(3R,5R)-3-methyl-5-[4-[(2R)-2-[(2S,4R)-4-methyl-5-oxooxolan-2-yl]pyrrolidin-1-yl]butyl]oxolan-2-one

Details

• Internal ID: 56055311-3c09-477c-a260-f19f819c40e2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5R)-3-methyl-5-[4-[(2R)-2-[(2S,4R)-4-methyl-5-oxooxolan-2-yl]pyrrolidin-1-yl]butyl]oxolan-2-one
• InChI: InChI=1S/C18H29NO4/c1-12-10-14(22-17(12)20)6-3-4-8-19-9-5-7-15(19)16-11-13(2)18(21)23-16/h12-16H,3-11H2,1-2H3/t12-,13-,14-,15-,16+/m1/s1
• InChI Key: VOZGUTOOTJYSLX-QCODTGAPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₉NO₄
• Molecular Weight: 323.40 g/mol
• Exact Mass: 323.20965841 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8103	81.03%
Caco-2	+	0.5923	59.23%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5203	52.03%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6629	66.29%
P-glycoprotein inhibitior	-	0.6774	67.74%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.6707	67.07%
CYP3A4 inhibition	-	0.8442	84.42%
CYP2C9 inhibition	-	0.9241	92.41%
CYP2C19 inhibition	-	0.7947	79.47%
CYP2D6 inhibition	-	0.8797	87.97%
CYP1A2 inhibition	-	0.6662	66.62%
CYP2C8 inhibition	-	0.9499	94.99%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9699	96.99%
Eye irritation	-	0.6657	66.57%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.8722	87.22%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5861	58.61%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5753	57.53%
skin sensitisation	-	0.8936	89.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6151	61.51%
Acute Oral Toxicity (c)	III	0.6699	66.99%
Estrogen receptor binding	-	0.6338	63.38%
Androgen receptor binding	+	0.5522	55.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5280	52.80%
Aromatase binding	-	0.6019	60.19%
PPAR gamma	-	0.8399	83.99%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4927	49.27%

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	96.39%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.33%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.95%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	87.66%	95.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.56%	93.40%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.87%	91.76%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.48%	82.38%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.17%	98.46%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.01%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.55%	86.00%

Plants that contains it

• Pandanus amaryllifolius

Cross-Links

• PubChem: 101518053
• LOTUS: LTS0166547
• wikiData: Q105290562