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

Details

• Internal ID: e5a25526-2bc1-42da-a164-b6209dd75806
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C31H22O11/c1-40-22-7-4-14(8-17(22)34)23-12-21(38)25-19(36)11-20(37)27(31(25)41-23)28-29(39)26-18(35)9-16(33)10-24(26)42-30(28)13-2-5-15(32)6-3-13/h2-12,28,30,32-37H,1H3
• InChI Key: BHDFZQCYNSVSLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₂O₁₁
• Molecular Weight: 570.50 g/mol
• Exact Mass: 570.11621151 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9106	91.06%
Caco-2	-	0.8353	83.53%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6802	68.02%
OATP2B1 inhibitior	-	0.5589	55.89%
OATP1B1 inhibitior	+	0.8053	80.53%
OATP1B3 inhibitior	+	0.9730	97.30%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7345	73.45%
P-glycoprotein inhibitior	+	0.7003	70.03%
P-glycoprotein substrate	-	0.5246	52.46%
CYP3A4 substrate	+	0.6631	66.31%
CYP2C9 substrate	+	0.6024	60.24%
CYP2D6 substrate	-	0.8223	82.23%
CYP3A4 inhibition	+	0.5362	53.62%
CYP2C9 inhibition	+	0.6558	65.58%
CYP2C19 inhibition	+	0.6148	61.48%
CYP2D6 inhibition	-	0.7981	79.81%
CYP1A2 inhibition	+	0.7307	73.07%
CYP2C8 inhibition	+	0.8889	88.89%
CYP inhibitory promiscuity	+	0.6253	62.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5985	59.85%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.7891	78.91%
Skin irritation	-	0.6487	64.87%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7593	75.93%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9267	92.67%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6168	61.68%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	+	0.8448	84.48%
Thyroid receptor binding	+	0.6220	62.20%
Glucocorticoid receptor binding	+	0.8015	80.15%
Aromatase binding	-	0.5274	52.74%
PPAR gamma	+	0.7203	72.03%
Honey bee toxicity	-	0.7018	70.18%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8480	84.80%

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	97.26%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.32%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.07%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.15%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.35%	86.33%
CHEMBL3194	P02766	Transthyretin	91.30%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.65%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.29%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.49%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.43%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.20%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	84.90%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.37%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.25%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.05%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.82%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.74%	97.14%

Plants that contains it

• Garcinia densivenia
• Garcinia subelliptica

Cross-Links

• PubChem: 162888057
• LOTUS: LTS0245148
• wikiData: Q104935894