5,7-dihydroxy-8-[2-hydroxy-5-[(2S)-5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl]-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: d0eba015-b036-4126-8281-d8102860c1ea
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-8-[2-hydroxy-5-[(2S)-5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl]-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC(=C(C=C3)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC(=C(C=C3)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C31H22O10/c1-39-17-9-20(34)29-23(37)12-26(40-27(29)10-17)15-4-7-19(33)18(8-15)28-21(35)11-22(36)30-24(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-11,13,26,32-36H,12H2,1H3/t26-/m0/s1
• InChI Key: XMFILYNCNQOLOA-SANMLTNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₂O₁₀
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.12129689 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8865	88.65%
Caco-2	-	0.8997	89.97%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	-	0.5611	56.11%
OATP1B1 inhibitior	+	0.8328	83.28%
OATP1B3 inhibitior	+	0.9858	98.58%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8890	88.90%
P-glycoprotein inhibitior	+	0.8432	84.32%
P-glycoprotein substrate	-	0.5953	59.53%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6809	68.09%
CYP2C9 inhibition	+	0.8394	83.94%
CYP2C19 inhibition	+	0.7445	74.45%
CYP2D6 inhibition	-	0.5420	54.20%
CYP1A2 inhibition	+	0.7317	73.17%
CYP2C8 inhibition	+	0.7709	77.09%
CYP inhibitory promiscuity	+	0.6165	61.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8457	84.57%
Skin irritation	-	0.7211	72.11%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3674	36.74%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9453	94.53%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5781	57.81%
Acute Oral Toxicity (c)	III	0.4326	43.26%
Estrogen receptor binding	+	0.8721	87.21%
Androgen receptor binding	+	0.8918	89.18%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	-	0.5147	51.47%
PPAR gamma	+	0.6729	67.29%
Honey bee toxicity	-	0.6708	67.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8016	80.16%

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	98.64%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	98.35%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	98.09%	99.15%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.54%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.36%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.96%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	91.60%	88.48%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.50%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.80%	85.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.65%	85.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.36%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.31%	95.89%
CHEMBL3194	P02766	Transthyretin	88.75%	90.71%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	88.73%	97.03%
CHEMBL308	P06493	Cyclin-dependent kinase 1	87.77%	91.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.67%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.00%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.56%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.38%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.25%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.72%	96.77%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.31%	95.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.27%	95.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.70%	97.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.64%	92.68%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.99%	96.00%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.96%	89.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.39%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.21%	90.71%

Plants that contains it

• Libocedrus bidwillii

Cross-Links

• PubChem: 162846277
• LOTUS: LTS0003043
• wikiData: Q105330693