2-[3-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-4-hydroxyphenyl]-3,7-dihydroxychromen-4-one

Details

• Internal ID: d6d6c7d5-4273-400c-85f7-d9016be0a432
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
• IUPAC Name: 2-[3-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-4-hydroxyphenyl]-3,7-dihydroxychromen-4-one
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C=CC(=C4)C5=C(C(=O)C6=C(O5)C=C(C=C6)O)O)O
• SMILES (Isomeric): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C=CC(=C4)C5=C(C(=O)C6=C(O5)C=C(C=C6)O)O)O
• InChI: InChI=1S/C35H28O10/c1-16-10-25(21-6-3-18(36)13-28(21)40)31(32(42)22-7-4-19(37)14-29(22)41)26(11-16)24-12-17(2-9-27(24)39)35-34(44)33(43)23-8-5-20(38)15-30(23)45-35/h2-9,11-15,25-26,31,36-41,44H,10H2,1H3
• InChI Key: YLHYTPGAAHLCBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₂₈O₁₀
• Molecular Weight: 608.60 g/mol
• Exact Mass: 608.16824709 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 6.12
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9444	94.44%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.7879	78.79%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5968	59.68%
OATP2B1 inhibitior	+	0.5716	57.16%
OATP1B1 inhibitior	+	0.9003	90.03%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9648	96.48%
P-glycoprotein inhibitior	+	0.6917	69.17%
P-glycoprotein substrate	+	0.7519	75.19%
CYP3A4 substrate	+	0.7005	70.05%
CYP2C9 substrate	+	0.6467	64.67%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.5369	53.69%
CYP2C9 inhibition	+	0.9348	93.48%
CYP2C19 inhibition	+	0.7115	71.15%
CYP2D6 inhibition	-	0.7948	79.48%
CYP1A2 inhibition	+	0.8323	83.23%
CYP2C8 inhibition	+	0.8641	86.41%
CYP inhibitory promiscuity	+	0.8687	86.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8936	89.36%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9221	92.21%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7808	78.08%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8732	87.32%
Acute Oral Toxicity (c)	I	0.3715	37.15%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.8645	86.45%
Thyroid receptor binding	+	0.5217	52.17%
Glucocorticoid receptor binding	+	0.7129	71.29%
Aromatase binding	-	0.6381	63.81%
PPAR gamma	+	0.7454	74.54%
Honey bee toxicity	-	0.8212	82.12%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	99.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.57%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.68%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.40%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.33%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.01%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.17%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.51%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.51%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.46%	93.65%
CHEMBL217	P14416	Dopamine D2 receptor	89.20%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.97%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.54%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.58%	96.12%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.08%	85.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.89%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.66%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	82.31%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	81.17%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.77%	94.45%

Plants that contains it

• Morus macroura

Cross-Links

• PubChem: 72550797
• LOTUS: LTS0030360
• wikiData: Q105350146