(3aR,5R,6aR)-5,6a-diethyl-5-[(E,2R)-2-ethylhex-3-enyl]-3a,6-dihydro-3H-furo[3,2-b]furan-2-one

Details

• Internal ID: 410f82ae-c8ca-46a3-8d95-75dfe3f2ccd4
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (3aR,5R,6aR)-5,6a-diethyl-5-[(E,2R)-2-ethylhex-3-enyl]-3a,6-dihydro-3H-furo[3,2-b]furan-2-one
• SMILES (Canonical): CCC=CC(CC)CC1(CC2(C(O1)CC(=O)O2)CC)CC
• SMILES (Isomeric): CC/C=C/[C@H](CC)C[C@@]1(C[C@@]2([C@H](O1)CC(=O)O2)CC)CC
• InChI: InChI=1S/C18H30O3/c1-5-9-10-14(6-2)12-17(7-3)13-18(8-4)15(20-17)11-16(19)21-18/h9-10,14-15H,5-8,11-13H2,1-4H3/b10-9+/t14-,15+,17+,18+/m0/s1
• InChI Key: CUKSEWOBMWHBEW-GLQGARRCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.21949481 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7066	70.66%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4534	45.34%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5874	58.74%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.7370	73.70%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	-	0.8251	82.51%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.9253	92.53%
CYP2C9 inhibition	-	0.9089	90.89%
CYP2C19 inhibition	-	0.7714	77.14%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.7474	74.74%
CYP2C8 inhibition	-	0.7701	77.01%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5327	53.27%
Eye corrosion	-	0.9338	93.38%
Eye irritation	-	0.8460	84.60%
Skin irritation	-	0.6328	63.28%
Skin corrosion	-	0.9040	90.40%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5867	58.67%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.5281	52.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5657	56.57%
Acute Oral Toxicity (c)	III	0.6525	65.25%
Estrogen receptor binding	+	0.8211	82.11%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	+	0.5581	55.81%
Glucocorticoid receptor binding	+	0.6744	67.44%
Aromatase binding	+	0.5654	56.54%
PPAR gamma	+	0.6944	69.44%
Honey bee toxicity	-	0.7263	72.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9127	91.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.28%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.23%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.06%	89.34%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.90%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.71%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	83.89%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.80%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.61%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.39%	85.14%

Plants that contains it

• Annona senegalensis
• Baccharis minutiflora
• Beyeria lechenaultii

Cross-Links

• PubChem: 21778532
• LOTUS: LTS0061081
• wikiData: Q104991906