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

Details

• Internal ID: 0e68d7c4-c4cf-4b3a-9108-1ce9416ec736
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [5-(3,7-dimethylocta-2,6-dienyl)-6-hydroxy-1-benzofuran-4-yl] acetate
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C2=C(C=C1O)OC=C2)OC(=O)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC1=C(C2=C(C=C1O)OC=C2)OC(=O)C)C)C
• InChI: InChI=1S/C20H24O4/c1-13(2)6-5-7-14(3)8-9-16-18(22)12-19-17(10-11-23-19)20(16)24-15(4)21/h6,8,10-12,22H,5,7,9H2,1-4H3
• InChI Key: LSXBPZXDSLLQJG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6448	64.48%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7567	75.67%
OATP2B1 inhibitior	-	0.7215	72.15%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.7894	78.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7242	72.42%
P-glycoprotein inhibitior	-	0.4935	49.35%
P-glycoprotein substrate	-	0.8625	86.25%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8032	80.32%
CYP3A4 inhibition	+	0.6831	68.31%
CYP2C9 inhibition	+	0.6596	65.96%
CYP2C19 inhibition	+	0.7333	73.33%
CYP2D6 inhibition	-	0.8039	80.39%
CYP1A2 inhibition	+	0.9213	92.13%
CYP2C8 inhibition	+	0.4754	47.54%
CYP inhibitory promiscuity	+	0.6501	65.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6572	65.72%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7682	76.82%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7685	76.85%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7240	72.40%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8274	82.74%
Acute Oral Toxicity (c)	III	0.2964	29.64%
Estrogen receptor binding	+	0.9135	91.35%
Androgen receptor binding	+	0.7317	73.17%
Thyroid receptor binding	+	0.5960	59.60%
Glucocorticoid receptor binding	+	0.7981	79.81%
Aromatase binding	+	0.6347	63.47%
PPAR gamma	+	0.8937	89.37%
Honey bee toxicity	-	0.7960	79.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
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	99.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.90%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.01%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.36%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	90.01%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.07%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.43%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.54%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.49%	95.56%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.39%	97.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.15%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.95%	86.33%

Plants that contains it

• Bosistoa pentacocca

Cross-Links

• PubChem: 163040125
• LOTUS: LTS0086964
• wikiData: Q105156817