(5R)-5-methyl-5-[(E,3S)-6-oxo-3-propan-2-ylhept-1-enyl]oxolan-2-one

Details

• Internal ID: 75932895-acd9-46dd-8532-9fee84a549b3
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R)-5-methyl-5-[(E,3S)-6-oxo-3-propan-2-ylhept-1-enyl]oxolan-2-one
• SMILES (Canonical): CC(C)C(CCC(=O)C)C=CC1(CCC(=O)O1)C
• SMILES (Isomeric): CC(C)[C@H](CCC(=O)C)/C=C/[C@]1(CCC(=O)O1)C
• InChI: InChI=1S/C15H24O3/c1-11(2)13(6-5-12(3)16)7-9-15(4)10-8-14(17)18-15/h7,9,11,13H,5-6,8,10H2,1-4H3/b9-7+/t13-,15+/m1/s1
• InChI Key: VNIPCLUJYQFEPB-GMTGPXDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• 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	+	0.9879	98.79%
Caco-2	+	0.6792	67.92%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7090	70.90%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5623	56.23%
P-glycoprotein inhibitior	-	0.8626	86.26%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	-	0.8242	82.42%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.8639	86.39%
CYP2C9 inhibition	-	0.8710	87.10%
CYP2C19 inhibition	-	0.8486	84.86%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.7940	79.40%
CYP2C8 inhibition	-	0.9008	90.08%
CYP inhibitory promiscuity	-	0.9326	93.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5887	58.87%
Eye corrosion	-	0.8247	82.47%
Eye irritation	-	0.6707	67.07%
Skin irritation	+	0.5720	57.20%
Skin corrosion	-	0.6860	68.60%
Ames mutagenesis	-	0.8082	80.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7370	73.70%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5242	52.42%
skin sensitisation	+	0.7126	71.26%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.4689	46.89%
Acute Oral Toxicity (c)	III	0.7744	77.44%
Estrogen receptor binding	-	0.7967	79.67%
Androgen receptor binding	-	0.8630	86.30%
Thyroid receptor binding	-	0.5470	54.70%
Glucocorticoid receptor binding	+	0.6872	68.72%
Aromatase binding	-	0.7840	78.40%
PPAR gamma	-	0.7954	79.54%
Honey bee toxicity	-	0.8442	84.42%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8402	84.02%

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	96.21%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.91%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.20%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	87.98%	98.03%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.96%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.41%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.38%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.38%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.19%	96.77%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 162907181
• LOTUS: LTS0025665
• wikiData: Q105289645