3,7-Dihydroxy-6-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 110683e8-f8c3-46cd-b0f7-7310b91b66f8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 3,7-dihydroxy-6-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(C(=O)C3=CC(=C(C=C3O2)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=C(C(=O)C3=CC(=C(C=C3O2)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC)O
• InChI: InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)33-32(38)31(37)22-13-20(23(34)14-28(22)43-33)21-10-17(6-9-26(21)41-3)27-15-25(36)30-24(35)11-19(40-2)12-29(30)42-27/h4-15,34-35,38H,1-3H3
• InChI Key: VRBHCPVTDBCDME-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₄O₁₀
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.13694696 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.04
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9468	94.68%
Caco-2	-	0.8257	82.57%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8100	81.00%
OATP2B1 inhibitior	+	0.5699	56.99%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9726	97.26%
P-glycoprotein inhibitior	+	0.8950	89.50%
P-glycoprotein substrate	+	0.5906	59.06%
CYP3A4 substrate	+	0.6682	66.82%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.8149	81.49%
CYP2C9 inhibition	-	0.7845	78.45%
CYP2C19 inhibition	-	0.7197	71.97%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	+	0.5489	54.89%
CYP2C8 inhibition	+	0.9004	90.04%
CYP inhibitory promiscuity	-	0.5516	55.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5581	55.81%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8647	86.47%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7867	78.67%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9432	94.32%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8008	80.08%
Acute Oral Toxicity (c)	III	0.5079	50.79%
Estrogen receptor binding	+	0.9050	90.50%
Androgen receptor binding	+	0.9326	93.26%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.9033	90.33%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.7416	74.16%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.9077	90.77%

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	99.18%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.40%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.23%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.35%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.36%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.99%	91.49%
CHEMBL1907	P15144	Aminopeptidase N	92.16%	93.31%
CHEMBL3194	P02766	Transthyretin	92.00%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.74%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.11%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.02%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.28%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.71%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.70%	99.17%
CHEMBL5747	Q92793	CREB-binding protein	86.66%	95.12%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.06%	94.42%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.15%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.13%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.11%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.76%	98.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.41%	95.53%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.90%	95.50%
CHEMBL3438	Q05513	Protein kinase C zeta	80.67%	88.48%

Plants that contains it

• Abies spectabilis

Cross-Links

• PubChem: 101423545
• LOTUS: LTS0264616
• wikiData: Q105291657