(4R)-4-[(1R)-1-hydroxyethyl]-5,5-dimethyloxolan-2-one

Details

• Internal ID: 4bd653d8-eac9-4419-bf93-a26b43e24110
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4R)-4-[(1R)-1-hydroxyethyl]-5,5-dimethyloxolan-2-one
• SMILES (Canonical): CC(C1CC(=O)OC1(C)C)O
• SMILES (Isomeric): C[C@H]([C@H]1CC(=O)OC1(C)C)O
• InChI: InChI=1S/C8H14O3/c1-5(9)6-4-7(10)11-8(6,2)3/h5-6,9H,4H2,1-3H3/t5-,6-/m1/s1
• InChI Key: MCKIHNVIQAIZNI-PHDIDXHHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19 g/mol
• Exact Mass: 158.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	-	0.6142	61.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7740	77.40%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9278	92.78%
P-glycoprotein inhibitior	-	0.9550	95.50%
P-glycoprotein substrate	-	0.9437	94.37%
CYP3A4 substrate	-	0.6068	60.68%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.9002	90.02%
CYP2D6 inhibition	-	0.9697	96.97%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	-	0.9865	98.65%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5723	57.23%
Eye corrosion	-	0.8611	86.11%
Eye irritation	+	0.8616	86.16%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7334	73.34%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7613	76.13%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5575	55.75%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5402	54.02%
Acute Oral Toxicity (c)	III	0.6095	60.95%
Estrogen receptor binding	-	0.8989	89.89%
Androgen receptor binding	-	0.8304	83.04%
Thyroid receptor binding	-	0.8816	88.16%
Glucocorticoid receptor binding	-	0.8297	82.97%
Aromatase binding	-	0.8795	87.95%
PPAR gamma	-	0.8405	84.05%
Honey bee toxicity	-	0.8923	89.23%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.4251	42.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.23%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.13%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.41%	90.71%
CHEMBL299	P17252	Protein kinase C alpha	81.10%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.93%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.09%	97.14%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 15313663
• LOTUS: LTS0051712
• wikiData: Q105161270