(5S,S)-5-methyl-3-(2-methylbutyl)furan-2(5H)-one

Details

• Internal ID: 392f8ff1-0b7c-4d7b-b363-f4971f0bdf92
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-2-methyl-4-[(2S)-2-methylbutyl]-2H-furan-5-one
• SMILES (Canonical): CCC(C)CC1=CC(OC1=O)C
• SMILES (Isomeric): CC[C@H](C)CC1=C[C@@H](OC1=O)C
• InChI: InChI=1S/C10H16O2/c1-4-7(2)5-9-6-8(3)12-10(9)11/h6-8H,4-5H2,1-3H3/t7-,8-/m0/s1
• InChI Key: WKEBGGXWHGAHOL-YUMQZZPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.8717	87.17%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4286	42.86%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8269	82.69%
P-glycoprotein inhibitior	-	0.9715	97.15%
P-glycoprotein substrate	-	0.9298	92.98%
CYP3A4 substrate	-	0.6239	62.39%
CYP2C9 substrate	-	0.5814	58.14%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.7105	71.05%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.5161	51.61%
CYP2C8 inhibition	-	0.9793	97.93%
CYP inhibitory promiscuity	+	0.5613	56.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4225	42.25%
Eye corrosion	-	0.8556	85.56%
Eye irritation	+	0.8627	86.27%
Skin irritation	+	0.6778	67.78%
Skin corrosion	-	0.8930	89.30%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6173	61.73%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7554	75.54%
skin sensitisation	+	0.7888	78.88%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5498	54.98%
Acute Oral Toxicity (c)	III	0.7386	73.86%
Estrogen receptor binding	-	0.9435	94.35%
Androgen receptor binding	-	0.8183	81.83%
Thyroid receptor binding	-	0.7743	77.43%
Glucocorticoid receptor binding	-	0.9326	93.26%
Aromatase binding	-	0.8816	88.16%
PPAR gamma	-	0.9515	95.15%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9593	95.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.76%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.85%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.49%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	82.89%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.82%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16090237
• LOTUS: LTS0075999
• wikiData: Q77279640