4-ethoxy-6-methoxy-2-[(8Z,11Z)-pentadeca-8,11,14-trienyl]benzene-1,3-diol

Details

• Internal ID: 99d19a13-4c46-405c-8e35-b06fdc563bfb
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-ethoxy-6-methoxy-2-[(8Z,11Z)-pentadeca-8,11,14-trienyl]benzene-1,3-diol
• SMILES (Canonical): CCOC1=C(C(=C(C(=C1)OC)O)CCCCCCCC=CCC=CCC=C)O
• SMILES (Isomeric): CCOC1=C(C(=C(C(=C1)OC)O)CCCCCCC/C=C\C/C=C\CC=C)O
• InChI: InChI=1S/C24H36O4/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-20-23(25)21(27-3)19-22(24(20)26)28-5-2/h4,7-8,10-11,19,25-26H,1,5-6,9,12-18H2,2-3H3/b8-7-,11-10-
• InChI Key: SUAPARZKDSPGMY-NQLNTKRDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.26135963 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.47
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

• E565
• E586

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9387	93.87%
Caco-2	-	0.6392	63.92%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8754	87.54%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	-	0.3203	32.03%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	+	0.8826	88.26%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	-	0.7072	70.72%
CYP3A4 substrate	+	0.6134	61.34%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.3925	39.25%
CYP3A4 inhibition	-	0.5220	52.20%
CYP2C9 inhibition	-	0.5900	59.00%
CYP2C19 inhibition	-	0.5689	56.89%
CYP2D6 inhibition	-	0.7913	79.13%
CYP1A2 inhibition	+	0.7057	70.57%
CYP2C8 inhibition	+	0.6947	69.47%
CYP inhibitory promiscuity	+	0.5085	50.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8523	85.23%
Carcinogenicity (trinary)	Non-required	0.7621	76.21%
Eye corrosion	-	0.9605	96.05%
Eye irritation	-	0.8446	84.46%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9061	90.61%
Micronuclear	-	0.8741	87.41%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8779	87.79%
Acute Oral Toxicity (c)	III	0.7785	77.85%
Estrogen receptor binding	+	0.7346	73.46%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	+	0.6006	60.06%
Glucocorticoid receptor binding	+	0.7014	70.14%
Aromatase binding	-	0.5458	54.58%
PPAR gamma	+	0.5955	59.55%
Honey bee toxicity	-	0.9037	90.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6462	64.62%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	97.04%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.18%	95.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.98%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.99%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.59%	92.94%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	92.17%	90.75%
CHEMBL240	Q12809	HERG	91.48%	89.76%
CHEMBL1937	Q92769	Histone deacetylase 2	90.22%	94.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.30%	89.62%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.82%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	86.87%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.58%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.71%	92.08%
CHEMBL2885	P07451	Carbonic anhydrase III	84.22%	87.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.82%	83.57%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.06%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.64%	98.11%
CHEMBL4208	P20618	Proteasome component C5	80.51%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.42%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.14%	94.45%

Plants that contains it

• Sorghum bicolor

Cross-Links

• PubChem: 44559488
• NPASS: NPC220935
• ChEMBL: CHEMBL456854
• LOTUS: LTS0236265
• wikiData: Q105260746