(2R)-2-[(1E,3E)-hexa-1,3-dienyl]-5-methoxy-4-[(3S)-3-methoxybutanoyl]-2-methylfuran-3-one

Details

• Internal ID: 2bc5bd51-b4e9-4d61-b9be-277bf00c01a7
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (2R)-2-[(1E,3E)-hexa-1,3-dienyl]-5-methoxy-4-[(3S)-3-methoxybutanoyl]-2-methylfuran-3-one
• SMILES (Canonical): CCC=CC=CC1(C(=O)C(=C(O1)OC)C(=O)CC(C)OC)C
• SMILES (Isomeric): CC/C=C/C=C/[C@@]1(C(=O)C(=C(O1)OC)C(=O)C[C@H](C)OC)C
• InChI: InChI=1S/C17H24O5/c1-6-7-8-9-10-17(3)15(19)14(16(21-5)22-17)13(18)11-12(2)20-4/h7-10,12H,6,11H2,1-5H3/b8-7+,10-9+/t12-,17+/m0/s1
• InChI Key: LHMJRRLGZPCRAH-QVZJUDDTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.72
• 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	+	0.9867	98.67%
Caco-2	+	0.8931	89.31%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6257	62.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8280	82.80%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5700	57.00%
P-glycoprotein inhibitior	-	0.5347	53.47%
P-glycoprotein substrate	-	0.8122	81.22%
CYP3A4 substrate	+	0.5492	54.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.7365	73.65%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.7527	75.27%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.7509	75.09%
CYP2C8 inhibition	-	0.7942	79.42%
CYP inhibitory promiscuity	-	0.7608	76.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5015	50.15%
Eye corrosion	-	0.9565	95.65%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.7038	70.38%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7219	72.19%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.6724	67.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6482	64.82%
Acute Oral Toxicity (c)	III	0.4998	49.98%
Estrogen receptor binding	+	0.5346	53.46%
Androgen receptor binding	-	0.5223	52.23%
Thyroid receptor binding	+	0.5421	54.21%
Glucocorticoid receptor binding	-	0.5594	55.94%
Aromatase binding	+	0.5625	56.25%
PPAR gamma	+	0.5660	56.60%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9296	92.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.24%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.51%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.10%	97.25%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.74%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	81.08%	94.73%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.03%	80.00%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 162863051
• LOTUS: LTS0205396
• wikiData: Q105151846