(2R)-2-[(3S)-3-hydroxy-3-methylpent-4-enyl]-3-methyl-2H-furan-5-one

Details

• Internal ID: 891b97e2-ce61-48cc-843a-b9b08bd4b15a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R)-2-[(3S)-3-hydroxy-3-methylpent-4-enyl]-3-methyl-2H-furan-5-one
• SMILES (Canonical): CC1=CC(=O)OC1CCC(C)(C=C)O
• SMILES (Isomeric): CC1=CC(=O)O[C@@H]1CC[C@@](C)(C=C)O
• InChI: InChI=1S/C11H16O3/c1-4-11(3,13)6-5-9-8(2)7-10(12)14-9/h4,7,9,13H,1,5-6H2,2-3H3/t9-,11-/m1/s1
• InChI Key: QQUVUDPCFCXEGO-MWLCHTKSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24 g/mol
• Exact Mass: 196.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.6087	60.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6676	66.76%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6320	63.20%
BSEP inhibitior	-	0.9168	91.68%
P-glycoprotein inhibitior	-	0.9777	97.77%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	-	0.5246	52.46%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.9078	90.78%
CYP3A4 inhibition	-	0.7259	72.59%
CYP2C9 inhibition	-	0.9128	91.28%
CYP2C19 inhibition	-	0.8887	88.87%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.7504	75.04%
CYP2C8 inhibition	-	0.8783	87.83%
CYP inhibitory promiscuity	-	0.9151	91.51%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5745	57.45%
Eye corrosion	-	0.9646	96.46%
Eye irritation	-	0.7622	76.22%
Skin irritation	+	0.6032	60.32%
Skin corrosion	-	0.7601	76.01%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7374	73.74%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5209	52.09%
skin sensitisation	+	0.6092	60.92%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6877	68.77%
Acute Oral Toxicity (c)	III	0.6108	61.08%
Estrogen receptor binding	-	0.8504	85.04%
Androgen receptor binding	-	0.7395	73.95%
Thyroid receptor binding	-	0.6784	67.84%
Glucocorticoid receptor binding	+	0.5540	55.40%
Aromatase binding	-	0.8932	89.32%
PPAR gamma	-	0.4917	49.17%
Honey bee toxicity	-	0.9248	92.48%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8942	89.42%

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	93.54%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.25%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	91.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.50%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.59%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101706905
• LOTUS: LTS0028469
• wikiData: Q105226066