(2R)-4-[(Z)-hex-1-enyl]-2-methyl-2H-furan-5-one

Details

• Internal ID: c7c75fd3-9281-46ec-8deb-7f99f8b202c4
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R)-4-[(Z)-hex-1-enyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCC=CC1=CC(OC1=O)C
• SMILES (Isomeric): CCCC/C=C\C1=C[C@H](OC1=O)C
• InChI: InChI=1S/C11H16O2/c1-3-4-5-6-7-10-8-9(2)13-11(10)12/h6-9H,3-5H2,1-2H3/b7-6-/t9-/m1/s1
• InChI Key: OVEBWDPQALSVNI-ATJFRQLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.24 g/mol
• Exact Mass: 180.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9400	94.00%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5001	50.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7671	76.71%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9135	91.35%
P-glycoprotein inhibitior	-	0.9801	98.01%
P-glycoprotein substrate	-	0.8841	88.41%
CYP3A4 substrate	-	0.5232	52.32%
CYP2C9 substrate	-	0.6247	62.47%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.8424	84.24%
CYP2C9 inhibition	-	0.8914	89.14%
CYP2C19 inhibition	-	0.7021	70.21%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	+	0.5924	59.24%
CYP2C8 inhibition	-	0.9390	93.90%
CYP inhibitory promiscuity	+	0.5342	53.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5153	51.53%
Eye corrosion	-	0.7389	73.89%
Eye irritation	+	0.7954	79.54%
Skin irritation	+	0.6642	66.42%
Skin corrosion	-	0.8516	85.16%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5761	57.61%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.7463	74.63%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6431	64.31%
Acute Oral Toxicity (c)	III	0.7632	76.32%
Estrogen receptor binding	-	0.7620	76.20%
Androgen receptor binding	-	0.8237	82.37%
Thyroid receptor binding	-	0.6876	68.76%
Glucocorticoid receptor binding	-	0.7789	77.89%
Aromatase binding	-	0.6541	65.41%
PPAR gamma	-	0.8361	83.61%
Honey bee toxicity	-	0.9555	95.55%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9297	92.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.55%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.30%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.67%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%

Plants that contains it

• Aglaia tomentosa
• Backhousia citriodora
• Capraria biflora
• Centipeda minima
• Mentha suaveolens subsp. timija
• Senecio macrocephalus
• Upuna borneensis

Cross-Links

• PubChem: 11321306
• NPASS: NPC265024