[4-[5,8-Dihydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-4-oxochromen-2-yl]phenyl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: db3d9ec7-d51c-4b60-a6e8-3decdd549f3d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: [4-[5,8-dihydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-4-oxochromen-2-yl]phenyl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C(=C(C=C4O)OC(=O)C=CC5=CC=C(C=C5)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C(=C(C=C4O)OC(=O)C=CC5=CC=C(C=C5)O)O)O
• InChI: InChI=1S/C33H22O10/c34-22-9-1-19(2-10-22)5-15-29(38)41-24-13-7-21(8-14-24)27-17-25(36)31-26(37)18-28(32(40)33(31)43-27)42-30(39)16-6-20-3-11-23(35)12-4-20/h1-18,34-35,37,40H
• InChI Key: OJWAJERCDQUMDU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₂O₁₀
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.12129689 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7118	71.18%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7772	77.72%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	-	0.7988	79.88%
CYP3A4 substrate	+	0.6099	60.99%
CYP2C9 substrate	-	0.5919	59.19%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.8706	87.06%
CYP2C9 inhibition	+	0.9210	92.10%
CYP2C19 inhibition	+	0.5633	56.33%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8356	83.56%
CYP2C8 inhibition	+	0.8729	87.29%
CYP inhibitory promiscuity	-	0.5123	51.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8227	82.27%
Skin irritation	-	0.5777	57.77%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4265	42.65%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.8606	86.06%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7431	74.31%
Acute Oral Toxicity (c)	II	0.4948	49.48%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	+	0.9353	93.53%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	+	0.7237	72.37%
Aromatase binding	-	0.4901	49.01%
PPAR gamma	+	0.7864	78.64%
Honey bee toxicity	-	0.5902	59.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	99.17%	91.11%
CHEMBL3194	P02766	Transthyretin	98.50%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.70%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.09%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	95.41%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.92%	91.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.61%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.46%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.36%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.36%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.04%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.57%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.32%	86.92%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.83%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.26%	97.28%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.03%	95.50%
CHEMBL4531	P17931	Galectin-3	83.78%	96.90%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.35%	93.99%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.34%	97.53%
CHEMBL1951	P21397	Monoamine oxidase A	80.31%	91.49%

Plants that contains it

• Sideritis syriaca

Cross-Links

• PubChem: 162868104
• LOTUS: LTS0050637
• wikiData: Q105193331