8-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-hydroxy-3-methylbutyl)chromen-4-one

Details

• Internal ID: d5366c54-f572-4d0b-9f93-d680b0c22eba
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 8-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-hydroxy-3-methylbutyl)chromen-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=C(C5=C4OC(=C(C5=O)CCC(C)(C)O)C6=C(C=C(C=C6)O)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=C(C5=C4OC(=C(C5=O)CCC(C)(C)O)C6=C(C=C(C=C6)O)O)O)O
• InChI: InChI=1S/C40H38O12/c1-18-12-26(22-7-4-19(41)14-28(22)44)33(36(49)23-8-5-20(42)15-29(23)45)27(13-18)34-31(47)17-32(48)35-37(50)25(10-11-40(2,3)51)38(52-39(34)35)24-9-6-21(43)16-30(24)46/h4-9,13-17,26-27,33,41-48,51H,10-12H2,1-3H3
• InChI Key: PYXAHGLTSLDDJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₈O₁₂
• Molecular Weight: 710.70 g/mol
• Exact Mass: 710.23632664 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.52
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8007	80.07%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9676	96.76%
P-glycoprotein inhibitior	+	0.7703	77.03%
P-glycoprotein substrate	+	0.8179	81.79%
CYP3A4 substrate	+	0.7006	70.06%
CYP2C9 substrate	+	0.6323	63.23%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	+	0.5521	55.21%
CYP2C9 inhibition	+	0.5123	51.23%
CYP2C19 inhibition	-	0.5305	53.05%
CYP2D6 inhibition	-	0.8359	83.59%
CYP1A2 inhibition	+	0.5277	52.77%
CYP2C8 inhibition	+	0.8124	81.24%
CYP inhibitory promiscuity	+	0.5529	55.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6739	67.39%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8891	88.91%
Skin irritation	-	0.7278	72.78%
Skin corrosion	-	0.9113	91.13%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9290	92.90%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7782	77.82%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9075	90.75%
Acute Oral Toxicity (c)	III	0.3757	37.57%
Estrogen receptor binding	+	0.7981	79.81%
Androgen receptor binding	+	0.8351	83.51%
Thyroid receptor binding	+	0.5950	59.50%
Glucocorticoid receptor binding	+	0.8155	81.55%
Aromatase binding	+	0.6043	60.43%
PPAR gamma	+	0.7822	78.22%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	99.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.43%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.53%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.66%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.29%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.18%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.71%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.16%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.12%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.11%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.44%	96.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.83%	89.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.62%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL2535	P11166	Glucose transporter	86.84%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.21%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.29%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.00%	85.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.99%	93.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.39%	94.42%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.30%	93.65%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 117793636
• LOTUS: LTS0136607
• wikiData: Q105216829