(2R)-4-decyl-3-hydroxy-2-methyl-2H-furan-5-one

Details

• Internal ID: 8a3675e2-e095-4ba0-90db-4ad7a4dd361a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2R)-4-decyl-3-hydroxy-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCC1=C(C(OC1=O)C)O
• SMILES (Isomeric): CCCCCCCCCCC1=C([C@H](OC1=O)C)O
• InChI: InChI=1S/C15H26O3/c1-3-4-5-6-7-8-9-10-11-13-14(16)12(2)18-15(13)17/h12,16H,3-11H2,1-2H3/t12-/m1/s1
• InChI Key: IQOUMOYDTBQVJI-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.6876	68.76%
Blood Brain Barrier	+	0.5855	58.55%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	0.8484	84.84%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6070	60.70%
BSEP inhibitior	-	0.6613	66.13%
P-glycoprotein inhibitior	-	0.8698	86.98%
P-glycoprotein substrate	-	0.8535	85.35%
CYP3A4 substrate	-	0.5442	54.42%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8990	89.90%
CYP3A4 inhibition	-	0.6500	65.00%
CYP2C9 inhibition	-	0.7621	76.21%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8553	85.53%
CYP1A2 inhibition	-	0.5224	52.24%
CYP2C8 inhibition	-	0.8786	87.86%
CYP inhibitory promiscuity	-	0.6335	63.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5823	58.23%
Eye corrosion	-	0.9512	95.12%
Eye irritation	+	0.6401	64.01%
Skin irritation	+	0.5281	52.81%
Skin corrosion	-	0.9086	90.86%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6385	63.85%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5452	54.52%
skin sensitisation	-	0.6555	65.55%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6652	66.52%
Acute Oral Toxicity (c)	III	0.4813	48.13%
Estrogen receptor binding	-	0.4740	47.40%
Androgen receptor binding	-	0.7279	72.79%
Thyroid receptor binding	+	0.6731	67.31%
Glucocorticoid receptor binding	-	0.5581	55.81%
Aromatase binding	-	0.7409	74.09%
PPAR gamma	+	0.5190	51.90%
Honey bee toxicity	-	0.9796	97.96%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7922	79.22%
Fish aquatic toxicity	+	0.9891	98.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.96%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.06%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	86.62%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.29%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.39%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 162963969
• LOTUS: LTS0180049
• wikiData: Q105293047