(3S,4S)-4-acetyl-3-methyloxolan-2-one

Details

• Internal ID: 94a759a2-0355-41a5-899f-5e083485dc80
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,4S)-4-acetyl-3-methyloxolan-2-one
• SMILES (Canonical): CC1C(COC1=O)C(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H](COC1=O)C(=O)C
• InChI: InChI=1S/C7H10O3/c1-4-6(5(2)8)3-10-7(4)9/h4,6H,3H2,1-2H3/t4-,6+/m0/s1
• InChI Key: QKBQWVMXPGSNTK-UJURSFKZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.15 g/mol
• Exact Mass: 142.062994177 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.7426	74.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9588	95.88%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9300	93.00%
P-glycoprotein inhibitior	-	0.9643	96.43%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	-	0.6556	65.56%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9683	96.83%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9237	92.37%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.7178	71.78%
CYP2C8 inhibition	-	0.9917	99.17%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6966	69.66%
Eye corrosion	+	0.4565	45.65%
Eye irritation	+	0.9743	97.43%
Skin irritation	+	0.6193	61.93%
Skin corrosion	-	0.7109	71.09%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7743	77.43%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8031	80.31%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.5682	56.82%
Estrogen receptor binding	-	0.7265	72.65%
Androgen receptor binding	-	0.7946	79.46%
Thyroid receptor binding	-	0.9153	91.53%
Glucocorticoid receptor binding	-	0.9085	90.85%
Aromatase binding	-	0.8552	85.52%
PPAR gamma	-	0.8877	88.77%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7697	76.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.58%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.65%	97.25%
CHEMBL2581	P07339	Cathepsin D	83.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.60%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 118708002
• NPASS: NPC290928
• LOTUS: LTS0254946
• wikiData: Q105223010