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

Details

• Internal ID: ec808834-338a-4537-a2d0-dcba2957df05
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 7-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5,8-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O
• InChI: InChI=1S/C30H18O10/c31-16-5-1-14(2-6-16)24-12-21(35)28-22(36)13-26(29(37)30(28)40-24)38-18-7-3-15(4-8-18)23-11-20(34)27-19(33)9-17(32)10-25(27)39-23/h1-13,31-33,36-37H
• InChI Key: DFAXUEHGJFANJA-UHFFFAOYSA-N
• Popularity: 0 references 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): 163.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.55
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• LMPK12040004

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8926	89.26%
Caco-2	-	0.8559	85.59%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6583	65.83%
OATP2B1 inhibitior	+	0.5767	57.67%
OATP1B1 inhibitior	+	0.8293	82.93%
OATP1B3 inhibitior	+	0.8553	85.53%
MATE1 inhibitior	+	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7147	71.47%
P-glycoprotein inhibitior	+	0.7314	73.14%
P-glycoprotein substrate	-	0.8319	83.19%
CYP3A4 substrate	+	0.6210	62.10%
CYP2C9 substrate	-	0.6218	62.18%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.8318	83.18%
CYP2C19 inhibition	+	0.6307	63.07%
CYP2D6 inhibition	-	0.9004	90.04%
CYP1A2 inhibition	+	0.6264	62.64%
CYP2C8 inhibition	+	0.8943	89.43%
CYP inhibitory promiscuity	+	0.5994	59.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6849	68.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7940	79.40%
Skin irritation	-	0.5751	57.51%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4911	49.11%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8792	87.92%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6442	64.42%
Acute Oral Toxicity (c)	II	0.4709	47.09%
Estrogen receptor binding	+	0.8297	82.97%
Androgen receptor binding	+	0.9378	93.78%
Thyroid receptor binding	+	0.6004	60.04%
Glucocorticoid receptor binding	+	0.8075	80.75%
Aromatase binding	+	0.6553	65.53%
PPAR gamma	+	0.7924	79.24%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.9181	91.81%

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	98.87%	91.11%
CHEMBL3194	P02766	Transthyretin	98.64%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.89%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.81%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.54%	83.57%
CHEMBL242	Q92731	Estrogen receptor beta	94.63%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.27%	95.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.08%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.07%	96.12%
CHEMBL2581	P07339	Cathepsin D	89.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.72%	89.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.98%	86.92%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.60%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	86.20%	91.49%
CHEMBL4208	P20618	Proteasome component C5	84.96%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.89%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.48%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.95%	91.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.92%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.66%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	81.28%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%

Plants that contains it

• Cupressus pendula
• Cycas revoluta
• Dacrycarpus imbricatus
• Garcinia multiflora
• Platycladus orientalis
• Podocarpus macrophyllus
• Selaginella tamariscina
• Selaginella uncinata
• Toxicodendron succedaneum

Cross-Links

• PubChem: 42607509
• NPASS: NPC11980