[2-[[6-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: eb6c9647-38c9-4e3e-9e3f-3353f227b0d3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[[6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C37H38O19/c1-50-21-10-15(2-8-19(21)41)3-9-25(43)55-35-31(48)27(44)23(13-38)53-37(35)51-14-24-28(45)30(47)32(49)36(54-24)56-34-29(46)26-20(42)11-18(40)12-22(26)52-33(34)16-4-6-17(39)7-5-16/h2-12,23-24,27-28,30-32,35-42,44-45,47-49H,13-14H2,1H3
• InChI Key: QTBAHGQXOZTLPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₈O₁₉
• Molecular Weight: 786.70 g/mol
• Exact Mass: 786.20072898 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8965	89.65%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5187	51.87%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.8530	85.30%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5727	57.27%
P-glycoprotein inhibitior	+	0.6509	65.09%
P-glycoprotein substrate	+	0.6091	60.91%
CYP3A4 substrate	+	0.6950	69.50%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.8984	89.84%
CYP inhibitory promiscuity	-	0.7541	75.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.5865	58.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3731	37.31%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9385	93.85%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.7731	77.31%
Androgen receptor binding	+	0.6552	65.52%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5672	56.72%
Aromatase binding	+	0.6162	61.62%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.7126	71.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8772	87.72%

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	99.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.73%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.77%	86.33%
CHEMBL3194	P02766	Transthyretin	96.18%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.33%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.40%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.89%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.07%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.19%	86.92%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.89%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.62%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.39%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.87%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.51%	91.49%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.44%	97.03%
CHEMBL242	Q92731	Estrogen receptor beta	82.53%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.21%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.01%	89.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.26%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.16%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.16%	95.89%

Plants that contains it

• Allium obliquum

Cross-Links

• PubChem: 73109219
• LOTUS: LTS0189061
• wikiData: Q105227541