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

Details

• Internal ID: 77462085-283f-424e-bf94-4c17ced86a18
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)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)C5=CC(=C(C(=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H24O15/c29-12-3-1-10(2-4-12)25-26(22(36)19-14(31)7-13(30)8-17(19)41-25)43-28-24(38)23(37)21(35)18(42-28)9-40-27(39)11-5-15(32)20(34)16(33)6-11/h1-8,18,21,23-24,28-35,37-38H,9H2
• InChI Key: STMNAPXMGWBZSF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₅
• Molecular Weight: 600.50 g/mol
• Exact Mass: 600.11152005 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6055	60.55%
Caco-2	-	0.9126	91.26%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	0.5499	54.99%
OATP1B1 inhibitior	+	0.7357	73.57%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6046	60.46%
P-glycoprotein inhibitior	+	0.6512	65.12%
P-glycoprotein substrate	-	0.6021	60.21%
CYP3A4 substrate	+	0.6549	65.49%
CYP2C9 substrate	-	0.6458	64.58%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8848	88.48%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.9330	93.30%
CYP2C8 inhibition	+	0.9242	92.42%
CYP inhibitory promiscuity	-	0.8642	86.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6994	69.94%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8717	87.17%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4366	43.66%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9540	95.40%
Acute Oral Toxicity (c)	III	0.4217	42.17%
Estrogen receptor binding	+	0.7223	72.23%
Androgen receptor binding	+	0.8082	80.82%
Thyroid receptor binding	-	0.5185	51.85%
Glucocorticoid receptor binding	+	0.6044	60.44%
Aromatase binding	-	0.4922	49.22%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.8145	81.45%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9242	92.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	99.52%	95.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.40%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.58%	89.00%
CHEMBL3194	P02766	Transthyretin	95.62%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.07%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.87%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	92.63%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.44%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.97%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.64%	95.78%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.02%	83.00%
CHEMBL220	P22303	Acetylcholinesterase	87.32%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.91%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.74%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.95%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.12%	97.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.60%	94.42%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.58%	80.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.08%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.04%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.25%	94.33%

Plants that contains it

• Eugenia hyemalis
• Pemphis acidula
• Persicaria hydropiper
• Quercus ilex
• Quercus laurifolia
• Sclerocarya birrea
• Tellima grandiflora

Cross-Links

• PubChem: 14055725
• LOTUS: LTS0103033
• wikiData: Q105260406