[(2R,3S,4S,5S,6S)-6-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 68a3966c-ceb0-401d-ab4a-57e5d608d8c5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5S,6S)-6-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C30H28O13/c31-16-5-1-14(2-6-16)3-8-25(36)40-13-24-27(37)28(38)29(39)30(43-24)42-22-9-15(4-7-18(22)33)21-12-20(35)26-19(34)10-17(32)11-23(26)41-21/h1-11,21,24,27-34,37-39H,12-13H2/b8-3+/t21-,24+,27+,28-,29-,30+/m0/s1
• InChI Key: BPWQQRVJKWQVQP-LDEXADKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₁₃
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.15299094 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4689	46.89%
Caco-2	-	0.9076	90.76%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	0.8411	84.11%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6679	66.79%
P-glycoprotein inhibitior	+	0.6113	61.13%
P-glycoprotein substrate	-	0.6956	69.56%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.9312	93.12%
CYP2C8 inhibition	+	0.7331	73.31%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4387	43.87%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7411	74.11%
Acute Oral Toxicity (c)	III	0.4048	40.48%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.6017	60.17%
Thyroid receptor binding	-	0.4917	49.17%
Glucocorticoid receptor binding	+	0.6187	61.87%
Aromatase binding	-	0.5316	53.16%
PPAR gamma	+	0.6991	69.91%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	99.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.03%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.52%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.47%	97.09%
CHEMBL3194	P02766	Transthyretin	95.96%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.00%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.55%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	91.73%	97.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.28%	99.17%
CHEMBL4208	P20618	Proteasome component C5	90.98%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.20%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.04%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.91%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.14%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.47%	95.78%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.46%	89.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.34%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.98%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	81.71%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.17%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.13%	85.00%

Plants that contains it

• Malus domestica

Cross-Links

• PubChem: 163103561
• LOTUS: LTS0141885
• wikiData: Q104944198