6-[4-(5,7-Dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: cf14b00c-40a1-431b-8ab4-797f5a8be178
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides
• IUPAC Name: 6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O
• InChI: InChI=1S/C21H18O11/c22-9-5-11(23)15-12(24)7-13(31-14(15)6-9)8-1-3-10(4-2-8)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)
• InChI Key: NKRGFKAFZUDVES-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₁₁
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.08491139 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.14
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6796	67.96%
Caco-2	-	0.9058	90.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	0.5459	54.59%
OATP1B1 inhibitior	+	0.9524	95.24%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5068	50.68%
P-glycoprotein inhibitior	-	0.5375	53.75%
P-glycoprotein substrate	-	0.9190	91.90%
CYP3A4 substrate	+	0.5857	58.57%
CYP2C9 substrate	-	0.8160	81.60%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.6463	64.63%
CYP2C9 inhibition	-	0.7998	79.98%
CYP2C19 inhibition	-	0.8841	88.41%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.8637	86.37%
CYP2C8 inhibition	+	0.8691	86.91%
CYP inhibitory promiscuity	-	0.8219	82.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6094	60.94%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8905	89.05%
Skin irritation	-	0.6406	64.06%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6683	66.83%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7657	76.57%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8677	86.77%
Acute Oral Toxicity (c)	III	0.4015	40.15%
Estrogen receptor binding	+	0.7060	70.60%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.4896	48.96%
Glucocorticoid receptor binding	+	0.6295	62.95%
Aromatase binding	+	0.5631	56.31%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.7462	74.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9464	94.64%

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	99.14%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.11%	91.49%
CHEMBL3194	P02766	Transthyretin	96.95%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.65%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.66%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.60%	83.57%
CHEMBL2581	P07339	Cathepsin D	93.27%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.92%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.65%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.67%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.14%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.95%	91.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.93%	89.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.41%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.93%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	83.51%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.77%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.49%	95.50%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.49%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.34%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.73%	90.00%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 73195935
• LOTUS: LTS0153330
• wikiData: Q105180887