6-[6-(5,7-Dihydroxy-4-oxochromen-2-yl)-2,3-dihydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: d5e476d7-ca0e-4d1d-b7ab-cbaf83f862e7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 6-[6-(5,7-dihydroxy-4-oxochromen-2-yl)-2,3-dihydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4=C(C=CC(=C4O)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4=C(C=CC(=C4O)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O
• InChI: InChI=1S/C30H18O11/c31-13-3-1-12(2-4-13)21-9-19(36)27-24(40-21)11-20(37)28(30(27)39)25-15(5-6-16(33)29(25)38)22-10-18(35)26-17(34)7-14(32)8-23(26)41-22/h1-11,31-34,37-39H
• InChI Key: BFEIVQIVRHQFCQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₁
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.08491139 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8150	81.50%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6193	61.93%
OATP2B1 inhibitior	+	0.5806	58.06%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9836	98.36%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6986	69.86%
P-glycoprotein inhibitior	-	0.4402	44.02%
P-glycoprotein substrate	-	0.6717	67.17%
CYP3A4 substrate	+	0.6102	61.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	+	0.5291	52.91%
CYP2C9 inhibition	+	0.5136	51.36%
CYP2C19 inhibition	-	0.8558	85.58%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	+	0.7008	70.08%
CYP2C8 inhibition	+	0.8749	87.49%
CYP inhibitory promiscuity	-	0.7149	71.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7279	72.79%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.7200	72.00%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4088	40.88%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7426	74.26%
Acute Oral Toxicity (c)	II	0.6981	69.81%
Estrogen receptor binding	+	0.8708	87.08%
Androgen receptor binding	+	0.9250	92.50%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	+	0.7932	79.32%
Aromatase binding	+	0.5538	55.38%
PPAR gamma	+	0.8516	85.16%
Honey bee toxicity	-	0.7813	78.13%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9201	92.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	99.40%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL3194	P02766	Transthyretin	97.32%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	96.90%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.57%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.27%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.00%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.90%	95.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.08%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.85%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.30%	96.12%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.60%	85.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.48%	86.33%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	85.35%	95.20%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.01%	98.11%
CHEMBL1978	P11511	Cytochrome P450 19A1	84.35%	91.76%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.33%	91.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.81%	91.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.50%	83.10%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.47%	97.28%
CHEMBL4530	P00488	Coagulation factor XIII	82.40%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.35%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	82.26%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.22%	99.23%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.81%	89.23%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	81.09%	97.03%

Plants that contains it

• Plagiomnium undulatum

Cross-Links

• PubChem: 15291549
• LOTUS: LTS0020070
• wikiData: Q104934050