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

Details

• Internal ID: d365f3d3-a164-4afa-aeca-3851862339d7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-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)OC)O
• SMILES (Isomeric): 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)OC)O
• InChI: InChI=1S/C32H26O10/c1-39-18-10-21(35)30-22(36)12-26(41-28(30)11-18)16-5-8-20(34)19(9-16)29-27(40-2)14-24(38)31-23(37)13-25(42-32(29)31)15-3-6-17(33)7-4-15/h3-11,14,25-26,33-35,38H,12-13H2,1-2H3
• InChI Key: VAXDHDRILRWGDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₆O₁₀
• Molecular Weight: 570.50 g/mol
• Exact Mass: 570.15259702 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9364	93.64%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8898	88.98%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9857	98.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9575	95.75%
P-glycoprotein inhibitior	+	0.8741	87.41%
P-glycoprotein substrate	-	0.7828	78.28%
CYP3A4 substrate	+	0.6319	63.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	-	0.6480	64.80%
CYP2C9 inhibition	+	0.8241	82.41%
CYP2C19 inhibition	+	0.6485	64.85%
CYP2D6 inhibition	-	0.6119	61.19%
CYP1A2 inhibition	+	0.5811	58.11%
CYP2C8 inhibition	+	0.6341	63.41%
CYP inhibitory promiscuity	+	0.5215	52.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5849	58.49%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8812	88.12%
Skin irritation	-	0.7738	77.38%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3794	37.94%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6843	68.43%
skin sensitisation	-	0.9533	95.33%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6897	68.97%
Acute Oral Toxicity (c)	III	0.4294	42.94%
Estrogen receptor binding	+	0.8898	88.98%
Androgen receptor binding	+	0.7520	75.20%
Thyroid receptor binding	+	0.5773	57.73%
Glucocorticoid receptor binding	+	0.7905	79.05%
Aromatase binding	-	0.5636	56.36%
PPAR gamma	+	0.6562	65.62%
Honey bee toxicity	-	0.7603	76.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.8679	86.79%

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	97.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.70%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.07%	85.14%
CHEMBL4208	P20618	Proteasome component C5	93.16%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.39%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.95%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.71%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.36%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.18%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.94%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.91%	99.17%
CHEMBL3438	Q05513	Protein kinase C zeta	86.74%	88.48%
CHEMBL2535	P11166	Glucose transporter	86.65%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.50%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.96%	85.11%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.99%	97.03%
CHEMBL3194	P02766	Transthyretin	83.18%	90.71%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.11%	82.67%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	81.58%	89.32%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.47%	97.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.12%	95.78%

Plants that contains it

• Erigeron canadensis
• Searsia retinorrhoea

Cross-Links

• PubChem: 53361431
• LOTUS: LTS0129234
• wikiData: Q105283048