(4S)-3-methylidene-4-[(E)-3-methyl-4-(4-methyl-5-oxooxolan-2-yl)but-2-enyl]oxolan-2-one

Details

• Internal ID: 9dbea0f5-ae9d-49b4-acce-fd3cbd8316a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S)-3-methylidene-4-[(E)-3-methyl-4-(4-methyl-5-oxooxolan-2-yl)but-2-enyl]oxolan-2-one
• SMILES (Canonical): CC1CC(OC1=O)CC(=CCC2COC(=O)C2=C)C
• SMILES (Isomeric): CC1CC(OC1=O)C/C(=C/C[C@@H]2COC(=O)C2=C)/C
• InChI: InChI=1S/C15H20O4/c1-9(6-13-7-10(2)14(16)19-13)4-5-12-8-18-15(17)11(12)3/h4,10,12-13H,3,5-8H2,1-2H3/b9-4+/t10?,12-,13?/m1/s1
• InChI Key: KFKSQOIZZRZEFC-MXSFRCLXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	+	0.6632	66.32%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6623	66.23%
P-glycoprotein inhibitior	-	0.8591	85.91%
P-glycoprotein substrate	-	0.6409	64.09%
CYP3A4 substrate	+	0.5528	55.28%
CYP2C9 substrate	-	0.5814	58.14%
CYP2D6 substrate	-	0.8892	88.92%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	-	0.8378	83.78%
CYP2C19 inhibition	-	0.8216	82.16%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.6498	64.98%
CYP2C8 inhibition	-	0.8599	85.99%
CYP inhibitory promiscuity	-	0.8504	85.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8351	83.51%
Carcinogenicity (trinary)	Non-required	0.6200	62.00%
Eye corrosion	-	0.9403	94.03%
Eye irritation	-	0.5624	56.24%
Skin irritation	-	0.5645	56.45%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5342	53.42%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6329	63.29%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6883	68.83%
Acute Oral Toxicity (c)	III	0.6709	67.09%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5606	56.06%
Thyroid receptor binding	-	0.5626	56.26%
Glucocorticoid receptor binding	+	0.7207	72.07%
Aromatase binding	+	0.5544	55.44%
PPAR gamma	-	0.6725	67.25%
Honey bee toxicity	-	0.8185	81.85%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	92.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.55%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.28%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.57%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.19%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.64%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.24%	89.34%

Plants that contains it

• Anthemis pseudocotula

Cross-Links

• PubChem: 133556391
• LOTUS: LTS0046037
• wikiData: Q105140436