3,5,7-Trihydroxy-2-[4-hydroxy-3-[2-hydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenyl]phenyl]chromen-4-one

Details

• Internal ID: 4305fa02-9fb3-413d-9f43-fe9a798a344a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-2-[4-hydroxy-3-[2-hydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenyl]phenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)C4=C(C=CC(=C4)C5=C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)C4=C(C=CC(=C4)C5=C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O
• InChI: InChI=1S/C30H18O12/c31-13-7-19(35)23-21(9-13)41-29(27(39)25(23)37)11-1-3-17(33)15(5-11)16-6-12(2-4-18(16)34)30-28(40)26(38)24-20(36)8-14(32)10-22(24)42-30/h1-10,31-36,39-40H
• InChI Key: IXCLTWQBCMHOFP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₂
• Molecular Weight: 570.50 g/mol
• Exact Mass: 570.07982601 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8970	89.70%
Caco-2	-	0.8936	89.36%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6473	64.73%
OATP2B1 inhibitior	+	0.5814	58.14%
OATP1B1 inhibitior	+	0.7779	77.79%
OATP1B3 inhibitior	+	0.7972	79.72%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7834	78.34%
P-glycoprotein inhibitior	+	0.5862	58.62%
P-glycoprotein substrate	-	0.7682	76.82%
CYP3A4 substrate	+	0.5626	56.26%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.5372	53.72%
CYP2C9 inhibition	+	0.8756	87.56%
CYP2C19 inhibition	-	0.5286	52.86%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	+	0.6691	66.91%
CYP2C8 inhibition	+	0.9630	96.30%
CYP inhibitory promiscuity	-	0.5307	53.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7332	73.32%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7033	70.33%
Skin irritation	+	0.5339	53.39%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8104	81.04%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7316	73.16%
Acute Oral Toxicity (c)	II	0.6429	64.29%
Estrogen receptor binding	+	0.8442	84.42%
Androgen receptor binding	+	0.8722	87.22%
Thyroid receptor binding	+	0.5244	52.44%
Glucocorticoid receptor binding	+	0.7885	78.85%
Aromatase binding	+	0.6178	61.78%
PPAR gamma	+	0.8213	82.13%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9061	90.61%

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	98.31%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	97.77%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.40%	89.00%
CHEMBL3194	P02766	Transthyretin	94.39%	90.71%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.96%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.53%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.01%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.10%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.31%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.98%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	85.90%	98.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	84.61%	95.72%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.79%	94.42%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.76%	85.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.06%	93.65%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.06%	95.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.98%	95.53%
CHEMBL2424	Q04760	Glyoxalase I	80.71%	91.67%

Plants that contains it

• Hypnum cupressiforme

Cross-Links

• PubChem: 54581534
• LOTUS: LTS0040059
• wikiData: Q105122041