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

Details

• Internal ID: 52f43ef0-3e61-4691-aa16-e5691d919a32
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C30H26O14/c31-15-5-3-14(4-6-15)28-29(25(38)23-19(35)10-16(32)11-20(23)42-28)44-30-27(40)26(39)24(37)21(43-30)12-41-22(36)8-2-13-1-7-17(33)18(34)9-13/h1-11,21,24,26-27,30-35,37,39-40H,12H2
• InChI Key: GZORMMCZSCNNCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₄
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.13225550 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• 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	-	0.9074	90.74%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	0.5556	55.56%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6732	67.32%
P-glycoprotein inhibitior	+	0.6543	65.43%
P-glycoprotein substrate	-	0.6157	61.57%
CYP3A4 substrate	+	0.6701	67.01%
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	+	0.9166	91.66%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4721	47.21%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9316	93.16%
Acute Oral Toxicity (c)	III	0.4048	40.48%
Estrogen receptor binding	+	0.7489	74.89%
Androgen receptor binding	+	0.8300	83.00%
Thyroid receptor binding	+	0.5358	53.58%
Glucocorticoid receptor binding	+	0.6419	64.19%
Aromatase binding	+	0.5312	53.12%
PPAR gamma	+	0.6688	66.88%
Honey bee toxicity	-	0.7263	72.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	99.75%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.25%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.63%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.55%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.96%	86.33%
CHEMBL3194	P02766	Transthyretin	96.63%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.76%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.83%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.67%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.25%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.04%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.45%	95.78%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.79%	80.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.51%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.21%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.47%	95.50%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.70%	96.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.57%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.43%	91.71%

Plants that contains it

• Laennecia filaginoides
• Pteridium aquilinum
• Spiraea cantoniensis

Cross-Links

• PubChem: 73197158
• LOTUS: LTS0260203
• wikiData: Q105024492