[(3R,4S,5S)-5-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: e77e9aa0-e4d6-4df5-ae39-8495bf637d3b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: [(3R,4S,5S)-5-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2(COC(C2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@]2(CO[C@H]([C@H]2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O
• InChI: InChI=1S/C30H26O13/c1-39-21-10-15(2-8-19(21)33)3-9-23(35)40-13-30(38)14-41-29(28(30)37)43-27-25(36)24-20(34)11-18(32)12-22(24)42-26(27)16-4-6-17(31)7-5-16/h2-12,28-29,31-34,37-38H,13-14H2,1H3/b9-3+/t28-,29+,30+/m1/s1
• InChI Key: JXONCIVNSCDGQY-ITXVTCIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.13734088 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7439	74.39%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6452	64.52%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9696	96.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9132	91.32%
P-glycoprotein inhibitior	+	0.7599	75.99%
P-glycoprotein substrate	+	0.6378	63.78%
CYP3A4 substrate	+	0.7027	70.27%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.7958	79.58%
CYP2C19 inhibition	-	0.7722	77.22%
CYP2D6 inhibition	-	0.9023	90.23%
CYP1A2 inhibition	-	0.9242	92.42%
CYP2C8 inhibition	+	0.9289	92.89%
CYP inhibitory promiscuity	-	0.7957	79.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4474	44.74%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8934	89.34%
Skin irritation	-	0.8104	81.04%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5244	52.44%
Micronuclear	+	0.7333	73.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8329	83.29%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8843	88.43%
Acute Oral Toxicity (c)	III	0.5929	59.29%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	+	0.8721	87.21%
Thyroid receptor binding	-	0.4876	48.76%
Glucocorticoid receptor binding	+	0.7251	72.51%
Aromatase binding	+	0.5889	58.89%
PPAR gamma	+	0.6596	65.96%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9243	92.43%

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	99.78%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.77%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.51%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL3194	P02766	Transthyretin	92.36%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.56%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.27%	97.28%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	88.85%	97.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.82%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.31%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.81%	89.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.29%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.19%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.48%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.31%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.12%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.12%	97.14%
CHEMBL4208	P20618	Proteasome component C5	83.11%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.83%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.80%	92.62%
CHEMBL242	Q92731	Estrogen receptor beta	81.48%	98.35%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.97%	95.50%

Plants that contains it

• Pteridium aquilinum

Cross-Links

• PubChem: 162852962
• LOTUS: LTS0057553
• wikiData: Q105136694