6-[6-(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: 76f68257-7597-4b22-a225-184d2892e02f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 6-[6-(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=C(C(=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=C(C(=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/c31-13-3-1-12(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/h1-9,11,22,31-34,37-39H,10H2
• InChI Key: GSNUJTLFNSDPPB-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	-	0.9196	91.96%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6157	61.57%
OATP2B1 inhibitior	+	0.5768	57.68%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9937	99.37%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4773	47.73%
P-glycoprotein inhibitior	+	0.7320	73.20%
P-glycoprotein substrate	-	0.5906	59.06%
CYP3A4 substrate	+	0.6447	64.47%
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	+	0.8705	87.05%
CYP inhibitory promiscuity	-	0.8017	80.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6701	67.01%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.7806	78.06%
Skin irritation	-	0.6028	60.28%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6422	64.22%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7738	77.38%
Acute Oral Toxicity (c)	II	0.4739	47.39%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.8972	89.72%
Thyroid receptor binding	+	0.5437	54.37%
Glucocorticoid receptor binding	+	0.6410	64.10%
Aromatase binding	-	0.5827	58.27%
PPAR gamma	+	0.7467	74.67%
Honey bee toxicity	-	0.6851	68.51%
Biodegradation	-	0.9000	90.00%
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	99.22%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.97%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.35%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.06%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	94.77%	83.10%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.36%	99.23%
CHEMBL3194	P02766	Transthyretin	92.34%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.48%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.30%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.29%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	88.49%	83.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.97%	85.11%
CHEMBL1978	P11511	Cytochrome P450 19A1	87.86%	91.76%
CHEMBL217	P14416	Dopamine D2 receptor	87.71%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.31%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.93%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.77%	93.99%
CHEMBL242	Q92731	Estrogen receptor beta	84.51%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.22%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.97%	95.78%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.24%	91.38%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.15%	96.12%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.99%	96.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.71%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.13%	93.40%

Plants that contains it

• Plagiomnium undulatum

Cross-Links

• PubChem: 15291550
• LOTUS: LTS0106024
• wikiData: Q105017420