8-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 5e6cb7e8-355c-4b56-8940-f26660533008
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC(=C)C(CC1=C(C2=C(C(=C1O)C3=C(C=CC(=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)OC(=CC2=O)C6=CC=C(C=C6)O)O)O
• SMILES (Isomeric): CC(=C)C(CC1=C(C2=C(C(=C1O)C3=C(C=CC(=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)OC(=CC2=O)C6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C35H26O11/c1-15(2)23(39)12-21-33(43)30(35-32(34(21)44)26(42)14-27(46-35)16-3-6-18(36)7-4-16)20-9-17(5-8-22(20)38)28-13-25(41)31-24(40)10-19(37)11-29(31)45-28/h3-11,13-14,23,36-40,43-44H,1,12H2,2H3
• InChI Key: ARQPEILFWFFCQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₂₆O₁₁
• Molecular Weight: 622.60 g/mol
• Exact Mass: 622.14751164 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6714	67.14%
OATP2B1 inhibitior	+	0.5784	57.84%
OATP1B1 inhibitior	+	0.7493	74.93%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7850	78.50%
P-glycoprotein inhibitior	+	0.7301	73.01%
P-glycoprotein substrate	+	0.5341	53.41%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.5558	55.58%
CYP2C9 inhibition	+	0.6510	65.10%
CYP2C19 inhibition	-	0.5844	58.44%
CYP2D6 inhibition	-	0.8903	89.03%
CYP1A2 inhibition	-	0.6096	60.96%
CYP2C8 inhibition	+	0.8767	87.67%
CYP inhibitory promiscuity	+	0.5689	56.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6443	64.43%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8648	86.48%
Skin irritation	-	0.7081	70.81%
Skin corrosion	-	0.9063	90.63%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7810	78.10%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7400	74.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.4131	41.31%
Estrogen receptor binding	+	0.8315	83.15%
Androgen receptor binding	+	0.8777	87.77%
Thyroid receptor binding	+	0.6034	60.34%
Glucocorticoid receptor binding	+	0.7524	75.24%
Aromatase binding	+	0.5354	53.54%
PPAR gamma	+	0.7572	75.72%
Honey bee toxicity	-	0.6781	67.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.70%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	97.48%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.19%	89.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	96.89%	91.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.88%	99.15%
CHEMBL3194	P02766	Transthyretin	93.62%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.22%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.90%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.06%	95.64%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.28%	95.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.54%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.00%	85.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.61%	97.28%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.34%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.72%	96.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.58%	85.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.12%	93.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.67%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.62%	99.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.20%	95.71%

Plants that contains it

• Calophyllum venulosum

Cross-Links

• PubChem: 10722564
• LOTUS: LTS0173933
• wikiData: Q104917521