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

Details

• Internal ID: 2152c0f5-f633-4e2a-b873-695b994235f9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 6-[5-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-2,3-dihydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C(=C3)O)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C(=C3)O)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C30H20O11/c31-14-3-1-12(2-4-14)22-10-20(36)28-25(40-22)11-18(34)26(30(28)39)16-5-13(6-21(37)29(16)38)23-9-19(35)27-17(33)7-15(32)8-24(27)41-23/h1-8,10-11,23,31-34,37-39H,9H2
• InChI Key: CXUZKWBMLDRVJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₀O₁₁
• Molecular Weight: 556.50 g/mol
• Exact Mass: 556.10056145 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.77
• 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	+	0.6689	66.89%
Caco-2	-	0.9036	90.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6157	61.57%
OATP2B1 inhibitior	-	0.5521	55.21%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9937	99.37%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6819	68.19%
P-glycoprotein inhibitior	+	0.7251	72.51%
P-glycoprotein substrate	-	0.6398	63.98%
CYP3A4 substrate	+	0.6522	65.22%
CYP2C9 substrate	+	0.5830	58.30%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	+	0.5441	54.41%
CYP2C9 inhibition	+	0.5693	56.93%
CYP2C19 inhibition	-	0.8218	82.18%
CYP2D6 inhibition	-	0.8649	86.49%
CYP1A2 inhibition	+	0.5087	50.87%
CYP2C8 inhibition	+	0.8565	85.65%
CYP inhibitory promiscuity	-	0.8017	80.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6701	67.01%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.7921	79.21%
Skin irritation	-	0.6028	60.28%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6794	67.94%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7580	75.80%
Acute Oral Toxicity (c)	II	0.4739	47.39%
Estrogen receptor binding	+	0.8325	83.25%
Androgen receptor binding	+	0.8809	88.09%
Thyroid receptor binding	+	0.5441	54.41%
Glucocorticoid receptor binding	+	0.7672	76.72%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.6267	62.67%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8567	85.67%

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	99.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.56%	89.00%
CHEMBL3194	P02766	Transthyretin	95.65%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	95.52%	98.35%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	93.91%	85.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.68%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.17%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.95%	95.64%
CHEMBL1978	P11511	Cytochrome P450 19A1	92.82%	91.76%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.60%	96.21%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.54%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.38%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.68%	91.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.37%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.35%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.72%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.60%	94.45%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	87.96%	97.03%
CHEMBL3438	Q05513	Protein kinase C zeta	86.85%	88.48%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.67%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.36%	95.89%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.19%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.34%	86.33%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	82.11%	95.20%
CHEMBL4530	P00488	Coagulation factor XIII	81.89%	96.00%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.82%	89.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.25%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.88%	93.40%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.81%	93.04%

Plants that contains it

• Plagiomnium undulatum

Cross-Links

• PubChem: 15291552
• LOTUS: LTS0107901
• wikiData: Q104972153