[(E)-3-[3-hydroxy-5-methoxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enyl] (3S)-3-acetyloxy-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxybutanoate

Details

• Internal ID: 3b4aed33-a151-4c8f-b571-7df7203c3d52
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(E)-3-[3-hydroxy-5-methoxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enyl] (3S)-3-acetyloxy-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxybutanoate
• InChI: InChI=1S/C38H48O20/c1-19(41)57-38(2,58-37-35(32(48)30(46)26(18-40)54-37)55-27(43)12-9-20-7-10-22(50-3)11-8-20)16-28(44)52-13-5-6-21-14-23(42)34(24(15-21)51-4)56-36-33(49)31(47)29(45)25(17-39)53-36/h5-12,14-15,25-26,29-33,35-37,39-40,42,45-49H,13,16-18H2,1-4H3/b6-5+,12-9+/t25-,26-,29-,30-,31+,32+,33-,35-,36-,37-,38-/m1/s1
• InChI Key: BTAJTUALRCMSDC-OFQWIHGZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₀
• Molecular Weight: 824.80 g/mol
• Exact Mass: 824.27389392 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8435	84.35%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6320	63.20%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9794	97.94%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.5503	55.03%
CYP3A4 substrate	+	0.7059	70.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.6503	65.03%
CYP2C9 inhibition	-	0.8510	85.10%
CYP2C19 inhibition	-	0.8440	84.40%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.8607	86.07%
CYP2C8 inhibition	+	0.7503	75.03%
CYP inhibitory promiscuity	-	0.8930	89.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6310	63.10%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7435	74.35%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8773	87.73%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	+	0.8382	83.82%
Androgen receptor binding	+	0.6133	61.33%
Thyroid receptor binding	+	0.6274	62.74%
Glucocorticoid receptor binding	+	0.7554	75.54%
Aromatase binding	+	0.5792	57.92%
PPAR gamma	+	0.7723	77.23%
Honey bee toxicity	-	0.6875	68.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9672	96.72%

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	99.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.74%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.71%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.49%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.29%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.42%	98.95%
CHEMBL3194	P02766	Transthyretin	83.90%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.15%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.87%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.71%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.90%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.63%	99.15%

Plants that contains it

• Campanula barbata
• Dianthus barbatus

Cross-Links

• PubChem: 163103581
• LOTUS: LTS0228468
• wikiData: Q104945491