4-[7-(3,7-Dimethylocta-2,6-dienyl)-5-hydroxy-3,6-dimethyl-1-benzofuran-2-yl]benzene-1,3-diol

Details

• Internal ID: 766455f0-1b46-458c-8d28-949eabb3e1be
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[7-(3,7-dimethylocta-2,6-dienyl)-5-hydroxy-3,6-dimethyl-1-benzofuran-2-yl]benzene-1,3-diol
• InChI: InChI=1S/C26H30O4/c1-15(2)7-6-8-16(3)9-11-20-17(4)23(28)14-22-18(5)25(30-26(20)22)21-12-10-19(27)13-24(21)29/h7,9-10,12-14,27-29H,6,8,11H2,1-5H3
• InChI Key: HGNADQPEQXZTSR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₄
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.21440943 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.07
• H-Bond Acceptor: 4
• 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	+	0.9867	98.67%
Caco-2	-	0.6108	61.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6504	65.04%
OATP2B1 inhibitior	+	0.5769	57.69%
OATP1B1 inhibitior	+	0.7861	78.61%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9478	94.78%
P-glycoprotein inhibitior	+	0.7222	72.22%
P-glycoprotein substrate	-	0.5601	56.01%
CYP3A4 substrate	+	0.5719	57.19%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.3752	37.52%
CYP3A4 inhibition	+	0.6938	69.38%
CYP2C9 inhibition	+	0.6358	63.58%
CYP2C19 inhibition	+	0.6096	60.96%
CYP2D6 inhibition	-	0.7695	76.95%
CYP1A2 inhibition	+	0.8567	85.67%
CYP2C8 inhibition	+	0.6561	65.61%
CYP inhibitory promiscuity	+	0.9574	95.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.6480	64.80%
Skin irritation	-	0.7433	74.33%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8464	84.64%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.7707	77.07%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8868	88.68%
Acute Oral Toxicity (c)	I	0.3354	33.54%
Estrogen receptor binding	+	0.9210	92.10%
Androgen receptor binding	+	0.8386	83.86%
Thyroid receptor binding	+	0.7250	72.50%
Glucocorticoid receptor binding	+	0.8892	88.92%
Aromatase binding	+	0.6793	67.93%
PPAR gamma	+	0.8608	86.08%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
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	99.19%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.43%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	95.40%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	95.18%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.21%	92.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.94%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.31%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.24%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.01%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.82%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.86%	99.15%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.43%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%

Plants that contains it

• Lespedeza homoloba

Cross-Links

• PubChem: 163060390
• LOTUS: LTS0266989
• wikiData: Q105027849