(3R,5R)-3-methyl-5-(2-oxopropyl)oxolan-2-one

Details

• Internal ID: 5922e52d-9f2b-4724-b849-d49a439c36a3
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5R)-3-methyl-5-(2-oxopropyl)oxolan-2-one
• SMILES (Canonical): CC1CC(OC1=O)CC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H](OC1=O)CC(=O)C
• InChI: InChI=1S/C8H12O3/c1-5-3-7(4-6(2)9)11-8(5)10/h5,7H,3-4H2,1-2H3/t5-,7-/m1/s1
• InChI Key: XDZZBQYRCAUXGG-IYSWYEEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.18 g/mol
• Exact Mass: 156.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	+	0.5058	50.58%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.9371	93.71%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9193	91.93%
P-glycoprotein inhibitior	-	0.9817	98.17%
P-glycoprotein substrate	-	0.8212	82.12%
CYP3A4 substrate	-	0.5861	58.61%
CYP2C9 substrate	+	0.6131	61.31%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9542	95.42%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.8605	86.05%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.8582	85.82%
CYP2C8 inhibition	-	0.9880	98.80%
CYP inhibitory promiscuity	-	0.9299	92.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	+	0.4824	48.24%
Eye irritation	+	0.9641	96.41%
Skin irritation	-	0.5363	53.63%
Skin corrosion	-	0.6765	67.65%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8218	82.18%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7556	75.56%
skin sensitisation	-	0.6367	63.67%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5164	51.64%
Acute Oral Toxicity (c)	III	0.6303	63.03%
Estrogen receptor binding	-	0.9263	92.63%
Androgen receptor binding	-	0.6200	62.00%
Thyroid receptor binding	-	0.9095	90.95%
Glucocorticoid receptor binding	-	0.8152	81.52%
Aromatase binding	-	0.7981	79.81%
PPAR gamma	-	0.9148	91.48%
Honey bee toxicity	-	0.9577	95.77%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6617	66.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.29%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.90%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.62%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.62%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.47%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.67%	97.09%

Plants that contains it

• Anthemis pseudocotula

Cross-Links

• PubChem: 92164750
• LOTUS: LTS0053112
• wikiData: Q105326181