(3aS,5R,6aS)-5,6a-diethyl-5-[(1E,4R,5E)-4-ethyl-2-methylocta-1,5-dienyl]-3a,6-dihydro-3H-furo[3,2-b]furan-2-one

Details

• Internal ID: 98f86ab2-ad45-405a-9f0e-258223133fed
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (3aS,5R,6aS)-5,6a-diethyl-5-[(1E,4R,5E)-4-ethyl-2-methylocta-1,5-dienyl]-3a,6-dihydro-3H-furo[3,2-b]furan-2-one
• InChI: InChI=1S/C21H34O3/c1-6-10-11-17(7-2)12-16(5)14-20(8-3)15-21(9-4)18(23-20)13-19(22)24-21/h10-11,14,17-18H,6-9,12-13,15H2,1-5H3/b11-10+,16-14+/t17-,18-,20-,21-/m0/s1
• InChI Key: UXORUSKBVACZHJ-FXUKGNAFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 3
• 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	+	0.9970	99.70%
Caco-2	+	0.6997	69.97%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4637	46.37%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6008	60.08%
P-glycoprotein inhibitior	-	0.5913	59.13%
P-glycoprotein substrate	-	0.6382	63.82%
CYP3A4 substrate	+	0.5684	56.84%
CYP2C9 substrate	-	0.8251	82.51%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.8049	80.49%
CYP2C9 inhibition	-	0.8662	86.62%
CYP2C19 inhibition	-	0.7467	74.67%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.5941	59.41%
CYP2C8 inhibition	-	0.6839	68.39%
CYP inhibitory promiscuity	-	0.8148	81.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4732	47.32%
Eye corrosion	-	0.9613	96.13%
Eye irritation	-	0.8503	85.03%
Skin irritation	-	0.5594	55.94%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5646	56.46%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5168	51.68%
skin sensitisation	-	0.5451	54.51%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6175	61.75%
Acute Oral Toxicity (c)	III	0.5841	58.41%
Estrogen receptor binding	+	0.6204	62.04%
Androgen receptor binding	+	0.6710	67.10%
Thyroid receptor binding	+	0.6327	63.27%
Glucocorticoid receptor binding	+	0.7305	73.05%
Aromatase binding	+	0.5480	54.80%
PPAR gamma	+	0.6396	63.96%
Honey bee toxicity	-	0.7735	77.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9709	97.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.97%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.43%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.28%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.81%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.39%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.86%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.22%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	80.88%	98.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12002839
• LOTUS: LTS0257536
• wikiData: Q105280953