[6-[2-(3,4-Dihydroxyphenyl)-5,8-dihydroxy-7-methoxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 92dbffa4-4967-44ad-ada9-65e80f272b98
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [6-[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-7-methoxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C2=C(C(=C1)O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C31H28O15/c1-42-19-11-18(35)22-25(39)30(28(45-29(22)24(19)38)14-5-8-16(33)17(34)10-14)46-31-27(41)26(40)23(37)20(44-31)12-43-21(36)9-4-13-2-6-15(32)7-3-13/h2-11,20,23,26-27,31-35,37-38,40-41H,12H2,1H3
• InChI Key: SMQJRRCPGGOYKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₈O₁₅
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.14282018 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5720	57.20%
Caco-2	-	0.8990	89.90%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5995	59.95%
OATP2B1 inhibitior	-	0.7045	70.45%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5765	57.65%
P-glycoprotein inhibitior	+	0.6693	66.93%
P-glycoprotein substrate	+	0.5123	51.23%
CYP3A4 substrate	+	0.6774	67.74%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.8007	80.07%
CYP2C19 inhibition	-	0.8490	84.90%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9125	91.25%
CYP2C8 inhibition	+	0.8891	88.91%
CYP inhibitory promiscuity	-	0.7321	73.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6790	67.90%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9333	93.33%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.8150	81.50%
Androgen receptor binding	+	0.7691	76.91%
Thyroid receptor binding	+	0.5369	53.69%
Glucocorticoid receptor binding	+	0.6921	69.21%
Aromatase binding	+	0.5334	53.34%
PPAR gamma	+	0.6417	64.17%
Honey bee toxicity	-	0.7196	71.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9399	93.99%

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	99.80%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.09%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.39%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.53%	99.17%
CHEMBL3194	P02766	Transthyretin	94.27%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.43%	96.00%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.30%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.86%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.25%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.74%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	85.77%	98.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.40%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	85.29%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.22%	80.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.02%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.77%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.44%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	80.73%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.07%	95.78%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Philotheca rhomboidea

Cross-Links

• PubChem: 162928704
• LOTUS: LTS0011726
• wikiData: Q105256101