6-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: fc66f884-f5d1-4697-b702-bb8528d250fd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 6-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC)O
• InChI: InChI=1S/C32H22O10/c1-39-18-6-3-15(4-7-18)25-13-23(37)31-28(41-25)14-21(35)29(32(31)38)19-9-16(5-8-24(19)40-2)26-12-22(36)30-20(34)10-17(33)11-27(30)42-26/h3-14,33-35,38H,1-2H3
• InChI Key: AZTWJSLPBADTFR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₂O₁₀
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.12129689 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9325	93.25%
Caco-2	-	0.8011	80.11%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	+	0.5716	57.16%
OATP1B1 inhibitior	-	0.4188	41.88%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9072	90.72%
P-glycoprotein inhibitior	+	0.8456	84.56%
P-glycoprotein substrate	-	0.6611	66.11%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5831	58.31%
CYP2C9 inhibition	+	0.6590	65.90%
CYP2C19 inhibition	+	0.6234	62.34%
CYP2D6 inhibition	-	0.7411	74.11%
CYP1A2 inhibition	+	0.6533	65.33%
CYP2C8 inhibition	+	0.9040	90.40%
CYP inhibitory promiscuity	+	0.6726	67.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8629	86.29%
Skin irritation	-	0.7256	72.56%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7964	79.64%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6656	66.56%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	+	0.9166	91.66%
Androgen receptor binding	+	0.9310	93.10%
Thyroid receptor binding	+	0.6818	68.18%
Glucocorticoid receptor binding	+	0.8982	89.82%
Aromatase binding	+	0.5652	56.52%
PPAR gamma	+	0.7494	74.94%
Honey bee toxicity	-	0.7625	76.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9066	90.66%

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	98.92%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.10%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.51%	99.15%
CHEMBL3194	P02766	Transthyretin	96.15%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.13%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.96%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.74%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.47%	96.12%
CHEMBL4208	P20618	Proteasome component C5	91.33%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.93%	96.21%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.82%	83.57%
CHEMBL1907	P15144	Aminopeptidase N	88.32%	93.31%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.91%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.76%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.78%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.99%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	84.22%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.91%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.84%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.49%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.91%	93.99%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.84%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.69%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	80.47%	98.35%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.13%	97.28%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.08%	91.71%

Plants that contains it

• Etlingera elatior
• Selaginella delicatula

Cross-Links

• PubChem: 11649838
• NPASS: NPC76980
• LOTUS: LTS0125599
• wikiData: Q104921924