(2S)-2-(6-hydroxy-6-methyl-5-oxooctyl)-2H-furan-5-one

Details

• Internal ID: 71def0a2-312c-477f-aa56-68127b13c8ce
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-2-(6-hydroxy-6-methyl-5-oxooctyl)-2H-furan-5-one
• SMILES (Canonical): CCC(C)(C(=O)CCCCC1C=CC(=O)O1)O
• SMILES (Isomeric): CCC(C)(C(=O)CCCC[C@H]1C=CC(=O)O1)O
• InChI: InChI=1S/C13H20O4/c1-3-13(2,16)11(14)7-5-4-6-10-8-9-12(15)17-10/h8-10,16H,3-7H2,1-2H3/t10-,13?/m0/s1
• InChI Key: UOBYXVHBYDUQMN-NKUHCKNESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₄
• Molecular Weight: 240.29 g/mol
• Exact Mass: 240.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.76
• 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	+	0.9734	97.34%
Caco-2	+	0.7983	79.83%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7879	78.79%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8345	83.45%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7520	75.20%
P-glycoprotein inhibitior	-	0.9579	95.79%
P-glycoprotein substrate	-	0.8167	81.67%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9016	90.16%
CYP3A4 inhibition	-	0.6460	64.60%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.7876	78.76%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.7630	76.30%
CYP2C8 inhibition	-	0.8705	87.05%
CYP inhibitory promiscuity	-	0.9595	95.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6878	68.78%
Eye corrosion	-	0.9684	96.84%
Eye irritation	-	0.5546	55.46%
Skin irritation	+	0.5554	55.54%
Skin corrosion	-	0.8880	88.80%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5799	57.99%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5575	55.75%
skin sensitisation	-	0.7658	76.58%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7908	79.08%
Acute Oral Toxicity (c)	III	0.5714	57.14%
Estrogen receptor binding	-	0.5430	54.30%
Androgen receptor binding	-	0.7994	79.94%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	+	0.6904	69.04%
Aromatase binding	-	0.7376	73.76%
PPAR gamma	-	0.6081	60.81%
Honey bee toxicity	-	0.9582	95.82%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9558	95.58%

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	95.27%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.23%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.37%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.51%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162974531
• LOTUS: LTS0105045
• wikiData: Q105276260