[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-[2-(3-hydroxy-4-methoxyphenyl)ethyl]phenoxy]oxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)propanoate

Details

• Internal ID: 7a929d19-8cc1-46c2-ae12-b05ffb0c1a98
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-[2-(3-hydroxy-4-methoxyphenyl)ethyl]phenoxy]oxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)propanoate
• InChI: InChI=1S/C30H34O12/c1-39-24-8-5-16(13-23(24)34)2-3-18-10-19(31)14-20(11-18)41-30-29(38)28(37)27(36)25(42-30)15-40-26(35)9-6-17-4-7-21(32)22(33)12-17/h4-5,7-8,10-14,25,27-34,36-38H,2-3,6,9,15H2,1H3/t25-,27-,28+,29-,30-/m1/s1
• InChI Key: CWNGTSRPGSUPEU-LXRLAABLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₂
• Molecular Weight: 586.60 g/mol
• Exact Mass: 586.20502652 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6401	64.01%
Caco-2	-	0.8901	89.01%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8835	88.35%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9307	93.07%
P-glycoprotein inhibitior	+	0.6845	68.45%
P-glycoprotein substrate	-	0.5984	59.84%
CYP3A4 substrate	+	0.6477	64.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.8263	82.63%
CYP2C9 inhibition	-	0.6868	68.68%
CYP2C19 inhibition	-	0.5842	58.42%
CYP2D6 inhibition	-	0.8753	87.53%
CYP1A2 inhibition	-	0.6110	61.10%
CYP2C8 inhibition	+	0.7693	76.93%
CYP inhibitory promiscuity	-	0.7934	79.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7546	75.46%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.8394	83.94%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7543	75.43%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8599	85.99%
Acute Oral Toxicity (c)	III	0.7520	75.20%
Estrogen receptor binding	+	0.8224	82.24%
Androgen receptor binding	-	0.5279	52.79%
Thyroid receptor binding	+	0.5317	53.17%
Glucocorticoid receptor binding	+	0.5631	56.31%
Aromatase binding	-	0.5131	51.31%
PPAR gamma	+	0.6644	66.44%
Honey bee toxicity	-	0.7080	70.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.9095	90.95%

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	98.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.63%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.10%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.95%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	89.63%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.17%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.95%	85.31%
CHEMBL1951	P21397	Monoamine oxidase A	87.94%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.81%	96.95%
CHEMBL2535	P11166	Glucose transporter	86.62%	98.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.97%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.39%	99.15%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL3194	P02766	Transthyretin	84.56%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.42%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.92%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.66%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.71%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.00%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.91%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.07%	95.56%

Plants that contains it

• Tragopogon pratensis

Cross-Links

• PubChem: 16091951
• LOTUS: LTS0149097
• wikiData: Q104971408