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

Details

• Internal ID: 57e41bb3-e0f5-44a2-8640-9809c48fc04e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC(=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC(=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C30H18O11/c31-14-7-19(35)28-22(38)10-24(40-26(28)8-14)12-1-3-16(32)15(5-12)27-20(36)9-21(37)29-23(39)11-25(41-30(27)29)13-2-4-17(33)18(34)6-13/h1-11,31-37H
• InChI Key: TWWVGBFACRJZQC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₁
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.08491139 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.84
• 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	+	0.8150	81.50%
Caco-2	-	0.8804	88.04%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6193	61.93%
OATP2B1 inhibitior	+	0.5801	58.01%
OATP1B1 inhibitior	+	0.7966	79.66%
OATP1B3 inhibitior	+	0.9836	98.36%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8736	87.36%
P-glycoprotein inhibitior	-	0.4704	47.04%
P-glycoprotein substrate	-	0.7357	73.57%
CYP3A4 substrate	+	0.5890	58.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	+	0.5291	52.91%
CYP2C9 inhibition	+	0.5136	51.36%
CYP2C19 inhibition	-	0.8558	85.58%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	+	0.7008	70.08%
CYP2C8 inhibition	+	0.8872	88.72%
CYP inhibitory promiscuity	-	0.7149	71.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7279	72.79%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.7494	74.94%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6681	66.81%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6572	65.72%
Acute Oral Toxicity (c)	II	0.6981	69.81%
Estrogen receptor binding	+	0.8749	87.49%
Androgen receptor binding	+	0.9337	93.37%
Thyroid receptor binding	+	0.5792	57.92%
Glucocorticoid receptor binding	+	0.7655	76.55%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	+	0.8294	82.94%
Honey bee toxicity	-	0.7190	71.90%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9201	92.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.53%	91.11%
CHEMBL3194	P02766	Transthyretin	97.05%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.63%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.91%	99.15%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	95.28%	98.35%
CHEMBL308	P06493	Cyclin-dependent kinase 1	90.12%	91.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.65%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.09%	91.38%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.95%	96.12%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.69%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.03%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.98%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.84%	91.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.71%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.53%	85.11%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.04%	89.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.21%	93.40%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.09%	91.71%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 21676279
• NPASS: NPC15749
• LOTUS: LTS0045399
• wikiData: Q105266174