2-[3-[6-[2,4-Dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 04a0b15a-3296-41d8-ba06-24c5ae10e088
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
• IUPAC Name: 2-[3-[6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• InChI: InChI=1S/C45H44O11/c1-21(2)6-9-27-33(48)14-12-28(41(27)52)42(53)38-31(26-11-8-24(46)18-35(26)50)16-23(5)17-32(38)39-34(49)15-13-30(43(39)54)45-29(10-7-22(3)4)44(55)40-36(51)19-25(47)20-37(40)56-45/h6-8,11-15,17-20,31-32,38,46-52,54H,9-10,16H2,1-5H3
• InChI Key: CXUHGCSDLOBMKG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₄O₁₁
• Molecular Weight: 760.80 g/mol
• Exact Mass: 760.28836222 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 8.84
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6896	68.96%
OATP2B1 inhibitior	+	0.7163	71.63%
OATP1B1 inhibitior	+	0.7679	76.79%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9779	97.79%
P-glycoprotein inhibitior	+	0.7839	78.39%
P-glycoprotein substrate	+	0.8082	80.82%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	+	0.6467	64.67%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.6471	64.71%
CYP2C9 inhibition	+	0.8939	89.39%
CYP2C19 inhibition	+	0.7903	79.03%
CYP2D6 inhibition	-	0.7094	70.94%
CYP1A2 inhibition	+	0.8516	85.16%
CYP2C8 inhibition	+	0.8451	84.51%
CYP inhibitory promiscuity	+	0.8674	86.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6740	67.40%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.7393	73.93%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8546	85.46%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7809	78.09%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9186	91.86%
Acute Oral Toxicity (c)	III	0.4326	43.26%
Estrogen receptor binding	+	0.8253	82.53%
Androgen receptor binding	+	0.8277	82.77%
Thyroid receptor binding	+	0.5824	58.24%
Glucocorticoid receptor binding	+	0.7752	77.52%
Aromatase binding	+	0.5586	55.86%
PPAR gamma	+	0.7492	74.92%
Honey bee toxicity	-	0.7506	75.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.67%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.39%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.36%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.05%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.47%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.60%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.24%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.77%	85.14%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.37%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.35%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.06%	91.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.57%	96.95%
CHEMBL4208	P20618	Proteasome component C5	86.70%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.96%	100.00%
CHEMBL3194	P02766	Transthyretin	84.76%	90.71%
CHEMBL217	P14416	Dopamine D2 receptor	84.20%	95.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.29%	85.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.78%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.51%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.42%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.13%	98.75%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 72548044
• LOTUS: LTS0041106
• wikiData: Q104972141