[4,5-Dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 5439590d-3f01-494c-8a2e-f4f8e38d9e7d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)OC)O)CO)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(C(OC1OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)OC)O)CO)O)O
• InChI: InChI=1S/C24H24O11/c1-11(26)32-23-22(30)21(29)19(10-25)35-24(23)33-14-7-15(27)20-16(28)9-17(34-18(20)8-14)12-3-5-13(31-2)6-4-12/h3-9,19,21-25,27,29-30H,10H2,1-2H3
• InChI Key: LADIAAQZFHPJSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₁
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.13186158 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6344	63.44%
Caco-2	-	0.8128	81.28%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6282	62.82%
OATP2B1 inhibitior	-	0.6828	68.28%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8820	88.20%
P-glycoprotein inhibitior	-	0.4714	47.14%
P-glycoprotein substrate	-	0.6802	68.02%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.9525	95.25%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.9518	95.18%
CYP2C8 inhibition	+	0.5845	58.45%
CYP inhibitory promiscuity	-	0.8536	85.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.8477	84.77%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3641	36.41%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9428	94.28%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9041	90.41%
Acute Oral Toxicity (c)	III	0.6792	67.92%
Estrogen receptor binding	+	0.8340	83.40%
Androgen receptor binding	+	0.7714	77.14%
Thyroid receptor binding	+	0.5744	57.44%
Glucocorticoid receptor binding	+	0.7523	75.23%
Aromatase binding	-	0.5321	53.21%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.7570	75.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7669	76.69%

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	99.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.71%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.25%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.25%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.13%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.44%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.20%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.64%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.14%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.03%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.07%	97.28%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.51%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL3194	P02766	Transthyretin	83.79%	90.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.91%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.36%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.68%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.42%	95.50%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.04%	89.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.88%	96.95%

Plants that contains it

• Agastache rugosa

Cross-Links

• PubChem: 73981625
• LOTUS: LTS0027274
• wikiData: Q105148579