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

Details

• Internal ID: 835a24ef-e107-4069-8e5e-a9307f347da2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 8-[5-(5,7-dihydroxy-4-oxochromen-3-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=COC6=CC(=CC(=C6C5=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=COC6=CC(=CC(=C6C5=O)O)O)O)O
• InChI: InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-11-23(37)27-22(36)10-21(35)26(30(27)40-24)17-7-14(3-6-19(17)33)18-12-39-25-9-16(32)8-20(34)28(25)29(18)38/h1-12,31-36H
• InChI Key: HVSKSWBOHPRSBD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₀
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.08999677 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9336	93.36%
Caco-2	-	0.8852	88.52%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8010	80.10%
OATP2B1 inhibitior	+	0.5781	57.81%
OATP1B1 inhibitior	+	0.8213	82.13%
OATP1B3 inhibitior	-	0.2208	22.08%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8081	80.81%
P-glycoprotein inhibitior	-	0.4572	45.72%
P-glycoprotein substrate	-	0.6657	66.57%
CYP3A4 substrate	+	0.6344	63.44%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.6172	61.72%
CYP2C9 inhibition	+	0.8920	89.20%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	+	0.6838	68.38%
CYP2C8 inhibition	+	0.8796	87.96%
CYP inhibitory promiscuity	+	0.5157	51.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.6906	69.06%
Skin irritation	+	0.5256	52.56%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7783	77.83%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5510	55.10%
Acute Oral Toxicity (c)	II	0.6295	62.95%
Estrogen receptor binding	+	0.8682	86.82%
Androgen receptor binding	+	0.9503	95.03%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.7389	73.89%
Aromatase binding	+	0.5549	55.49%
PPAR gamma	+	0.8404	84.04%
Honey bee toxicity	-	0.7376	73.76%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9283	92.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	99.34%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.11%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3194	P02766	Transthyretin	96.71%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.35%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	95.12%	91.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.66%	94.00%
CHEMBL308	P06493	Cyclin-dependent kinase 1	90.81%	91.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.53%	96.21%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	89.81%	95.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.67%	89.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.77%	91.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.68%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.42%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.50%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.83%	86.33%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.59%	95.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.29%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.15%	95.78%
CHEMBL4530	P00488	Coagulation factor XIII	80.75%	96.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.58%	98.11%

Plants that contains it

• Haplopteris anguste-elongata
• Illicium parvifolium subsp. oligandrum

Cross-Links

• PubChem: 162877281
• LOTUS: LTS0073634
• wikiData: Q62647090