[6-[2,3-Dihydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 3628353f-aac9-4d81-998e-7fe358d8d05d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: [6-[2,3-dihydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3O)O)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3O)O)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H26O15/c31-14-4-1-12(2-5-14)3-6-21(35)42-11-20-24(37)26(39)28(41)30(45-20)44-19-8-13(7-17(34)23(19)36)29-27(40)25(38)22-16(33)9-15(32)10-18(22)43-29/h1-10,20,24,26,28,30-34,36-37,39-41H,11H2
• InChI Key: PHEXVBOYEBOWGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₅
• Molecular Weight: 626.50 g/mol
• Exact Mass: 626.12717012 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• 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	-	0.9097	90.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	0.5582	55.82%
OATP1B1 inhibitior	+	0.8114	81.14%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6684	66.84%
P-glycoprotein inhibitior	+	0.6037	60.37%
P-glycoprotein substrate	+	0.5100	51.00%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8706	87.06%
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	+	0.9250	92.50%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6688	66.88%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9128	91.28%
Acute Oral Toxicity (c)	III	0.4048	40.48%
Estrogen receptor binding	+	0.7854	78.54%
Androgen receptor binding	+	0.7405	74.05%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	+	0.6227	62.27%
Aromatase binding	+	0.5449	54.49%
PPAR gamma	+	0.6928	69.28%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	99.60%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.73%	89.00%
CHEMBL3194	P02766	Transthyretin	98.31%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.73%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.29%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	95.84%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.45%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.86%	96.00%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.34%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.71%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.68%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.32%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.82%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.10%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.69%	89.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.51%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%

Plants that contains it

• Nymphaea lotus

Cross-Links

• PubChem: 74978294
• LOTUS: LTS0024743
• wikiData: Q105208913