8-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 030a1986-4856-4f2a-924f-8f658c0a23b5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=CC(=C4)C5CC(=O)C6=C(C=C(C=C6O5)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=CC(=C4)[C@@H]5CC(=O)C6=C(C=C(C=C6O5)O)O)O
• InChI: InChI=1S/C32H24O10/c1-39-18-6-3-15(4-7-18)25-13-23(37)31-24(38)14-27(40-2)29(32(31)42-25)19-9-16(5-8-20(19)34)26-12-22(36)30-21(35)10-17(33)11-28(30)41-26/h3-11,13-14,26,33-35,38H,12H2,1-2H3/t26-/m0/s1
• InChI Key: KZDNDRBHZYIMSA-SANMLTNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₄O₁₀
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.13694696 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.67
• 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	+	0.8706	87.06%
Caco-2	-	0.8359	83.59%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8109	81.09%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8452	84.52%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9587	95.87%
P-glycoprotein inhibitior	+	0.8815	88.15%
P-glycoprotein substrate	-	0.5834	58.34%
CYP3A4 substrate	+	0.6834	68.34%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.7017	70.17%
CYP2C9 inhibition	+	0.7353	73.53%
CYP2C19 inhibition	+	0.6291	62.91%
CYP2D6 inhibition	-	0.5248	52.48%
CYP1A2 inhibition	+	0.5966	59.66%
CYP2C8 inhibition	+	0.8104	81.04%
CYP inhibitory promiscuity	+	0.6241	62.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6073	60.73%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8741	87.41%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6682	66.82%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9418	94.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4593	45.93%
Acute Oral Toxicity (c)	III	0.4776	47.76%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.8753	87.53%
Thyroid receptor binding	+	0.5827	58.27%
Glucocorticoid receptor binding	+	0.8230	82.30%
Aromatase binding	-	0.5987	59.87%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.6653	66.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.8381	83.81%

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	98.77%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.90%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.98%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.67%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.47%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.43%	96.21%
CHEMBL3438	Q05513	Protein kinase C zeta	92.81%	88.48%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.61%	99.23%
CHEMBL3194	P02766	Transthyretin	92.59%	90.71%
CHEMBL4208	P20618	Proteasome component C5	92.32%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.25%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.88%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.68%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.97%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.19%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.97%	93.99%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.57%	95.78%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	88.26%	97.03%
CHEMBL1907	P15144	Aminopeptidase N	87.36%	93.31%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.59%	85.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.26%	85.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.14%	97.14%
CHEMBL2535	P11166	Glucose transporter	84.44%	98.75%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.34%	89.23%
CHEMBL242	Q92731	Estrogen receptor beta	84.24%	98.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.48%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.26%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.24%	90.71%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.40%	91.79%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.34%	91.71%

Plants that contains it

• Metasequoia glyptostroboides

Cross-Links

• PubChem: 162986189
• LOTUS: LTS0156432
• wikiData: Q105148096