(E)-5-[(2R)-2-[(E)-4-hydroxy-2-methylbut-2-enyl]-5-oxo-2H-furan-4-yl]-2-methylpent-2-enal

Details

• Internal ID: 2ae52e1d-a5ca-4216-abf0-c226aab06aa0
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (E)-5-[(2R)-2-[(E)-4-hydroxy-2-methylbut-2-enyl]-5-oxo-2H-furan-4-yl]-2-methylpent-2-enal
• SMILES (Canonical): CC(=CCO)CC1C=C(C(=O)O1)CCC=C(C)C=O
• SMILES (Isomeric): C/C(=C\CO)/C[C@@H]1C=C(C(=O)O1)CC/C=C(\C)/C=O
• InChI: InChI=1S/C15H20O4/c1-11(6-7-16)8-14-9-13(15(18)19-14)5-3-4-12(2)10-17/h4,6,9-10,14,16H,3,5,7-8H2,1-2H3/b11-6+,12-4+/t14-/m1/s1
• InChI Key: KGIWNVMOVZPBAX-CKBZXIAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8209	82.09%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.7412	74.12%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6058	60.58%
P-glycoprotein inhibitior	-	0.9079	90.79%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	+	0.5359	53.59%
CYP2C9 substrate	+	0.5873	58.73%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.6884	68.84%
CYP2C9 inhibition	-	0.8724	87.24%
CYP2C19 inhibition	-	0.8653	86.53%
CYP2D6 inhibition	-	0.8570	85.70%
CYP1A2 inhibition	-	0.5989	59.89%
CYP2C8 inhibition	-	0.8685	86.85%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.7236	72.36%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.8041	80.41%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6139	61.39%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8599	85.99%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6905	69.05%
Estrogen receptor binding	-	0.6323	63.23%
Androgen receptor binding	-	0.7806	78.06%
Thyroid receptor binding	-	0.7451	74.51%
Glucocorticoid receptor binding	-	0.6403	64.03%
Aromatase binding	-	0.6778	67.78%
PPAR gamma	-	0.5789	57.89%
Honey bee toxicity	-	0.9063	90.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9661	96.61%

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	94.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.76%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.43%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.71%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.83%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.43%	96.09%

Plants that contains it

• Arctotis arctotoides

Cross-Links

• PubChem: 163046308
• LOTUS: LTS0099719
• wikiData: Q105140799