4-[(2E)-5-ethoxy-3,7-dimethylocta-2,6-dienoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: 2001c884-1f5b-45ab-8361-fc4445f248b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-[(2E)-5-ethoxy-3,7-dimethylocta-2,6-dienoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CCOC(CC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)C)C=C(C)C
• SMILES (Isomeric): CCOC(C/C(=C/COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/C)C=C(C)C
• InChI: InChI=1S/C23H26O5/c1-5-25-17(12-15(2)3)13-16(4)8-10-27-23-18-6-7-22(24)28-21(18)14-20-19(23)9-11-26-20/h6-9,11-12,14,17H,5,10,13H2,1-4H3/b16-8+
• InChI Key: HUIKFGYKROOMLM-LZYBPNLTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.17802393 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.63
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6020	60.20%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6936	69.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9028	90.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9327	93.27%
P-glycoprotein inhibitior	+	0.9024	90.24%
P-glycoprotein substrate	-	0.6400	64.00%
CYP3A4 substrate	+	0.5910	59.10%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	+	0.6305	63.05%
CYP2C9 inhibition	+	0.6808	68.08%
CYP2C19 inhibition	+	0.8521	85.21%
CYP2D6 inhibition	-	0.5943	59.43%
CYP1A2 inhibition	+	0.7241	72.41%
CYP2C8 inhibition	+	0.6378	63.78%
CYP inhibitory promiscuity	+	0.7997	79.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5190	51.90%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8768	87.68%
Skin irritation	-	0.7933	79.33%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.9037	90.37%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6996	69.96%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	III	0.6367	63.67%
Estrogen receptor binding	+	0.9139	91.39%
Androgen receptor binding	+	0.8278	82.78%
Thyroid receptor binding	+	0.6049	60.49%
Glucocorticoid receptor binding	+	0.8685	86.85%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.8420	84.20%
Honey bee toxicity	-	0.7548	75.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	97.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.75%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	95.68%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.42%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.07%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.22%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.04%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.32%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.87%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.21%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	80.64%	91.49%

Plants that contains it

• Crataegus pinnatifida
• Hansenia weberbaueriana

Cross-Links

• PubChem: 5317258
• NPASS: NPC126523