47)71-34(53)17-12-26-6-4-3-5-7-26)19-35(54)64-23-27-8-13-29(14-9-27)66-45-41(60)39(58)36(55)31(20-50)68-45/h3-17,25,31-33,36-47,50-52,55-62H,18-24H2,1-2H3/b17-12+/t31-,32-,33-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45-,46-,47+,49-/m1/s1
• InChI Key: JBOKFORDBNKZPH-WBAJXUPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₂O₂₃
• Molecular Weight: 1019.00 g/mol
• Exact Mass: 1018.36818822 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.91
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6664	66.64%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9790	97.90%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	-	0.5608	56.08%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.7818	78.18%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.8737	87.37%
CYP2C8 inhibition	+	0.7419	74.19%
CYP inhibitory promiscuity	-	0.9068	90.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6335	63.35%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.8412	84.12%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7945	79.45%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8400	84.00%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9088	90.88%
Acute Oral Toxicity (c)	III	0.6562	65.62%
Estrogen receptor binding	+	0.7692	76.92%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.6229	62.29%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	-	0.5171	51.71%
PPAR gamma	+	0.7714	77.14%
Honey bee toxicity	-	0.6601	66.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.07%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.68%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.22%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	94.79%	90.17%
CHEMBL2581	P07339	Cathepsin D	93.17%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.49%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.31%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.79%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	87.94%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.74%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.66%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.82%	93.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.45%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.88%	94.97%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.78%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 11535371
• LOTUS: LTS0208189
• wikiData: Q105124475