5,7-Dihydroxy-3-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 1ebd66b6-b578-4b9d-b62f-8ab87a22d91e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-3-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)C4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)C4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C31H20O10/c1-39-18-11-22(36)28-23(37)13-24(40-26(28)12-18)15-4-7-20(34)19(8-15)27-30(38)29-21(35)9-17(33)10-25(29)41-31(27)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3
• InChI Key: RQQNNAIDBBODGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₀O₁₀
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.10564683 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	-	0.8412	84.12%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	-	0.5593	55.93%
OATP1B1 inhibitior	+	0.7993	79.93%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8211	82.11%
P-glycoprotein inhibitior	+	0.7414	74.14%
P-glycoprotein substrate	-	0.5861	58.61%
CYP3A4 substrate	+	0.6486	64.86%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5760	57.60%
CYP2C9 inhibition	+	0.7647	76.47%
CYP2C19 inhibition	+	0.7471	74.71%
CYP2D6 inhibition	-	0.7766	77.66%
CYP1A2 inhibition	+	0.8002	80.02%
CYP2C8 inhibition	+	0.9380	93.80%
CYP inhibitory promiscuity	+	0.6806	68.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.7067	70.67%
Skin irritation	-	0.6647	66.47%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4130	41.30%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9499	94.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6209	62.09%
Acute Oral Toxicity (c)	III	0.6544	65.44%
Estrogen receptor binding	+	0.8627	86.27%
Androgen receptor binding	+	0.9480	94.80%
Thyroid receptor binding	+	0.5922	59.22%
Glucocorticoid receptor binding	+	0.8201	82.01%
Aromatase binding	+	0.5504	55.04%
PPAR gamma	+	0.7888	78.88%
Honey bee toxicity	-	0.7719	77.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8837	88.37%

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	98.38%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.98%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.58%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.59%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.25%	89.00%
CHEMBL3194	P02766	Transthyretin	95.08%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.85%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.74%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.59%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.47%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.88%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.62%	96.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.02%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.49%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.88%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.49%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.28%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	84.26%	93.31%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.77%	94.42%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.09%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.47%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.31%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.91%	95.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.39%	93.99%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.22%	93.65%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162982006
• LOTUS: LTS0236892
• wikiData: Q105243519