5,5'-dihydroxy-2,2'-bis(4-hydroxyphenyl)-7,7'-dimethoxy-4H,4'H-[6,8'-bichromene]-4,4'-dione

Details

• Internal ID: 830193d3-1d5c-483f-9a1d-3263dc7dc780
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-8-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C(=C1)O)C(=O)C=C(O2)C3=CC=C(C=C3)O)C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)O)C(=O)C=C(O2)C3=CC=C(C=C3)O)C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC
• InChI: InChI=1S/C32H22O10/c1-39-24-13-20(36)27-19(35)11-23(16-5-9-18(34)10-6-16)42-32(27)30(24)29-25(40-2)14-26-28(31(29)38)21(37)12-22(41-26)15-3-7-17(33)8-4-15/h3-14,33-34,36,38H,1-2H3
• InChI Key: QPFBVCAQCZYOIT-UHFFFAOYSA-N
• Popularity: 1 reference 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

• CHEMBL4545404
• 41679-06-5
• 5,5'-dihydroxy-2,2'-bis(4-hydroxyphenyl)-7,7'-dimethoxy-4H,4'H-[6,8'-bichromene]-4,4'-dione
• 7,7''-Dimethoxyagathisflavone
• BDBM50522703
• NSC812971
• NSC-812971
• 5-hydroxy-8-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	-	0.7977	79.77%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8928	89.28%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.7870	78.70%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9514	95.14%
P-glycoprotein inhibitior	+	0.8350	83.50%
P-glycoprotein substrate	-	0.6675	66.75%
CYP3A4 substrate	+	0.5944	59.44%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7247	72.47%
CYP2C9 inhibition	+	0.7879	78.79%
CYP2C19 inhibition	+	0.6463	64.63%
CYP2D6 inhibition	-	0.7929	79.29%
CYP1A2 inhibition	+	0.6457	64.57%
CYP2C8 inhibition	+	0.8674	86.74%
CYP inhibitory promiscuity	+	0.5684	56.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8276	82.76%
Skin irritation	-	0.7338	73.38%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6634	66.34%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9601	96.01%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7482	74.82%
Acute Oral Toxicity (c)	III	0.6241	62.41%
Estrogen receptor binding	+	0.8941	89.41%
Androgen receptor binding	+	0.9377	93.77%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	+	0.8358	83.58%
Aromatase binding	-	0.4919	49.19%
PPAR gamma	+	0.7344	73.44%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9256	92.56%

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	99.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.01%	94.00%
CHEMBL3194	P02766	Transthyretin	94.99%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.90%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	93.91%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.47%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.87%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.09%	96.21%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.14%	98.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.45%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.44%	99.17%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.82%	89.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.46%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	83.51%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.16%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.57%	86.92%

Plants that contains it

• Agathis robusta
• Chimonanthus praecox
• Elsholtzia splendens

Cross-Links

• PubChem: 9985405
• NPASS: NPC202433
• LOTUS: LTS0208044
• wikiData: Q105225343